
Groundbreakers
104 episodes — Page 2 of 3

Ep 54How Chris Lento Went from House Hacking to Building a $100M Real Estate Portfolio
Episode SummaryIn this episode of Groundbreakers, Chris Lento, founder of EM Capital, shares how he scaled from small house hacks in Boston to building a $100M+ real estate portfolio. Starting with a mechanical engineering degree and a career in aerospace, Chris realized that real estate offered a better path to financial freedom. Over time, he transitioned from self-managing triplexes to leading large syndications across the Southeast. His story is a masterclass in scaling, raising capital, and making smart investment pivots.Key Points DiscussedFrom House Hacking to Syndications – Chris started by living in his own rental properties while fixing them up. Over the years, he transitioned to larger deals and raised outside capital to scale.The Challenge of Raising Capital – Even when investors verbally committed, getting them to wire funds was a different story. Chris shares how he overcame this hurdle.Picking the Right Markets – He explains why North Carolina and Florida are prime locations for long-term real estate growth.Red Flags in Partnerships – Chris highlights the warning signs he looks for in potential business partners, including defensiveness and lack of transparency.Lessons From Managing $100M+ in Assets – Chris shares the biggest takeaways from his journey, from property management struggles to executing complex condo conversions.Guest InformationName: Christopher LentoRole: Founder & CEO at EM CapitalLinkedIn: Christopher LentoWebsite: EM CapitalConclusionChris Lento’s story proves that real estate is a long game, and strategic scaling is key. From house hacking to syndications, his journey offers invaluable lessons for investors looking to grow beyond small rentals.

Ep 53How David Hamer Built a $15M Multifamily Portfolio by Finally Taking Action
Episode SummaryIn this episode of Groundbreakers, David Hamer, founder of Expedition Capital, shares his journey from spending 15 years on the sidelines to building a $15 million multifamily portfolio. David discusses how reading Rich Dad, Poor Dad sparked his real estate ambitions, the mental hurdles of raising capital, and why he focuses on value-add multifamily deals in landlord-friendly states. His story is a testament to the power of taking action, adapting to market challenges, and building a scalable investment strategy.Key Points DiscussedTaking the First Step: After 15 years of hesitation, David finally pulled the trigger on his first investment in 2017. He explains why waiting for the “perfect time” is a mistake.From Small Deals to Syndications: David started with duplexes and fourplexes before realizing he needed to raise capital to scale into larger multifamily properties.The Mental Hurdle of Raising Capital: David shares his challenges in transitioning from investing his own money to handling funds from passive investors.Why He Invests in Nevada, New Mexico, and Alabama: David explains how population growth, landlord-friendly laws, and lower taxes shape his investment strategy.The Hidden Risks of Insurance and Property Management: His first syndication deal nearly fell apart due to insurance costs and a property management failure—he shares how he navigated those challenges.Tax Advantages of Real Estate: David breaks down depreciation, 1031 exchanges, and passive income strategies that allow investors to build wealth tax-efficiently.Guest InformationName: David HamerRole: Founder at Expedition CapitalLinkedIn: David HamerWebsite: Expedition CapitalConclusionDavid Hamer’s story proves that it’s never too late to start investing. His insights into raising capital, underwriting deals, and overcoming market challenges make this episode a must-listen for aspiring and experienced real estate investors alike.Thinking about investing in multifamily real estate? Listen now and learn from David’s journey!

Ep 52From Interior Design to $40M in Multifamily—How Chelsea Garber Uses Design to Unlock Value
Episode SummaryIn this episode of Groundbreakers, Chelsea Garber, CEO of Ascend Equity and ROI by Design, shares how she transitioned from a career in high-end interior design to managing a multifamily portfolio of over 430 units. Chelsea’s journey highlights the power of leveraging creativity, partnerships, and strategic design to scale in real estate investing.She discusses the lessons learned from flipping houses, the challenges of breaking into multifamily, and how design isn’t just about aesthetics—it’s a key driver of tenant retention, rent growth, and asset value.Key Points DiscussedFrom Design to Investing: Chelsea spent 15 years in residential and commercial design before making the leap into real estate. Her early experiences flipping houses taught her the fundamentals of deal structuring, risk management, and value creation.Scaling with Partnerships: Chelsea didn’t try to do it alone. She built strong relationships with experienced operators, allowing her to scale into larger multifamily projects while bringing a unique skill set to the table.The Overlooked Value of Design in Multifamily: Most investors focus on financial modeling and market fundamentals, but Chelsea explains why intentional design choices can directly impact NOI, tenant retention, and exit valuations.Lessons from House Flipping: While house flipping can be a great way to start, it doesn’t always translate to success in multifamily. Chelsea shares what she learned from the transition and how she approaches risk differently now.Guest InformationName: Chelsea GarberRole: CEO at Ascend Equity & ROI by DesignLinkedIn: Chelsea GarberWebsite: ROI by DesignConclusionChelsea’s story is a testament to the fact that real estate investing isn’t just about numbers—it’s about vision, creativity, and the right partnerships. Her ability to blend design thinking with investment strategy has set her apart in the industry.If you’re looking to scale in real estate, this episode offers valuable insights into the role of design, partnerships, and long-term thinking in building a successful investment portfolio.

Ep 51From Corporate Sales to 1,000+ Units: Brooke Ceballos-Piñero’s Playbook for Multifamily & NNN Investing
Episode SummaryIn this episode of Groundbreakers, Brooke Ceballos-Piñero, founder of 10X Business Consulting and an active real estate investor, shares how she left a successful corporate career to build a real estate portfolio spanning 1,000+ multifamily and Triple Net (NNN) units.Brooke breaks down the lessons she learned transitioning from corporate sales to full-time real estate investing, why she pivoted from multifamily to NNN retail properties for passive cash flow, and the importance of mentorship and partnerships in scaling quickly.Key Points Discussed:From Corporate to Real Estate – After 22 years in corporate sales & marketing, Brooke took the leap into real estate investing. She shares how she built momentum and gained credibility in a new industry.The Role of Mentorship & Masterminds – Brooke credits much of her success to getting in the right rooms with experienced investors who helped her avoid costly mistakes.Why She’s Investing in Triple Net Leases (NNN) – Brooke explains why she’s shifting more of her portfolio into NNN retail properties (think Starbucks, AutoZone, Walgreens) for truly passive, long-term cash flow.The Power of Strategic Partnerships – From passive investing to sponsorship, Brooke shares how she leverages partnerships to scale efficiently while mitigating risk.The Mindset of a Successful Operator – Brooke emphasizes why taking action is the #1 factor in getting results and how showing up consistently helped her close more deals.Guest Information:Name: Brooke Ceballos-PiñeroRole: CEO of Empower Capital & Coach at Multifamily MomentumLinkedIn: Brooke Ceballos-PiñeroWebsite: Empower CapitalConclusion:Brooke Ceballos-Piñero’s journey from corporate America to real estate investing at scale is a masterclass in taking action, leveraging mentorship, and pivoting into lower-risk, high-cash-flow investments like NNN leases.If you’re an investor considering diversifying into commercial real estate or making the leap into full-time investing, this episode is packed with insights you won’t want to miss.

Ep 50Flipped 100+ Homes—Then He Went Bigger: Todd Dexheimer’s Path to Syndication
Episode SummaryIn this episode of Groundbreakers, Todd Dexheimer, Co-Founder and Principal at Endurus Capital, shares his journey from being a high school teacher to completing over 100 real estate deals and scaling a multifamily and senior housing portfolio. Todd discusses the lessons he learned flipping houses, why he pivoted into larger commercial assets, and how he’s now focused on bringing property management and construction in-house to maximize efficiency.His story is one of persistence, adaptability, and long-term vision—showing that the best operators don’t just chase deals, they build lasting systems.Key Points DiscussedFrom Teacher to Full-Time Investor: Todd started his real estate journey in 2008 while working as a teacher, flipping houses on the side before transitioning to multifamily syndications.Scaling Up with Multifamily: After flipping over 100 properties, Todd realized that long-term wealth was built through cash-flowing rentals, leading him to acquire his first 200+ unit apartment deal.The Power of In-House Operations: Todd breaks down why Endurus Capital is bringing property management and construction under one roof—and how vertical integration creates efficiency, lowers costs, and improves investor returns.Finding Deals in Today’s Market: With high interest rates and market uncertainty, Todd shares his approach to sourcing deals, negotiating with sellers, and structuring financing to minimize risk.Guest InformationName: Todd DexheimerRole: Founder & Principal at Endurus CapitalLinkedIn: Todd DexheimerWebsite: Endurus CapitalPodcast: Pillars of Wealth CreationConclusionTodd’s journey proves that persistence and adaptability are key to long-term success in real estate. His approach to vertical integration, smart deal structuring, and capital raising provides valuable insights for investors looking to scale.Connect with Todd on LinkedIn or check out Pillars of Wealth Creation for more real estate investing insights.

