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The STR Home Financing Podcast

The STR Home Financing Podcast

67 episodes — Page 1 of 2

Ep #67 What else should I be asking?

In this episode, What Else Should I Be Asking?, we unpack two often-overlooked yet critical topics that every short-term rental investor needs to understand before buying their next property. First, we dive into the importance of local regulations and zoning laws—how they can make or break your investment and why you must do more than a quick Google search. Then, we break down the financing side of STRs, including loan types that work best for vacation rental properties and how to avoid common pitfalls with second home and DSCR loans. If you’re serious about building wealth through STRs, this episode will help you ask smarter questions and make more confident decisions. Are you considering buying a short-term rental? This episode is your checklist of what you didn’t know you needed to know. www.strhomefinancing.com

May 21, 20257 min

Ep #66 Pre-Approved, Re-Checked: Why It Matters Again

In this episode Jeff revisits the topic of the mortgage pre-approval process. Jeff explains the timing behind revisiting this topic, noting the busy period his team has been experiencing, resulting in potentially recording their third best month ever. The episode highlights the importance of the pre-approval process in today's market where opportunities abound, including more listings, price reductions, and better negotiation terms. Jeff contrasts a thorough pre-approval process with inadequate ones prone to errors and misunderstandings, emphasizing the precision and detail his team involves. The process at STR Home Financing includes a personal consultation, a detailed application, a soft pull on credit, and a verification of all qualifying information to avoid any issues during the contract period. Jeff stresses the importance of being prepared and having all necessary information at hand to take action when the right property becomes available. He advises potential buyers to go through this comprehensive process to avoid any regrets about missed opportunities in the future. The episode is packed with practical advice and underscores the value of thorough preparation and proactive engagement in the real estate investment market. www.strhomefinancing.com

May 14, 202511 min

Ep 65Ep #65 Money, Money, Money!

Funding your short-term rental or vacation home isn’t just about having cash in the bank—it’s about knowing where your money can come from. In this episode, I’ll break down the acceptable sources of funds for financing your STR, including savings, gifts, equity from other properties, and even creative strategies that many investors overlook. Understanding these options can make all the difference in getting your deal approved and maximizing your investment potential. If you’re serious about buying your next STR the right way, this episode is a must-listen! www.strhomefinancing.com

Feb 19, 202511 min

Ep 64Ep #64 Be Like Elon Musk

Looking Back to Move Forward – STR Home Financing Strategies In this episode, we’re taking a step back to leap forward. I’ll be diving into why reviewing your past moves in short-term rental ownership is the key to unlocking bigger wins in the future. We’ll talk about how adopting an Elon Musk mindset—committing to solving your biggest problem—can transform your investment strategy. Plus, I’ll break down a practical game plan to capitalize on your biggest opportunities, one step at a time, at a pace of one per week. Whether you’re scaling your STR portfolio or just getting started, this episode is packed with insights to help you build momentum and maximize success. Tune in and let’s get to work! www.strhomefinancing.com

Feb 12, 20259 min

Ep 63Ep #63 How To Keep Cash In Your Pocket

In this episode of STR Home Financing with Jeff Chisum, we dive into two powerful strategies that can help you maximize cash flow and minimize out-of-pocket expenses when purchasing a short-term rental: seller concessions and cosmetic appearance allowances. Jeff breaks down how negotiating seller concessions can significantly reduce your out of pocket for closing costs, allowing you to allocate more capital toward renovations, furnishings, or reserves. He also explores how cosmetic appearance allowances—a lesser-known yet highly effective tactic—can be leveraged to offset necessary property upgrades while keeping more money in your pocket. If you're an investor looking to optimize your financial strategy in today’s market, this episode is packed with actionable insights that can give you an edge. Tune in and learn how to structure deals that preserve liquidity and boost your return on investment! www.strhomefinancing.com

Feb 5, 202512 min

Ep 62Ep #62 Bonus Depreciation

🚀 BIG TAX NEWS for STR Investors! 🚀 In Episode 62 of STR Home Financing, we’re diving into the history of the short-term rental (STR) loophole and its powerful impact on bonus depreciation. We’ll break down: ✅ How the 2017 Tax Cuts and Jobs Act created this game-changing tax advantage ✅ Why the bonus depreciation benefit has been phasing out since 2023 ✅ The exciting possibility that the Trump administration could bring it back! If you own or are thinking about investing in STRs, this episode is a must-listen to stay ahead of the latest tax strategies that could impact your business. 🎙️ 🎧 Tune in now and learn how to maximize your real estate tax benefits! #STRHomeFinancing #RealEstateInvesting #TaxStrategy #BonusDepreciation #ShortTermRentals www.strhomefinancing.com

