Cash Flow Positive

Brian Bockholdt, joins for this week’s part 2 episode on ways we can scale our STRs - finance addition! Brian, with 30 years of mortgage experience and 5 years as an STR investor, shares valuable insights about various loan products, including second home loans and investment property loans. He clears up misconceptions about second home loans and highlights the benefits of using them to minimize down payments and secure better lending terms. You’ll also hear about the nuances of debt-to-income ratios, refinancing options, adjustable-rate mortgages, and the importance of working with specialized lenders.Give Brian a call: (630)-210-4205Connect with Brian on LinkedInConnect with Kenny on LinkedIn!Follow Kenny on IG

This week, we are focusing on ways to scale your STR portfolio…finance addition! You’ll hear how to effectively scale your short-term rental portfolio through a variety of financing options, and key concepts like leveraging debt to income ratio (DTI), speaking with multiple lenders, and using other people's money to maximize growth. Stay tuned for part 2 on Thursday!Connect with Kenny on LinkedIn!Follow Kenny on IG

Patryk Swietek is here for Pt 2 to dive into the ultimate question - is property management actually worth it?Patryk is the founder of STR Nation and a seasoned property manager with over 100 signed properties. This conversation covers the nuances of property management, the importance of localized expertise, the challenges of scaling property management at a national level, and the significance of continuous improvement in the competitive world of short-term rentals. Follow Patryk on IGConnect with Kenny on LinkedIn!Follow Kenny on IG

Is property management actually worth it? In today’s Part 1 episode, I’m covering the common misconceptions surrounding property management within the STR industry. I talk about the potential benefits of hiring property managers, the importance of utilizing technology, hiring virtual assistants, and how to enhance property performance without relying on expensive property management firms. Connect with Kenny on LinkedIn!Follow Kenny on IG

Savvy realtor and short-term rental expert Tyler Coon joins for this week's part 2 episode on secret deal finding strategies! Tyler shares his unique strategies for finding hidden deals in the market, a recent success story involving a property that grossed $210,000 to $250,000 in its first year, and insights into the benefits of creative financing and the importance of amenities. Tyler also talks about maximizing cash flow, sharing valuable tips on executing successful short-term rental investments.Follow Tyler on IGConnect with Tyler on LinkedInConnect with Kenny on LinkedIn!Follow Kenny on IG

Are you looking for new ways to find real estate deals? Tune in to hear secret strategies with detailed examples and methods to help you think outside the box and optimize your real estate investments!Connect with Kenny on LinkedIn!Follow Kenny on IG

Welcome to Part 2 of this weeks topic - is it too late to invest in STRs? Brenna Carls, CEO and founder of The Mortgage Shop, joins to discuss this, talking about the current high-interest rate environment, how investors can still cashflow, and the importance of understanding loan types like DSCR. Brenna provides valuable tips on performing pro forma calculations, the significance of amenities, cost segregation for tax benefits, and navigating different loan options.Connect with Kenny on LinkedIn!Follow Kenny on IGConnect with Brenna on IG!

Is it too late to invest in short-term rentals? In today’s Part 1 episode, I’m sharing a detailed analysis, talking about treating STRs as an active business rather than a passive investment, the importance of understanding market revenue drivers, and more. Stay tuned for part 2 to hear from an expert in the STR industry about this frequently asked question! Connect with Kenny on LinkedIn!

Please welcome special guest and seasoned real estate broker, Matthew McCall-Stillman, for this Part 2 episode! Matt shares his journey from long-term rentals to owning and managing a diverse portfolio of 51 properties, including a mix of short, mid, and long-term rentals. He highlights a case study of a successful property in Cadillac, Michigan, and outlines creative strategies for assessing market potential without relying heavily on traditional data sources. Throughout this conversation, you'll also hear about the significance of starting small for new investors, practical advice on maximizing cash flow, and the value of partnering with experienced mentors in the STR space.Connect with Matt on IG!Connect with Kenny on LinkedIn!

No data? No problem! This week, I’m talking all about how to make informed investment decisions even when there is limited or no data available. I share my personal experiences with adding unique amenities to properties and discuss the importance of risk management for investors, especially first-timers. You’ll hear my outline for a two-step method for handling situations with sparse data, practical examples, and a secret formula for evaluating the potential revenue impact of amenities. Connect with Kenny on LinkedIn!

Joe Rohne, real estate agent and investor, joins us this week to discus the challenges and lessons learned from using unreliable data in real estate investment. Joe shares his journey from participating in an accelerator program to owning and co-hosting short-term rentals in Panama City Beach and Branson, Missouri. We focus on why it's important to have accurate, season-specific data and robust performance analysis to avoid making poor investment decisions based on 'dirty data'.Connect with Joe on LinkedInConnect with Kenny on LinkedIn!

This week we're getting dirty...diving into the 'dirty data' within short-term rental market analyses. I'm talking about what dirty data is, its impact, and how to spot and avoid it using practical examples from Airbnb listings and data tools. You'll hear the importance of scrutinizing property listings for anomalies in revenue, review counts, and calendar availability as indicators of reliability. I hope this helps inspire you to evaluate market and property data, in order to make informed investment decisions.Connect with Kenny on LinkedIn!