Ep 49Turning Legal Nightmares into Real Estate Gold: Rodrigo Camargo, Founder of Tantum
Episode SummaryIn this episode of Groundbreakers, Rodrigo Camargo, founder of Tantum, shares how he transforms distressed real estate into high-value investments. From navigating complex legal disputes to structuring creative financing, Rodrigo’s expertise lies in unlocking hidden opportunities where others see obstacles. With projects spanning Texas and Mexico, he’s redefining what’s possible in real estate development by combining legal strategy, marketing, and investment structuring into a seamless one-stop-shop model.Key Points DiscussedTurning Legal Roadblocks into Investment Wins – Rodrigo has built a niche around solving title issues, zoning challenges, and ownership disputes to unlock significant property value.Investing Across Borders – With a deep understanding of both U.S. and Mexican markets, Rodrigo explains how nearshoring trends and economic shifts are driving investment opportunities in Texas and Baja California.The One-Stop-Shop Approach to Development – From underwriting and legal structuring to marketing and construction, Tantum streamlines the entire development process to maximize efficiency and investor returns.Why Some of the Best Deals Are the Most Complicated – Rodrigo shares real case studies of deals that looked too messy for traditional investors but turned into lucrative opportunities through smart structuring and patience.Guest InformationName: Rodrigo CamargoRole: Founder at TantumLinkedIn: Rodrigo CamargoWebsite: TantumConclusionRodrigo Camargo’s expertise in solving complex real estate challenges proves that the best deals often require out-of-the-box thinking. Whether it’s clearing legal hurdles, structuring creative financing, or developing sustainable projects, his work at Tantum showcases the power of strategy in real estate.Connect with Rodrigo on LinkedIn to learn more about his latest projects and investment opportunities in high-growth markets.

Ep 48Rolling Up Car Washes: How Adeola Oladimeji is Using Private Equity to Build a Cash Flow Empire
Episode SummaryIn this episode of Groundbreakers, Adeola Oladimeji, General Partner at Ascendi Capital, shares how he’s using private equity strategies to roll up car washes into a high-cash-flow empire. Starting in multifamily real estate, Ade saw a unique opportunity to consolidate fragmented, mom-and-pop car wash businesses and turn them into scalable, institutional-quality assets.Key Points DiscussedFrom Multifamily to Car Washes: Why Ade shifted from traditional real estate investing to an overlooked niche with strong cash flow potential.The Private Equity Playbook: How he identifies acquisition targets, structures deals, and increases operational efficiency to maximize value.Financing the Rollup: The role of SBA loans, seller financing, and investor capital in scaling a portfolio of small businesses.Lessons from Real Estate Investing: How Ade applies underwriting discipline and value-add strategies from real estate to business acquisitions.Guest InformationName: Adeola OladimejiRoles: General Partner at Ascendi CapitalLinkedIn: Adeola OladimejiWebsite: Ascendi CapitalConclusionAdeola Oladimeji’s journey is a masterclass in spotting hidden opportunities and using private equity principles to scale cash-flowing businesses. His insights on rollups, financing, and operational efficiencies offer valuable lessons for investors looking beyond traditional real estate.Connect with Ade on LinkedIn to learn more about Ascendi Capital and his approach to building wealth through business acquisitions.

Ep 47From Family Business to a $160M Real Estate Portfolio: Joseph Root’s Approach to Chicago Real Estate
Episode SummaryIn this episode of Groundbreakers, Joseph Root, Managing Partner at Root Realty and ESRE Partners, shares his evolution from managing a family business to building a $160M real estate portfolio. Joseph offers a deep dive into his strategy for identifying value in Chicago’s multifamily market, fostering community impact, and scaling sustainably in a competitive environment.Key Points DiscussedFrom Family Business to Leading a Portfolio: Joseph talks about his transition from working in his family’s real estate business to taking the reins at Root Realty and growing the portfolio to $160M.Mastering Chicago’s Multifamily Market: Insights into why Joseph focuses on Chicago, the unique opportunities and challenges of the city, and how local expertise gives him a competitive edge.Scaling with Strategy: Joseph shares how his disciplined approach to underwriting and investment decisions has enabled steady growth and strong returns, even during market turbulence.Balancing Community and Returns: Root Realty’s philosophy of creating value for both investors and the communities they operate in, and why building trust with stakeholders is key to long-term success.Guest InformationName: Joseph RootRoles: Managing Partner at Root Realty and ESRE PartnersLinkedIn: Joseph RootWebsite: Root Realty & ESRE PartnersConclusionJoseph Root’s story is an inspiring example of combining legacy and innovation to build a thriving real estate business. His expertise in Chicago’s multifamily market, focus on disciplined investing, and commitment to community impact make this episode a must-listen for investors at any stage.Connect with Joseph on LinkedIn to learn more about Root Realty and his work with ESRE Partners.

Ep 461,700 Multifamily Units and Counting: How Dr. Rajkumar Venkatramani is Helping Physicians Invest in Real Estate
Episode SummaryIn this episode of Groundbreakers, Dr. Rajkumar Venkatramani, founder of REIDOC Capital and a pediatric oncologist, shares his unique journey from medicine to real estate. Raj discusses how he transitioned from being a passive investor to actively helping physicians achieve financial freedom through syndications and automation. His dual expertise in healthcare and real estate highlights the importance of diversification, efficiency, and trust in building long-term wealth.Key Points DiscussedFrom Passive to Active Investing: Raj’s journey began with passive real estate syndications as a way to diversify his investments beyond the stock market. In 2021, he transitioned into active syndication, pooling resources with other doctors and operators.Balancing Medicine and Real Estate: Raj shares how he manages his time as a leader in pediatric oncology while running a successful real estate business. His strategies include leveraging automation, delegating tasks, and focusing on high-value activities.Innovating Capital Raising: Raj talks about his CRM platform tailored for real estate syndicators, designed to automate lead nurturing, investor communication, and deal workflows—allowing syndicators to focus on building relationships.Lessons Learned in Multifamily: From mistakes in Class C properties to shifting focus to Class A and B assets, Raj discusses how market dynamics and investor preferences influenced his investment strategy.Guest InformationName: Dr. Rajkumar VenkatramaniRole: Founder at REIDOC CapitalLinkedIn: Rajkumar VenkatramaniWebsite: REIDOC CapitalReal estate AI summitConclusionDr. Rajkumar Venkatramani’s story is an inspiring example of how to balance a high-stakes career with a passion for building wealth through real estate. His focus on trust, efficiency, and automation has helped him create a business model that supports physicians in their journey toward financial freedom.Connect with Raj on LinkedIn to learn more about his work at REIDOC Capital and his innovative CRM solutions.

Ep 45From Medicine to a $40M Multifamily Portfolio: Victor Leite, Founder of 25/8 Capital
Episode SummaryIn this episode of Groundbreakers, Victor Leite, co-founder of 25/8 Capital, shares his incredible journey from a career in medicine to creating a thriving real estate business. Victor’s story exemplifies the power of pivoting, perseverance, and building efficient systems to scale rapidly in the real estate space.Victor dives deep into how he leverages his unique background to approach real estate investing with precision and a focus on scalability. From developing a $40M portfolio to helping other investors build generational wealth through private equity, Victor’s insights are invaluable for anyone looking to grow in the industry.Key Points DiscussedFrom Medicine to Real Estate: How Victor transitioned from being a physician to building a $40M real estate portfolio.The Role of Systems: Insights into how Victor uses systems and operational efficiency to drive scalability and success.Real Estate Private Equity: How 25/8 Capital supports investors in accessing high-yield opportunities while navigating market challenges.Building Generational Wealth: Victor’s approach to helping investors achieve long-term success through strategic partnerships and well-executed deals.Guest InformationName: Victor LeiteRole: Co-Founder at 25/8 CapitalLinkedIn: Victor LeiteWebsite: 25/8 CapitalConclusionVictor Leite’s story is a powerful example of how leveraging systems and strategic partnerships can lead to exponential growth in real estate investing. Whether you’re an aspiring investor or a seasoned pro, this episode is packed with actionable insights to help you scale your portfolio and build generational wealth. Connect with Victor on LinkedIn or learn more about his work at 25/8 Capital.