Jan 29, 20258 min

Ep 61Ep #61 Where Do You Stand in 2025

In this episode of the STR Home Financing Podcast, host Jeff Chisum kicks off the new year with a timely discussion on mindset, goal-setting, and taking actionable steps toward your dreams. Jeff reflects on "National Quitters Day," observed on January 10th, when many people abandon their New Year’s resolutions. Instead of resolutions, Jeff and his wife focus on setting meaningful, sustainable goals that drive progress throughout the year. For those aiming to purchase a vacation home in 2025, this episode emphasizes the importance of preparation and taking the first step: getting pre-approved for financing. Jeff explains how setting clear financial goals and starting the pre-approval process can help you move confidently toward owning your dream property. Whether you're setting personal goals or looking to invest in a vacation home, this episode offers the motivation and insights to help you make 2025 your most successful year yet. Don’t miss it! https://www.strhomefinancing.com/

Jan 22, 20258 min

Ep 60Ep #60 The Biggest News of 2025...Possibly

In this groundbreaking episode of STR Home Financing, we dive into what could be the most significant development for investors and second-home buyers in recent history: the removal of the PSPAs (Preferred Stock Purchase Agreements) that capped Fannie Mae and Freddie Mac's ability to purchase investment property and second-home loans. This change opens new doors for financing opportunities, offering more flexibility, improved terms, and greater accessibility for buyers looking to build their real estate portfolios. Join me as I break down what this means for you as an investor, how it could impact your financing options, and why this game-changing shift could redefine the landscape for second-home and short-term rental financing. If you're in the market or just curious about how these updates could shape your next move, this is one episode you won’t want to miss! Tune in now to stay ahead of the curve! https://www.strhomefinancing.com/

Jan 15, 202510 min

Ep 59Ep #59 Interview with Dr. Rachel Gainsbrugh

In this episode of STR Home Financing, host Jeff Chisum sits down with Dr. Rachel Gainsbrugh, founder of Short Term Gems, to explore her journey in the short-term rental (STR) industry. Dr. Rachel shares insights into her involvement in the STR community, her recent television appearance, and how Short Term Gems assists property owners in streamlining rental management through effective systems. She also delves into tax strategies and offers advice on overcoming the fear of investing in real estate. Connect with Dr. Rachel Gainsbrugh: Instagram: @short.term.gems Book a 1:1 Strategy Session: shorttermgems.com/book Website: shorttermgems.com Tune in to gain expert insights from Dr. Rachel Gainsbrugh on effectively managing short-term rentals, leveraging tax strategies, and confidently stepping into real estate investment. https://www.strhomefinancing.com/

Dec 18, 202416 min

Ep 58Ep #58 Reigns on DSCR Loosening

Welcome to Episode 58 of the podcast! Today, we’re diving into some exciting updates for investors, especially those using Debt Service Coverage Ratio (DSCR) loans. The reigns on DSCR loans have been loosened, and there are some key changes you’ll want to know about. We’re talking about reduced cash-out seasoning from 12 to 6 months, increased interested party contributions, and new guidelines for gift funds. We’ll also cover how minimum credit score requirements have shifted, changes to maximum loan-to-value (LTV) ratios, and increased cash-out limits. If you're an investor or thinking about expanding your portfolio, this episode will give you the insights you need to take advantage of these new opportunities! https://www.strhomefinancing.com/

Oct 2, 20248 min

Ep 57Ep #57 Interview with Gil Chan CEO & Founder of CraftedStays

I’m excited to be joined by a special guest, Gil Chan, the CEO and Owner of CraftedStays. In this episode, we’ll dive into how CraftedStays is providing simple, effective solutions for property owners looking to build direct booking websites. We’ll also talk about maximizing conversion rates and, most importantly, how to become less reliant on OTAs like Airbnb and Vrbo. If you’re a short-term rental host or looking to optimize your business, this is an episode you don’t want to miss! https://www.strhomefinancing.com/

Sep 25, 202412 min

Ep 56Ep #56 What Does the recent Fed Cut Mean For You

In today’s episode, we break down the recent Fed fund rate cut – the first since 2020! With the Federal Reserve lowering rates by 50 basis points, we explore what this means for the housing market, mortgage rates, and home equity lines of credit (HELOCs). We’ll discuss how this move could impact borrowing costs, the potential for mortgage rates to drop further, and why now might be the time to act before the market heats up. Whether you’re a homebuyer, investor, or looking to refinance, this episode will help you understand the road ahead. Tune in to get all the details! https://www.strhomefinancing.com/

Sep 20, 20244 min

Ep 55Ep #55 Have you had your annual personal fiscal exam?