In this Part 2 episode, Sheila Hrinda from STR Insights is joining to discuss strategies for finding cashflow positive real estate deals within 45 days. Sheila shares her journey from a cost accountant in the construction industry to a full-time real estate investor since 2012. She shares her approach to buying short-term rentals from the beginning of the pandemic in 2020, her experience with overcoming analysis paralysis, and the importance of having a clear plan and understanding one's investment goals. Sheila offers practical advice for both new and experienced investors on property selection, underwriting processes, financing strategies, and the value of mentorship in navigating the competitive field of short-term rental investments.Connect with Sheila Hrinda on LinkedInConnect with Kenny on LinkedIn!

Today’s episode is Part 1 of how to find cash flowing deals in 45 days! You’ll learn my five-step strategy to finding cash-flowing deals within 45 days or less, while navigating a more challenging market than previous years. I highlight the importance of understanding ROI goals, targeting the right markets, identifying market sweet spots, conducting correct property evaluations, and crafting effective offers.Stay tuned for Part 2 where you will hear from someone who has actually applied these steps and been successful!Connect with Kenny on LinkedIn!

Welcome to Part 2 of how to find secret emerging markets!I’m excited to be joined by Will Van Wickler, a leading real estate agent focusing on emerging short-term rental markets in New England. We talk about identifying and capitalizing on emerging markets in Maine, New Hampshire, and Vermont, with a detailed exploration of areas like Sunday River, Bar Harbor, and Old Orchard Beach. Will shares his journey from cybersecurity student to real estate investor and agent and discusses the significance of choosing the right locations, accurately projecting expenses, and the art of revenue management to achieve positive cash flow. You’ll also hear about the resilience and growth of New England's STR market, despite challenges and fluctuations in seasonal demand. Stick around for the end, you won’t want to miss Will’s tips for new investors!Connect with Will Van Wickler!Connect with Kenny on LinkedIn!

Welcome to Part 1 of how to find secret emerging markets! In this episode you will hear about the common pitfalls of chasing popular markets in real estate investment and introduces strategies for identifying and investing in emerging markets instead. I shares insights into what defines an emerging market, including rapid and consistent demand growth and a limited number of active listings. This episode covers practical tips for researching potential emerging markets using data on tourism, short-term rentals availability, and ROIs, with specific reference to locations like Blue Ridge, North Georgia, and areas around national parks.Connect with Kenny on LinkedIn!

Welcome to Part 2 for this weeks topic - is my Airbnb market saturated? Kenny is joined by Elizabeth Richman, a seasoned co-host and property owner, who shares her journey and strategies in making her properties stand out and become highly profitable despite high market saturation. Elizabeth provides insights into various properties she manages across the country, including a cabin in Blue Ridge, Georgia, which has achieved remarkable success by catering to specific niches such as pet-friendly accommodations and focusing on unique value propositions like providing exceptional amenities and leveraging local attractions. She covers importance of creatively marketing properties to meet their specific needs and touches on the challenges of managing properties in areas with extreme competition and how to find unique selling points to attract guests.

This week, Kenny is addressing the common concerns surrounding market saturation in the short-term rental industry. He talks about the concept of market saturation, explaining that it's not markets but properties that become saturated. You’ll learn a formula to measure saturation based on revenue per active rental comparisons year over year and Kenny emphasizes the importance of considering bedroom count when assessing saturation. He offers strategic advice on finding opportunities in seemingly saturated markets by focusing on unique property features and amenities, rather than the broader market trends. Kenny also shares examples, including an analysis of the Orlando market, to help listeners understand how to calculate and interpret saturation levels for their investments. Connect with Kenny on LinkedIn!

Welcome to Part 2 of Cash on Cash vs. Cash Flow! In this second part, you'll hear from Katie, an art teacher who ventured into real estate investment as a backup plan during COVID-19. After purchasing a duplex and managing it successfully, Katie and her husband dove into short-term rentals, buying a property by the beach with Kenny's guidance. They discuss the process of selecting the right market, the importance of cash on cash versus cash flow evaluation, and Katie's personal preference for a vibrant, colorful property close to the beach. Katie shares her experience and plans for transforming her new property into a lively vacation rental, emphasizing outdoor living spaces and gives advice and encouragement for listeners considering their first short-term rental investment.Connect with Kenny on LinkedIn!

Welcome to the Cash Flow Positive podcast, hosted by Kenny Bedwell! This show is aimed at helping listeners achieve financial freedom through short-term rentals. In this first episode, Kenny outlines his vision for the show: a format that combines straightforward advice (Part 1 of each episode) with real-world applications and interviews (Part 2).Today, Kenny is diving into the importance of cash flow over cash on cash return and shares strategies for setting investment goals based on personal criteria and market understanding. This episode is a resource for both novice and seasoned investors looking to optimize their property portfolios for better cash flow.Connect with Kenny on LinkedIn!