Ep 44From House Hacking to 250+ Mobile Home Lots: Jeff Flynn, Founder at Aspen Ridge Capital
Episode SummaryIn this episode of Groundbreakers, Jeff Flynn, Founder of Aspen Ridge Capital, shares his inspiring journey from a Navy veteran leveraging a VA loan to building a thriving career in mobile home park investing. Jeff discusses the innovative strategies he uses to find off-market deals, the challenges and opportunities in the affordable housing space, and how Aspen Ridge Capital is making an impact in small-town communities by focusing on tenant-first solutions.Key Points DiscussedFrom Navy Veteran to Investor: How Jeff used his VA loan to purchase his first property, house-hack his way to financial independence, and transition into mobile home park investing.Finding Off-Market Deals: Jeff’s unique strategies, including using Google Street View and direct mail campaigns, to connect with sellers and identify overlooked opportunities.Challenges of Mobile Home Parks: The nuances of managing mobile home parks, including tenant relationships, infrastructure upgrades, and navigating local regulations.Investing in Small-Town America: Why Jeff focuses on smaller markets that are often ignored by larger investors and how this strategy has led to Aspen Ridge Capital’s success.Building a Resilient Portfolio: The importance of a long-term mindset, reinvesting in properties, and maintaining affordability while delivering strong returns for investors.Guest InformationName: Jeff FlynnRole: Founder at Aspen Ridge CapitalLinkedIn: Jeff FlynnWebsite: Aspen Ridge CapitalConclusionJeff Flynn’s story showcases the power of a strategic, community-driven approach to mobile home park investing. His ability to find hidden opportunities, stay focused on small markets, and deliver value to both tenants and investors makes this episode a must-listen for anyone looking to break into the affordable housing space. Tune in to learn more about Jeff’s inspiring journey and the impact of Aspen Ridge Capital’s work in creating sustainable, long-term success.

Ep 43From Brokerage to $100M in Multifamily: Luis Frias, Founder of Caltex Capital Group
Episode SummaryIn this episode of Groundbreakers, Luis Frias, founder of Caltex Capital Group, shares his journey from a career in real estate brokerage to becoming a multifamily investor with over 700 units and $100M in assets under management. Luis opens up about how his background in underwriting deals helped him confidently transition into multifamily investing and why Texas remains a top market for real estate opportunities. He also dives into his strategies for adding value to properties, navigating market challenges, and building a resilient real estate business.Key Points DiscussedFrom Brokerage to Multifamily Investing: How Luis leveraged his brokerage experience to transition into multifamily real estate, reviewing hundreds of deals to gain confidence before launching Caltex Capital Group.Texas as a Multifamily Powerhouse: Insights into why Texas markets like San Antonio and Houston are primed for growth, driven by population influx and a strong job market.Fixed-Rate Debt and Risk Management: Luis emphasizes the importance of securing fixed-rate debt to weather economic shifts and protect investors.Value-Add Strategies: Innovative ways Luis and his team increase NOI, from valet trash services to bulk Wi-Fi packages, enhancing tenant experience while boosting profitability.The Importance of Relationships: A firsthand account of how Luis’s network saved a crucial project after a contractor issue threatened to derail progress.Guest InformationName: Luis FriasRole: Founder of Caltex Capital GroupLinkedIn: Luis FriasWebsite: Caltex Capital GroupConclusionLuis Frias’s story is a testament to the power of calculated risks, strategic relationships, and staying adaptable in a competitive real estate market. His focus on adding value, managing risk, and building a strong network provides valuable lessons for anyone looking to scale in real estate investing. Connect with Luis to learn more about his journey and the success of Caltex Capital Group.

Ep 42Building a $30M Portfolio in Mortgage Notes: Christopher Seveney, CEO at 7e Investments
Episode SummaryIn this episode of Groundbreakers, Christopher Seveney, Founder and CEO of 7e Investments, dives into the world of mortgage note investing, sharing how he transitioned from civil engineering and construction management to building a $30M portfolio of over 500 mortgage notes. Christopher’s unique approach to real estate investing focuses on creating win-win scenarios by helping borrowers get back on track while delivering consistent returns for investors. His recession-resistant strategy and equity-based model offer a fresh perspective on generating passive income in uncertain markets.Key Points DiscussedFrom Civil Engineering to Note Investing: Christopher’s career journey from construction management and development into the niche world of mortgage notes.Recession-Resistant Strategy: How Christopher’s focus on equity-based, low-leverage investments provides stability and protects investors in volatile markets.Rehabilitating Non-Performing Loans: Turning risky, non-performing loans into valuable assets while creating opportunities for borrowers to stay in their homes.Building Trust with Investors: Christopher’s emphasis on education, transparency, and steady long-term growth in managing $30M in investor capital.Avoiding Leverage-Heavy Pitfalls: Why Christopher steers clear of over-leveraging and prioritizes sustainable returns.Guest InformationName: Christopher SeveneyRole: Founder and CEO at 7e InvestmentsLinkedIn: Christopher SeveneyWebsite: 7e InvestmentsConclusionChristopher Seveney’s insights into mortgage note investing shed light on an often-overlooked strategy in the real estate industry. His commitment to creating value for both borrowers and investors while maintaining financial stability is a blueprint for success in any market. Whether you’re a seasoned investor or new to alternative investments, Christopher’s journey offers valuable lessons for building a recession-resistant portfolio. Connect with Christopher on LinkedIn or explore more about 7e Investments to learn how mortgage notes can diversify your investment strategy.

Ep 41Balancing a Corporate Career and a $40M Real Estate Portfolio: Shawn Dwyer, Founder of Golden Oak REI
Episode SummaryIn this episode of Groundbreakers, Shawn Dwyer shares how he has successfully balanced a demanding corporate career with building a robust real estate portfolio focused on mobile home parks and self-storage facilities. Shawn discusses how he strategically entered real estate investing, chose recession-resistant asset classes, and managed his time effectively to achieve sustainable growth. His approach emphasizes creating value for both investors and the communities he serves, making his story a must-listen for aspiring investors juggling full-time careers.Key Points DiscussedBuilding While Balancing: Shawn'a practical tips for starting and scaling a real estate portfolio without leaving his corporate job, including effective time management and forming partnerships.Why Mobile Home Parks & Self-Storage: Shawn's insights into why these asset classes are ideal for long-term investments due to their steady demand and resilience to economic downturns.Creating Community Impact: Shawn's philosophy of balancing financial returns with community improvements, ensuring a win-win for residents and investors alike.Creative Financing Strategies: How Shawn leveraged tools like home equity loans and self-directed IRAs to fund his initial investments and continue scaling his portfolio.Guest InformationName: Shawn DwyerRole: Real Estate Investor (Mobile Home Parks & Self-Storage)LinkedIn: Shawn DwyerWebsite: Golden OakConclusionShawn Dwyer’s story demonstrates that it’s possible to build a thriving real estate portfolio while maintaining a full-time career. His focus on recession-resistant assets, creative financing, and community-driven value offers inspiration and actionable insights for anyone looking to get started in real estate investing. Connect with Shawn on LinkedIn to learn more about his work and approach.

Ep 40From Tech Sales to 5,000+ Multifamily Doors: Jeremy Dyer, Managing Partner at Starting Point Capital
Episode SummaryIn this episode of Groundbreakers, Jeremy Dyer, Founder & Managing Partner at Starting Point Capital, shares his inspiring journey from tech sales to becoming a passionate advocate for passive real estate investing. Jeremy discusses his transition from actively flipping houses to syndicating multifamily properties as a limited partner, emphasizing the importance of community, trust, and the right partnerships in achieving long-term success. His story highlights the power of collaboration and how Starting Point Capital is helping investors access institutional-grade real estate opportunities.Key Points DiscussedFrom Tech to Real Estate: Jeremy’s career pivot from tech sales to real estate, and how he found his niche in multifamily syndication.The Role of Trust in Investing: How Jeremy carefully vets sponsors and stresses the importance of transparency and alignment with investors.Scaling Through Collaboration: Starting Point Capital’s mission to pool investors, secure better terms, and create opportunities for those new to syndications.Market Insights and Opportunities: Jeremy’s perspective on finding value in today’s market by targeting assets in strong, stable locations.Guest InformationName: Jeremy DyerRole: Founder & Managing Partner at Starting Point CapitalLinkedIn: Jeremy DyerWebsite: Starting Point CapitalBook: The Fundamental InvestorConclusionJeremy Dyer’s journey showcases the transformative power of passive investing and the importance of collaboration in scaling wealth through real estate. His focus on building trust, educating investors, and navigating today’s challenging market provides actionable insights for anyone looking to invest in multifamily properties. Connect with Jeremy on LinkedIn to learn more about his work and Starting Point Capital’s mission to make real estate accessible to all.

Ep 39From Cold Calls to Closing Real Estate Deals: Jarod Alexander’s Journey in Multifamily Investing
Episode SummaryIn this episode of Groundbreakers, Jarod Alexander, founder of Optimal Equity Group, shares his inspiring journey from a successful sales career to building a thriving multifamily syndication business. Jarod dives into how his upbringing in a real estate family shaped his approach to investing and how he now helps busy professionals achieve financial freedom through passive investments. He discusses the challenges of scaling single-family rentals, the importance of trusting the right operators in syndications, and the innovative strategies he uses to maximize returns for investors.Key Points DiscussedFrom Sales to Real Estate: Jarod’s transition from a W2 sales career to founding Optimal Equity Group, driven by a passion for real estate and financial independence.Scaling Challenges: The limitations Jarod encountered with single-family rentals and why multifamily syndications became his focus for long-term growth.Vetting Syndication Operators: Why choosing the right operator is critical and Jarod’s comprehensive vetting process to ensure trust and reliability.Leveraging Tax Abatements: Jarod’s innovative approach to utilizing tax abatements to significantly reduce property expenses while creating affordable housing opportunities.Building Wealth Through Syndications: Insights into how Jarod helps busy professionals grow their wealth through strategic multifamily investments.Guest InformationName: Jarod AlexanderRole: Founder of Optimal Equity GroupLinkedIn: Jarod AlexanderWebsite: Optimal Equity GroupConclusionJarod Alexander’s story highlights the power of resilience, strategic thinking, and a focus on long-term wealth creation. His expertise in scaling through multifamily syndications, vetting operators, and employing creative tax strategies offers invaluable lessons for both aspiring and seasoned investors. Connect with Jarod on LinkedIn to learn more about his work and Optimal Equity Group’s mission to empower professionals through passive investments.

Ep 38From Silicon Valley Brokerage to Multifamily Syndications: Arn Cenedella, Founder at Spark Investment Group
Episode SummaryIn this episode of Groundbreakers, Arn Cenedella, founder of Spark Investment Group, shares his journey from Silicon Valley residential brokerage to becoming a multifamily syndicator in South Carolina. With over 40 years of experience in real estate, Arn brings a wealth of knowledge about navigating market cycles, scaling through partnerships, and leveraging local expertise to succeed in multifamily investing. He discusses the lessons he’s learned, the challenges he’s overcome, and his advice for aspiring investors.Key Points DiscussedFrom Single-Family to Multifamily: Arn’s transition from decades of residential brokerage and single-family investing to the world of multifamily syndications.Local Market Mastery: How Arn leverages deep knowledge of the South Carolina market to gain a competitive edge, focusing on market-specific nuances.Scaling Through Partnerships: The critical role partnerships have played in Arn’s success, from vetting the right collaborators to ensuring complementary skill sets.Adapting to Market Cycles: Insights into how Arn has weathered real estate market shifts and stayed optimistic through decades of investing.Balancing Passion and Profitability: Arn’s philosophy on investing with both a business mindset and a love for the craft of real estate.Guest InformationName: Arn CenedellaRole: Founder at Spark Investment GroupLinkedIn: Arn CenedellaWebsite: Spark Investment GroupConclusionArn Cenedella's journey is a testament to the value of experience, local expertise, and strategic partnerships in real estate. His optimism, adaptability, and dedication offer invaluable lessons for both seasoned and aspiring investors. Connect with Arn on LinkedIn to learn more about his work and insights into multifamily investing.

Ep 37From Capital Markets to Sustainable Real Estate: Jack Arevalo, Director at AVLV and Founder of STOA Capital
Episode SummaryIn this episode of Groundbreakers, Jack Arevalo, Director of Finance and Acquisitions at AVLV and founder of STOA Capital, shares his unique journey from capital markets to real estate development. With deep experience in finance, architecture, and community-focused projects, Jack offers an insightful look at how to approach development sustainably and holistically. He discusses the importance of hyperlocal market knowledge, creating impact-driven projects, and building vertically integrated teams that bridge architecture, development, and finance.Key Points DiscussedFrom Capital Markets to Real Estate Development: Jack’s transition from a background in finance to spearheading real estate development, focusing on sustainable and community-oriented projects.Philadelphia’s Market Potential: Why Jack sees Philadelphia as a prime market for real estate development, driven by its unique economic and community dynamics.Sustainability and Architecture: How AVLV’s vertically integrated approach ensures projects meet sustainability goals while aligning architectural vision and community needs.Hyperlocal Strategies: The critical role of understanding local communities and fostering relationships in real estate development for long-term success.Balancing Finance, Development, and Design: Insights into how AVLV combines financial discipline with architectural integrity to create value-driven investments.Guest InformationName: Jack ArevaloRole: Director of Finance and Acquisitions at AVLV, Founder at STOA CapitalLinkedIn: Jack ArevaloWebsite: AVLV, STOA CapitalConclusionJack Arevalo's journey highlights how a holistic approach—combining finance, architecture, and development—can lead to sustainable, impactful real estate projects. His insights on the importance of hyperlocal strategies and vertically integrated operations provide valuable lessons for developers, investors, and community leaders alike. Connect with Jack on LinkedIn to learn more about his work and vision for transforming real estate in Philadelphia and beyond.

Ep 36From Passive Investor to Syndication Sucess: Ryan Byrne, Founder at Cashflow Capital Club
Episode SummaryIn this episode of Groundbreakers, Ryan Byrne, Founder of Cash Flow Capital Club, shares his transformative journey from the stock market to building wealth through multifamily syndication. Ryan’s story highlights the power of leveraging passive investments as a limited partner (LP) to gain experience, build confidence, and transition into active roles as a general partner (GP). He dives into the strategic importance of operational efficiencies, tenant-centric improvements, and conservative planning in multifamily real estate to drive long-term returns and build resilient portfolios.Key Points DiscussedFrom Stock Market to Real Estate: Ryan’s shift from investing in stocks to focusing on real estate, highlighting how multifamily investing offered a more stable, growth-oriented strategy.Becoming an LP First: Ryan’s path to syndication began with passive investments, allowing him to learn from seasoned operators, build valuable connections, and gain hands-on insight before taking on active deals.Operational Value-Add Strategies: How Ryan and his team transform properties through operational improvements, enhancing tenant care, optimizing property management, and driving returns for investors.Navigating Market Challenges: Ryan’s approach to mitigating risks in today’s market with conservative underwriting, overfunding reserves, and planning for the unexpected in a rapidly shifting economy.Mastermind Leverage: The importance of joining a multifamily mastermind group for accelerated learning, deal access, and building meaningful relationships within the industry.Guest InformationName: Ryan ByrneRole: Founder at Cash Flow Capital ClubLinkedIn: Ryan ByrneWebsite: Cashflow Capital ClubConclusionRyan Byrne’s journey from passive investor to multifamily syndicator offers a blueprint for those looking to scale their wealth in real estate. His emphasis on learning from industry leaders, prioritizing operational value, and navigating market challenges with strategic foresight makes this episode a valuable listen for investors at all stages. Connect with Ryan on LinkedIn to learn more about his work and explore opportunities to invest alongside him.

Ep 35From Local Roots to Queens Multifamily Impact: Jorge Jorge & Daniel Papa, Co-Founders of Leather Street Realty
Episode SummaryIn this episode of Groundbreakers, George and Daniel Papa, co-founders of Leather Street Realty, discuss their thoughtful journey from property management to launching a specialized real estate firm focused on the evolving market in Queens, NYC. George and Daniel share how their hyper-local knowledge and deep roots in the community provide them with unique insights to identify value in overlooked areas. They delve into the complexities of working within NYC’s rent-stabilized sector, their strategic planning for Leather Street Realty, and the critical role that relationships and market understanding play in their success.Key Points DiscussedFrom Management to Ownership: George and Daniel’s transition from established careers in property management to co-founding Leather Street Realty, with a focus on long-term value in a familiar market.Hyper-Local Market Insight: How the team’s deep understanding of Queens’ neighborhoods allows them to spot opportunities and anticipate growth where others might not see potential.Navigating NYC Rent Regulations: The team’s approach to working within NYC’s rent stabilization framework, turning regulatory constraints into strategic advantages for their investors.Strategic Business Launch: The thoughtful planning and groundwork that set the foundation for Leather Street Realty, ensuring a resilient business model ready for intentional growth.Guest Information • Name: Jorge Jorge and Daniel Papa • Role: Co-founders of Leather Street Realty • LinkedIn: Jorge Jorge and Daniel Papa • Website: Leather Street RealtyConclusionJorge Jorge and Daniel Papa’s journey illustrates how specialized market knowledge and strategic planning can turn a strong local presence into a valuable competitive edge in real estate. Their approach to regulation and growth within the Queens market offers lessons in adaptability and purpose-driven investing. Connect with Jorge and Daniel on LinkedIn to learn more about their work and the impact Leather Street Realty is making in NYC real estate.
Ep 34From Corporate Finance to Multifamily Success: Vessi Kapoulian, Managing Partner at DBA Capital Group
Episode SummaryIn this episode of Groundbreakers, Vessi Kapoulian, founder of DBA Capital Group, shares her journey from corporate finance to full-time real estate investing, detailing how she built multiple income streams to achieve financial freedom. Vessi offers valuable insights into diversifying investments, performing deep market research, and adapting creative strategies to navigate today’s challenging economic conditions. Her focus on both risk mitigation and long-term wealth creation provides an inspiring roadmap for those looking to build sustainable success in real estate.Key Points DiscussedFrom Corporate Finance to Real Estate Investing: Vessi’s transition from a secure corporate career to building her own investment portfolio, and the lessons learned from taking that leap.Multiple Income Streams: The importance of diversifying income sources for financial security and how Vessi built hers through a combination of real estate, passive investments, and more.Identifying Emerging Markets: How in-depth market research, including demographic and employment trends, helps Vessi uncover hidden opportunities in overlooked markets.Creative Risk Management: Vessi’s strategies for mitigating rising interest rates and insurance costs while continuing to grow her portfolio.Long-Term Wealth Creation: The importance of maintaining a long-term vision and consistently adapting strategies to secure lasting financial freedom.Guest InformationName: Vessi KapoulianRole: Managing Partner at DBA Capital GroupLinkedIn: Vessi KapoulianWebsite: DBA Capital GroupConclusionVessi Kapoulian’s journey from corporate finance to real estate investing is a powerful example of how calculated risks and diversification can lead to financial freedom. Her insights on market research, creative risk mitigation, and building long-term wealth provide valuable lessons for both new and seasoned investors. Connect with Vessi on LinkedIn to learn more about her work at DBA Capital Group and her strategies for building a diversified portfolio.

35 Wholesale Deals in Year One: Jeff Ortiz, Founder of Ortiz Equity Group
Episode SummaryIn this episode of Groundbreakers, Jefferson Ortiz, founder of Ortiz Equity Group, shares his inspiring journey from immigrating to Canada to building a $40 million multifamily real estate portfolio. Jeff discusses how he started in wholesaling before transitioning into multifamily investing, and how mentorship played a crucial role in his rapid success. He dives into his approach to creative financing, market selection, and value-add opportunities, offering listeners valuable insights into scaling a real estate portfolio.Key Points DiscussedFrom Wholesaling to Multifamily: Jeff’s transition from wholesaling real estate deals to investing in multifamily properties, and how he leveraged his early experience to scale his portfolio.The Power of Mentorship: How mentorship helped Jeff complete 35 wholesale deals in his first year and continues to drive his success in multifamily investing.Creative Financing Strategies: Jeff’s use of seller financing, fixed-rate loans, and other creative financing methods to close deals and optimize his portfolio’s growth.Market Selection and Demographics: Why Jeff focuses on low-vacancy, job-rich areas with strong economic diversity, and how the “Starbucks indicator” plays into his decision-making.Adding Value for Long-Term Success: Jeff’s approach to identifying value-add opportunities in multifamily properties, improving both tenant experience and investor returns.Guest InformationName: Jefferson OrtizRole: Founder at Ortiz Equity GroupLinkedIn: Jefferson OrtizWebsite: Ortiz Equity GroupConclusionJefferson Ortiz’s story is a powerful example of how hard work, smart mentorship, and creative strategies can help scale a real estate business. His insights into financing, market selection, and long-term growth provide valuable lessons for both new and seasoned investors. Connect with Jeff on LinkedIn to learn more about his work and the vision behind Ortiz Equity Group.
Ep 32From Soil Science to Real Estate Private Equity: Jasmine Nazari, COO at Urban Green Investments
Episode SummaryIn this episode of Groundbreakers, Jasmine Nazari, COO of Urban Green Investments, shares her journey from an unconventional background in soil biogeochemistry to becoming a leader in urban real estate investing. Jasmine discusses the importance of strategic diversification and sustainable development, highlighting how Urban Green balances high-yield investments with positive community impact. She delves into the firm’s diversified portfolio, spanning multifamily, office spaces, and data centers, and emphasizes the role of transparency and strong investor relationships in achieving long-term success.Key Points DiscussedFrom Science to Real Estate: Jasmine’s unique journey from soil biogeochemistry to leading operations at Urban Green Investments, showcasing her passion for sustainable development.Strategic Diversification: How Urban Green mitigates risk and maximizes returns by diversifying its investments across various asset classes, including multifamily, office spaces, and data centers.Focus on Transparency: The importance of building trust and maintaining transparency with investors to foster long-term partnerships and sustainable growth.Sustainable Urban Development: Urban Green’s commitment to finding value in overlooked spaces, transforming them into opportunities that benefit both communities and investors.Navigating Market Challenges: Jasmine’s insights on identifying high-yield, risk-adjusted opportunities even in a challenging economic environment.Guest InformationName: Jasmine NazariRole: COO at Urban Green InvestmentsLinkedIn: Jasmine NazariWebsite: Urban Green InvestmentsConclusionJasmine Nazari’s journey showcases the value of interdisciplinary skills and passion in the real estate sector. Her approach to sustainable urban development and strategic diversification provides valuable insights for anyone interested in real estate investing. Connect with Jasmine on LinkedIn to learn more about her work and Urban Green Investments’ mission to create lasting value through innovative real estate projects.

Ep 31Unlocking Creative Deals in Real Estate with Max Shah, CEO of ROS Capital
Episode SummaryIn this episode of Groundbreakers, Max Shah, CEO of ROS Capital, shares his journey from a successful career in tech with Microsoft to becoming a real estate investor and business acquisition expert. Max provides insights into how he shifted from focusing on tech deals to mastering multifamily and commercial real estate acquisitions. He dives deep into the importance of investing in people, not just properties, and how creative deal structuring has allowed him to scale quickly. Max also opens up about the challenges he faced during the Covid-19 pandemic and how adaptability turned a near-crisis into a win for his hotel investments.Key Points DiscussedFrom Tech to Real Estate: Max’s transition from working at Microsoft to building ROS Capital, with a focus on commercial and multifamily real estate deals.People-Centric Investing: Why Max believes that the right team can make or break a deal and how this philosophy has driven his investment strategy.Creative Deal Structuring: The strategy behind acquiring high-value properties with minimal upfront capital, including a case where Max secured an $8M property with just $1M of his own investment.Adapting in Crisis: How Max navigated the hotel industry’s Covid-19 disruptions by leveraging local partnerships and pivoting quickly to keep his business afloat.Long-Term Vision: Max’s approach to building generational wealth and the importance of patience and resilience in long-term investments.Guest InformationName: Max ShahRole: CEO at ROS CapitalLinkedIn: Max ShahCompany: ROS CapitalConclusionMax Shah’s journey from tech to real estate is a powerful example of how strategic thinking, adaptability, and focusing on the right people can lead to long-term success in business and real estate. His story offers valuable lessons for investors looking to scale creatively while maintaining a strong focus on building solid partnerships. Connect with Max on LinkedIn to learn more about his work and how ROS Capital continues to navigate and succeed in today’s real estate market.
Ep 30Scaling a Multifamily Portfolio with In-House Operations: Justin Elliott, Managing Partner at BLVD Ventures
Episode SummaryIn this episode of Groundbreakers, Justin Elliott, Managing Partner at BLVD Ventures, joins us to discuss his path from corporate America to becoming a full-time real estate investor. Justin shares how his background in corporate finance helped him transition into multifamily real estate, and how building strong partnerships has been instrumental to scaling his portfolio. He also offers insights into the benefits of bringing property management in-house, the challenges of rising interest rates, and strategies for continued success in an evolving market.Key Points DiscussedFrom Corporate America to Real Estate: Justin’s transition from a corporate finance background to founding Boulevard Ventures and pursuing full-time real estate investing.Strategic Partnerships: The critical role of partnerships in growing BLVD Ventures and how collaboration with the right people has driven their success.In-House Property Management: Justin explains the decision to bring property management in-house and how it improved operational efficiency and business outcomes.Navigating a Shifting Market: Justin shares how BLVD Ventures continues to adapt to rising interest rates, increasing insurance costs, and other market challenges.Focused Market Strategy: Justin’s take on the importance of selecting markets with long-term growth potential, even in uncertain times.Guest InformationName: Justin ElliottRole: Managing Partner at BLVD VenturesLinkedIn: Justin ElliottWebsite: BLVD VenturesConclusionJustin Elliott’s story of transitioning from corporate America to full-time real estate investing highlights the importance of strong partnerships, operational control, and market awareness. His approach to scaling BLVD Ventures through collaboration and disciplined investment strategies provides valuable lessons for new and experienced investors alike. Connect with Justin on LinkedIn to learn more about his journey and how BLVD Ventures is positioning itself for long-term success.
Ep 29From Wall Street to Multifamily Investing with Adam Dresher of Break of Day Capital
Episode SummaryIn this episode of Groundbreakers, Adam Dresher, Investor Relations Manager at Break of Day Capital, shares his journey from Wall Street to real estate investing. Adam discusses how his career in institutional sales and stock trading shaped his approach to raising capital and connecting with investors in multifamily real estate. He highlights the importance of empathy in building trust with investors, as well as the value of NOI-driven strategies to increase property valuations. Adam provides valuable insights on navigating the challenges of the real estate market, especially during periods of rising interest rates.Key Points Discussed:From Wall Street to Real Estate: Adam’s transition from the fast-paced world of institutional sales to real estate investing and capital raising, and how his background has influenced his strategies.Building Investor Trust: The role empathy plays in successfully raising capital and building long-term relationships with investors by understanding their needs and goals.Maximizing Property Value: How Break of Day Capital boosts NOI (Net Operating Income) through strategic property improvements, including water usage efficiency, to increase valuation.Navigating Market Conditions: Adam’s perspective on the current real estate market, high interest rates, and how disciplined investing can help overcome challenges.Cold Calling Lessons: Insights into how early experiences with cold calling helped Adam build confidence in pitching and connecting with potential investors.Guest Information:Name: Adam DresherRole: Investor Relations Manager at Break of Day CapitalLinkedIn: Adam DresherWebsite: Break of Day CapitalConclusion:Adam Dresher’s journey from Wall Street to real estate offers practical lessons for anyone looking to raise capital and build a successful career in multifamily investing. His focus on building trust through empathy and driving value with NOI growth strategies makes this episode a must-listen for investors and operators alike. Connect with Adam on LinkedIn to learn more about his work and the impact of Break of Day Capital in the real estate industry.
Ep 28From Private Equity to Building Wealth in Real Estate with Chutima Barrios of Rent Roll Capital
Episode SummaryIn this episode of Groundbreakers, Chutima Barrios, founder of Rent Roll Capital, shares her journey from private equity finance to becoming a full-time real estate investor. Chutima discusses how her background in financial analysis equipped her with the skills to scale her portfolio, and how she now helps busy professionals grow their wealth through strategic multifamily real estate investments. She highlights the power of co-investing and the importance of efficient operations in maximizing returns.Key Points DiscussedFrom Private Equity to Real Estate: Chutima’s transition from finance and corporate development to building her own real estate portfolio, and how her analytical background gives her an edge.Scaling Through Multifamily: How Chutima moved from investing in small properties to larger multifamily deals to maximize returns with the same effort.Co-Investing for Growth: Chutima’s approach to raising capital through co-investing with friends and family, making larger deals accessible without using complex jargon.Operational Efficiency: The importance of managing properties efficiently, controlling expenses, and partnering with strong property management teams to ensure long-term success.Navigating Market Challenges: Insights into how Chutima navigates challenges like rising interest rates, finding deals, and handling unexpected costs such as insurance and property taxes.Guest InformationName: Chutima BarriosRole: Founder at Rent Roll CapitalLinkedIn: Chutima BarriosWebsite: Rent Roll CapitalConclusionChutima Barrios’ journey from private equity to full-time real estate investing offers valuable insights for professionals looking to build wealth through multifamily investments. Her focus on co-investing, operational efficiency, and scaling smartly provides a great roadmap for anyone looking to transition into real estate. Connect with Chutima on LinkedIn to learn more about her work and Rent Roll Capital’s mission to help professionals grow their wealth.
Ep 27Building a Family Office for the Average Family: Gurjote Sethi at Hukam Capital
Episode SummaryIn this episode of Groundbreakers, Gurjote Sethi, founder of Hukam Capital Group, joins us to share his inspiring journey from tech and mergers & acquisitions to becoming a successful real estate investor. Gurjote’s story highlights the importance of mission-driven investing and the power of leveraging one’s background to make impactful career shifts. He discusses his approach to value-add real estate projects across multifamily, retail, and student housing, and how he aims to help immigrant families build generational wealth. Gurjote also shares his insights on navigating risks in the real estate market and his vision for evolving Hukam Capital into a “family office for the average family.”Key Points DiscussedFrom Tech to Real Estate: Gurjote’s transition from a career in tech and M&A to founding Hukam Capital Group, driven by a passion for real estate and helping others build wealth.Mission-Driven Investing: The founding of Hukam Capital with a focus on value-add projects and the broader mission to improve communities and support immigrant families.Value-Add Real Estate Strategy: Gurjote’s insights into identifying and executing value-add projects in multifamily, retail, and student housing, emphasizing the importance of community impact.Navigating Market Risks: The importance of due diligence, transparency, and market testing in mitigating risks and ensuring successful investments.Future Vision and Growth: Gurjote’s plans to evolve Hukam Capital into a long-term generational investment platform and the potential of partnering with charitable trusts to scale impact.Guest Information• Name: Gurjote Sethi• Role: Founder at Hukam Capital Group• LinkedIn: Gurjote Sethi• Website: Hukam Capital GroupConclusionGurjote Sethi’s journey is a powerful example of how mission-driven investing can lead to both personal and community success in real estate. His focus on value-add strategies, commitment to transparency, and plans for long-term growth provide valuable lessons for investors at all levels. Connect with Gurjote on LinkedIn to learn more about his work and the impact of Hukam Capital Group in the real estate industry.
Ep 26From Ministry to Real Estate Mastery: Nick Stromwall, Founder of Oak & Vine Capital
Episode SummaryIn this episode of Groundbreakers, Nick Stromwall, founder of Oak & Vine Capital, joins us to share his remarkable transition from a college pastor to a thriving real estate investor. Nick’s journey is a testament to the power of strategic career moves and the importance of mission-driven investing. He discusses how he leveraged his background in ministry to build a successful real estate portfolio, focusing on commercial properties and fund management. Nick provides valuable insights into the current real estate market, the importance of strong partnerships, and the opportunities in niche asset classes.Key Points DiscussedFrom Ministry to Real Estate: Nick’s transition from serving as a college pastor to founding Oak & Vine Capital, illustrating how his experiences shaped his approach to real estate investing.Scaling Through Strategic Partnerships: The critical role partnerships have played in Nick’s success, from house hacking to managing large commercial properties.Diverse Investment Strategies: Nick’s experience in various asset classes, including multifamily, industrial, and private credit, and how these have contributed to his portfolio’s growth.Market Insights and Challenges: Nick’s perspective on navigating the current real estate market, including the impact of interest rates and the importance of market-specific strategies.Guest Information • Name: Nick Stromwall • Role: Founder at Oak & Vine Capital • LinkedIn: Nick Stromwall • Website: Oak & Vine CapitalConclusionNick Stromwall’s story is an inspiring example of how purpose-driven investing and strong partnerships can lead to long-term success in real estate. His insights into scaling through strategic partnerships and navigating the complexities of the current market offer valuable lessons for both new and seasoned investors. Connect with Nick on LinkedIn to learn more about his work and the impact of Oak & Vine Capital in the real estate industry.
Ep 25Investing in Manufactured Housing with Leo Young of Cornell Communities
Episode SummaryIn this episode of Groundbreakers, Leo Young, Principal at Cornell Communities, joins us to discuss his dynamic journey from working at Tesla to becoming a leading figure in the niche market of manufactured housing communities. Leo shares how his background in finance and real estate, combined with his entrepreneurial spirit, led him to co-found Cornell Communities. He delves into the unique opportunities within mobile home park investments, the challenges of managing these properties, and the social impact that drives his work.Key Points DiscussedCareer Transitions: Leo’s journey from Tesla’s sales team to co-founding Cornell Communities, highlighting the transferable skills and mindset shifts that helped him succeed in real estate.Investing in Mobile Home Parks: The strategic reasons behind choosing manufactured housing communities as an investment focus, including their recession-resilient nature, supply constraints, and high cash flow potential.Operational Challenges and Social Impact: The complexities of managing mobile home parks, dealing with municipalities, and enhancing community quality of life through thoughtful improvements and strong management practices.Niche Market Expertise: The importance of going deep into a specific asset class and how Cornell Communities’ focus on mobile home parks positions them uniquely in the real estate market.Guest InformationName: Leo YoungRole: Principal at Cornell CommunitiesLinkedIn: Leo YoungWebsite: Cornell-communities.comConclusionLeo Young’s insights into the world of mobile home park investments offer a unique perspective on the intersection of social good and economic opportunity. His story is an inspiring example of how strategic career transitions and a focus on niche markets can lead to long-term success in real estate. Connect with Leo on LinkedIn to learn more about his work and the impact of Cornell Communities in the affordable housing space.
Ep 24Passion, Hustle, and Real Estate: How Michael Sambrowsky Built A Class Investments
Episode SummaryIn this episode of Groundbreakers, Michael Sambrowsky, CEO and Founder of A-Class Investments, shares his entrepreneurial journey from a young stock market enthusiast to a successful real estate investor. Michael discusses how his early experiences shaped his approach to investing, the challenges he faced managing properties during the COVID-19 pandemic, and his innovative strategies for investing in niche markets such as housing for recovering addicts. He also provides insights into balancing multiple business ventures, including his ventures in car rentals through Turo and a helicopter charter company.Key Points DiscussedEntrepreneurial Beginnings: Michael’s journey started with an early interest in the stock market, leading to his first real estate purchase after viewing over 100 properties.Investing in Niche Markets: Michael’s strategy of investing in properties rented to recovering addicts, supported by government-backed rent payments, and the importance of selecting the right locations for these investments.Expanding Business Ventures: How Michael manages multiple businesses, including his car rental company leveraging Tesla vehicles on Turo, and his helicopter charter business catering to clients in the tri-state area.Real Estate Market Insights: Michael’s perspective on the current real estate market in New Jersey, Florida, and upstate New York, and how high interest rates are impacting property investment.Overcoming Challenges: The importance of trusting your instincts, taking calculated risks, and learning on the job to succeed as an entrepreneur.Guest InformationName: Michael SambrowskyRole: CEO and Founder at A Class InvestmentsLinkedIn: Michael SambrowskiConclusionMichael’s story is a testament to the power of entrepreneurial spirit, resilience, and the willingness to dive into the unknown. His experiences in real estate and beyond offer valuable lessons for aspiring investors and entrepreneurs alike. Connect with Michael on LinkedIn to learn more about his journey and the innovative strategies he’s using to build wealth and community through A-Class Investments.
Ep 23Unlocking Value: Retrofitting and Modular Construction in Real Estate with Aundre Oldacre, Co-Founder & MP at AoRa Development
Episode SummaryIn this episode of Groundbreakers, Aundre Oldacre, Managing Partner at AoRa Development, shares his expertise on sustainability in real estate development. He delves into innovative technologies and renewable energy sources that enhance efficiency and profitability in their projects. Aundre discusses modular construction, retrofitting existing buildings, leveraging financial incentives, and the importance of timing in real estate investing.Key Points DiscussedSustainable Practices in Real Estate: Aundre emphasizes AoRa Development’s commitment to sustainability through the integration of innovative technologies and renewable energy sources.Modular Construction: The benefits of modular construction, including cost savings, faster timelines, better quality, and streamlined management.Retrofitting Buildings: Enhancing sustainability in existing buildings with energy-efficient systems like geothermal heating, wastewater recovery, and solar facades.Financial Incentives: Utilizing PACE financing and Energy Service Agreements to fund sustainable upgrades, making projects economically viable.High Vacancy Rates and Property Prices: Opportunities in cities like New York City to repurpose office spaces into residential units due to high vacancy rates and lower property prices.Adaptive Reuse: The concept of converting underutilized office spaces into residential units to address high vacancy rates and support sustainability goals.Timing in Real Estate Investing: The importance of taking action and getting started, rather than waiting for the perfect deal, and the potential benefits of purchasing properties during times of high interest rates.Guest InformationName: Aundre OldacreRole: Managing Partner at AoRa DevelopmentWebsite: Aora DevelopmentConclusionAundre's insights underscore the significance of sustainability in real estate development and how innovative technologies can drive efficiency and profitability. His perspectives on modular construction, retrofitting, and the strategic timing of investments provide valuable lessons for real estate investors. Visit AoRa Development’s website to learn more about their sustainable development projects and initiatives.
Ep 22Scaling Up: Transitioning from Single-Family to Multifamily Investments with Anthony Gair from Wooded Oaks Capital Partners
Episode SummaryIn this episode of Groundbreakers,, Anthony Gair, founder of Wooded Oaks Capital Partners, shares his journey from starting in real estate in 2019 to transitioning to larger multifamily deals. He discusses the importance of mentors, networking, and the challenges of raising equity for deals.Key Points DiscussedAnthony's journey from single-family homes to commercial multifamily.The importance of networking, mentorship, and hiring a coach in real estate investing.Strategies for due diligence on deals and the challenges of raising equity.Wooded Oaks' investment thesis focusing on larger multifamily properties.The significance of relationships in competing for deals and always be raising capital.Advice on balancing a full-time job with real estate investing and the value of mentorship.Guest InformationName: Anthony GairRole: Founder and Managing Partner of Wooded Oaks Capital PartnersWebsite: Wooded Oaks Capital PartnersConclusionAnthony's story highlights the importance of mentorship, networking, and continuous learning in the real estate industry. His insights on raising equity, building relationships, and balancing a full-time job with investing provide valuable lessons for aspiring real estate investors. Visit Wooded Oaks Capital Partners' website to learn more about their investment strategies and initiatives.

Ep 21Rebuilding After the Storm: Overcoming Adversity in Real Estate with Eric Brody from ANAX
Episode Summary:In this episode of the podcast, Eric Brody, Founder & Principal at ANAX, shares his journey from construction and development to venturing into the tech-enabled capital advisory space. He discusses the challenges he faced, the lessons he learned, and the strategies he implemented to navigate the real estate market successfully.Key Points Discussed:Eric's journey from college to becoming a successful real estate developer and entrepreneur.The impact of the COVID-19 pandemic on Eric's business and the lessons learned from facing adversity.The transition from real estate development to capital advisory services at Annex.The importance of understanding the perspectives of lenders and investors in real estate transactions.Eric's advice on being self-aware, meditating, and understanding one's own shadow to navigate challenges effectively.Guest InformationEric BrodyPosition: Founder & Principal at ANAXWebsite: ANAXConclusion:Eric's story serves as a testament to the resilience and adaptability required in the real estate industry. His advice on self-awareness, storytelling, and understanding market dynamics provides valuable insights for aspiring entrepreneurs and real estate professionals. Stay tuned for more inspiring stories and insights on future episodes of the podcast.
Ep 20Building the Future: PropTech, AI, and Real Estate Trends with Zach Aarons from MetaProp
In this episode of Groundbreakers, Domingo interviews Zach Aarons, co-founder and general partner at Metaprop, the leading venture capital firm in the prop tech industry. Zach shares insights into his career journey, the evolution of the prop tech industry, and valuable advice for early stage founders and real estate investors.Key Points:Zach discusses the history and evolution of the prop tech industry, emphasizing the importance of innovation and efficiency in the built environment.He shares his personal journey, from working in real estate to investment banking to founding Metaprop.Zach highlights the significance of AI in prop tech, particularly in areas like leasing, maintenance, and entitlements.He provides valuable advice for founders, focusing on the balance between sales, product, and marketing in go-to-market strategies.Zach emphasizes the importance of finding a "power niche" in one's career and being confident in it.Guest Information:Name: Zach AaronsPosition: Co-founder and General Partner at MetapropWebsite: MetapropLinks:Metaprop WebsitePropTech 101: Turning Chaos into Cash - A Real Estate InnovationClosing Remarks: For more insights into the prop tech industry and valuable advice for early stage founders, be sure to check out this episode featuring Zach Aarons from Metaprop. Visit the Metaprop website for research and updates on the latest trends in prop tech.
Ep 19From Failed Startup to Million-Dollar ARR with Tem of Optemization
In the 19th episode of Groundbreakers, Domingo interviews Tem, the founder and CEO of Optemization, a tech consultancy focused on accelerating the adoption of modern productivity and collaboration tools. Tem shares his journey from starting his first company in college to founding Optemization and reaching a significant milestone of hitting a million in ARR this year.Tem reflects on the challenges he faced in the early days of his business, including the struggle to find a sustainable growth system and the importance of creating a great wiki or knowledge base for onboarding new team members. He also discusses the pivotal moment that led to a major shift in their business model, transitioning to a subscription-based offer that has transformed their revenue stream.Throughout the episode, Tem provides valuable insights into workspace design methodology, the importance of intentional communication and organization within a company, and the impact of efficient workflows on productivity and employee experience. He also shares practical advice for founders and teams looking to optimize their internal processes and scale their businesses effectively.To learn more about Tem and Optemization, visit their website at https://optemization.com/. Additionally, Tem also recently launched a YouTube channel called Tem's Tools, where he discusses tools like Notion and shares tips on health and productivity. Don't miss out on this insightful conversation with a true Groundbreaker in the tech consultancy space.
Ep 18Reflections building in the Built World with Sara Pearce-Probst
In the 18th episode of "Groundbreakers," Sara Pearce-Probst joins us to share her inspiring entrepreneurial journey from co-founding SiteTrace to her current role as a Product Manager at Kojo. Sara's story is a testament to the power of embracing ambiguity and the unknown in the startup world.Sara co-founded SiteTrace with three friends from Stanford, where they initially aimed to create a task management solution for general contractors. Through multiple pivots, they eventually focused on materials management for the sheet metal industry, a niche chosen for its complexity and significant pain points around procurement and scheduling. Sara emphasizes the importance of shadowing customers on-site to gain deep insights and the value of building for a niche while remaining open to expansion.In this episode, Sara shares key learnings and advice:Customer Discovery: Shadowing customers to understand their workflows and pain points.Building for a Niche: The benefits and challenges of focusing on a specific industry segment.Speed and Spending: The need for startups to move quickly, embrace early product imperfections, and invest wisely in critical areas.After SiteTrace was acquired, Sara transitioned to Kojo, where she now works as a Product Manager. At Kojo, she focuses on improving user engagement and appreciates the balance of autonomy and structure that allows her to leverage her startup experience within an established product framework.Sara also reflects on the construction tech industry's potential for impact and the exciting trends shaping its future. While she remains open to future entrepreneurial ventures, her experiences have set a higher bar for re-entering the startup world.Tune in to this episode to hear Sara's valuable insights and advice for navigating the uncertainties of entrepreneurship, fostering creative thinking, and enjoying the journey. Whether you're an aspiring entrepreneur or an established founder, Sara's story will inspire and guide you on your path.
Ep 17Investing in Affordable Housing with Peter Neill of GSP REI
In this episode of Groundbreakers, host Domingo interviews Peter Neill, founder of GSP REI, about his journey into real estate investing, specifically focusing on affordable housing. Peter shares how his early exposure to his father's property management role sparked his interest in real estate. He discusses his transition from a job in distressed mortgage investment to founding GSP REI, emphasizing the importance of fundraising and understanding all facets of the real estate business. Peter focuses on affordable housing developments and talks about the importance of tenant experience and how it is one of the main drives of success for his projects. Ultimately his strategy lies in acquiring blighted properties for renovation and imrpoves all aspects of it, including the tenant experience.To learn more visit:GSP REI: https://gsprei.com/Peter Neill: https://www.linkedin.com/in/peter-neill-gsprei/
Ep 16From Children's Ministry to Real Estate Mogul with Dedee Boring of Boring & Co.
On this episode of Groundbreakers, we delve into the journey of Dedee Boring, founder of Boring & Co, a commercial real estate investment company specializing in self-storage. Dedee shares her story from working at a children's ministry to launching her own real estate fund, including running an advertising agency with her husband for almost 20 years. Tune in to hear how Dedee's diverse career path led her to have success in the real estate investing world and even launch Wise, a community of women who are involved and invest in commercial real estate.
Ep 15Groundbreakers Episode 15: The Story of Goliath Data with Co-Founder Austin Beveridge
In this episode of Groundbreakers, we interview Austin Beveridge, co-founder of Goliath Data, prop-tech startup that helps real estate professionals find and close more off-market properties through real-time, custom data pipelines.. Austin shares his journey from Wisconsin to startup intern to co-founder, highlighting experiences with large corporations, cease and desist notices from Uber and Instagram, and the exciting challenges of entrepreneurship. Tune in to learn how Austin's path led him to founding Goliath Data and disrupting the real estate industry.
Ep 14Groundbreakers Episode 14: From Frontliners to Real Estate Investors
In the 14th episode of Groundbreakers, Javier and Yessenia Gonzalez, co-founders of Frontline Investment Partners, share their journey from high school sweethearts to successfully managing multiple real estate syndications together. Javier and Yessenia highlight their journey in flipping properties and the slow but steady growth they experienced. Tune in to hear how they turned their passion for real estate into a thriving business dedicated to helping frontliners make their money work as hard as they do.
Ep 13Episode 13: The Gentle Art of Crushing with Randy Smith, Founder of Impact Equity
In this episode of Groundbreakers, Domingo sits down with Randy Smith, founder of Impact Equity and host of the "Gentle Art of Crushing It" podcast. Randy shares his career journey from being a sales professional for Fortune 100 and Fortune 200 organizations to becoming a successful real estate investor. Tune in to learn how Randy transitioned from a sales role to offering carefully vetted investment opportunities with Impact Equity, aiming to reduce investors' dependence on their W-2 income.
Ep 12Groundbreakers: Episode 12 - Interview with Patrick Traynor, Managing Director of Gamma Income
In this episode of Groundbreakers, we sit down with Patrick Traynor, Managing Director of Gamma Income. Patrick shares his journey from corporate finance to real estate investing, offering valuable insights into building passive income and financial independence. He discusses the challenges and successes of running a private equity fund focused on hotels, storage, and apartment buildings. Join us as we delve into Patrick's career journey, the process of building a real estate portfolio, and the importance of team building in the industry. Discover the strategies and advice he offers for early-stage founders and real estate investors looking to achieve success in their careers. Connect with Patrick Treynor: LinkedIn: Patrick Treynor Gamma Income
Ep 11Groundbreakers: Episode 11 - Interview with Calvin Lowe, Founder of PEACEquity
Calvin Lowe, a physician and founder of PEACEquity, shares his journey from the emergency room to real estate investing on the 11th episode of Groundbreakers. Despite his fulfilling medical career, Calvin sought passive income through real estate to accelerate his retirement. Tune in to hear how his background in real estate influenced his path to creating generational wealth and peace of mind.
Ep 10Groundbreakers: Episode 10 - Interview with McKinsey Lux, CEO of Ride IQ
In the 10th episode of Groundbreakers, McKinsey Lux, co-founder of Ride IQ, shares her journey from working on a real estate team at Blackstone to starting a company for horseback riders. Despite the unexpected career change, McKinsey's background in horseback riding made it a natural fit. Leaving a job in finance to pursue her passion for equestrian sports, McKinsey's bold move to launch Ride IQ showcases the power of following one's true calling. Join us as we explore McKinsey's inspiring story of transitioning from the world of finance to entrepreneurship in the equestrian industry.
Ep 9Groundbreakers: Episode 9 - Interview with Chelsea Lamego, CEO of Fundminer
In this episode of Groundbreakers, Chelsea Lamego, co-founder of Fundminer, shares her journey from working in nonprofit to overseeing fundraising operations in higher education. She explains how she stumbled into the fundraising space and developed a love for the impact it has on the community. Chelsea discusses her career growth and the challenges she faced while working in the nonprofit sector. She also talks about the pivotal moment that led her to found Fundminer, a platform that simplifies and automates fund management. Tune in to hear Chelsea's inspiring story of passion, perseverance, and making a difference in the world of fundraising.
Ep 8Groundbreakers: Episode 8 - Interview with Luke Truitt, CEO of Bridgesplit
In this episode of Groundbreakers, Luke Truitt, co-founder of Bridgesplit, shares his incredible journey in the world of finance and technology. From his early days as a quant to his experience in running a tech startup, Luke's passion for crypto and economic experiments led him to the creation of Bridgesplit, a tokenization network and financial platform. Tune in to hear Luke's inspiring story of success and the lessons he learned along the way.
Ep 7Groundbreakers: Episode 7 - Interview with Tomas Garcia, CEO of ARX
In this episode of the Groundbreakers podcast, host interviews Tomas Garcia, CEO of ARX, an AI-driven real estate analytics platform. Tomas shares his journey from working at Goldman Sachs to starting his own company in the real estate space. He discusses the challenges they faced in building the ARX platform, which automates the underwriting process for millions of properties. Tomas also highlights the importance of working with a co-founder, especially when it's a family member, and how their trust and expertise in different areas have contributed to their success. They also discuss the unique approach of ARX, which allows investors to incorporate their own underwriting nuances into the platform. Tomas shares his insights on the current macro environment of the real estate market, emphasizing the supply shortage in the residential sector. He also offers advice to aspiring founders, emphasizing the need for passion and dedication in building a successful company. Overall, this episode provides valuable insights into the real estate industry and the challenges and opportunities of starting a company in this space.
Ep 6Groundbreakers: Episode 6 - Interview with Tony Plasencia, Co-founder of Underdog Protocol
In this episode of the Groundbreakers podcast, host Domingo interviews Tony Plascencia, co-founder of Underdog Protocol. Tony shares his career journey, starting from his upbringing in East Oakland to his experiences working at companies like Uber and Thumbtack. He discusses the challenges and learnings he faced in those roles, emphasizing the importance of hustle, collaboration, and having an opinion. Tony then dives into the story of how Underdog Protocol came to be, starting with their initial focus on social tokens and pivoting to reputation and community management. He highlights the value of NFTs as database markers and tools for businesses to attract, engage, and retain users. Tony also discusses the challenges of building a startup on Solana and the importance of people management, customer expectations, and distribution. He shares his advice for founders, emphasizing the significance of distribution, storytelling, and building a strong network.
Ep 5Groundbreakers: Episode 5 - Interview with Zach Gorman, Co-founder of BHR
In this podcast, the host interviews Zach Gorman, Co-founder of BHR, a property intelligence solution for real estate investors. Before starting BHR, Zach had a diverse career that included working in the defense industry, being a music producer, and a designer. He shares his journey and how his experiences in the music industry helped him build the skills he brings to startups. Zach also discusses his previous venture, Torii, a tech-enabled real estate brokerage, and the challenges of building a business in a competitive space.