In this episode, we explore why an annual mortgage review is crucial for every homeowner. As the financial landscape changes, so do interest rates, loan programs, and your personal financial goals. An annual review helps ensure that your mortgage aligns with your current situation and can uncover opportunities to save money, pay off your loan faster, or leverage your home equity. Join us as we discuss the benefits of regularly assessing your mortgage, how the process works, and why staying proactive can make a significant difference in your long-term financial health. Whether you're a first-time homeowner or an experienced investor, this episode will provide valuable insights into maximizing your mortgage strategy. I am always happy to jump on a call www.STRHomeFinancing.com

Aug 28, 20248 min

Ep 54Ep #54 Mortgage Lane or Tax Lane with Ryan Bakke

In this episode, we're diving into the often confusing world of second home occupancy loans and how they intersect with IRS rules. Understanding the nuances between lender requirements and tax regulations can be tricky, especially for those looking to invest in vacation properties. To help clarify these complexities, I'm joined by CPA Ryan Bakke, an expert in tax strategy and real estate. Together, we'll break down the key differences, discuss common misconceptions, and offer practical advice for navigating both lender policies and tax obligations. Whether you're a current or prospective second homebuyer, this episode is packed with valuable insights to help you make informed decisions. https://www.learnlikeacpa.com/store I am always happy to jump on a call www.STRHomeFinancing.com

Aug 21, 202420 min

Ep 53Ep #53 Beware of DSCR Lender Advertising

Ever had a DSCR lender tell you that a DSCR loan will not report on your personal credit? Things you should know... I am always happy to jump on a call www.STRHomeFinancing.com

Aug 14, 202412 min

Ep 52Ep #52 Transferring Title

Jeff explores the critical topic of title transfers, focusing on its implications for short-term rental property owners. He addresses common concerns about triggering the 'due on sale' clause when transferring property titles to an LLC, highlighting the policies set by Fannie Mae. Jeff clarifies permissible title transfers, emphasizing the importance of maintaining control or majority ownership, and provides valuable insights for mitigating personal risk while maximizing investment opportunities in the short-term rental market. I am always happy to jump on a call www.STRHomeFinancing.com

Aug 7, 20248 min

Ep 51Ep #51 Beware of Advertising

My favorite subject? Education clients on the true information around STR financing. In episode #51 I walk through a "marketing" piece designed to steer people towards DSCR. I blow up their efforts. I am always happy to jump on a call www.STRHomeFinancing.com

Jul 31, 202412 min

Ep 50Ep #50 Shopping For DSCR Loans

In Episode #50 we cover the key questions to ask when shopping for a DSCR loan Here are the questions I mentioned when interviewing a DSCR lender What are your rates, costs, fees and minimum down payment What ratios are you looking for What data do you use to prove the ratio Can you use STR data Are you delegated with the investor or will the investor be processing, underwrite, order appraisal, close and fund the loan Do you lock up front What can change the rate/cost/required down from beginning to end I am always happy to jump on a call www.STRHomeFinancing.com

Jul 3, 202413 min

Ep 49Ep #49 DSCR Revisited

DSCR revisited! We walk through the basics of a DSCR loan and what it's used for I am always happy to jump on a call www.STRHomeFinancing.com

Jun 26, 20247 min

Ep 48Ep #48 I Don't Want An Escrow Account!

Crossed the hurdle of verifying you have 80% loan to value with the mortgage servicer? Don't want an escrow account? In this episode learn the next step of taking control of paying your own taxes and insurance.

May 22, 20245 min

Ep 47EP #47 How To Get Rid Of PMI In Less Than a Year

Fannie Mae policy on removing PMI https://servicing-guide.fanniemae.com/svc/b-8.1-04/termination-conventional-mortgage-insurance Freddie Mac policy on removing PMI https://guide.freddiemac.com/app/guide/section/8203.2 Fannie Mae loan look up tool https://yourhome.fanniemae.com/calculators-tools/loan-lookup Freddie Mac loan look up tool https://myhome.freddiemac.com/resources/loanlookup

May 15, 20249 min

Ep 46Ep #46 Can I Use A Property Manager?

Common misinformation in the STR world is that If you are using the second home occupancy loan you can't have a property manager. What's the truth?!

Apr 17, 20246 min

Ep 45Ep #45 Mindset, Vision and Taking Action

Have goals to purchase a STR in 2024. Hope this episode helps in sharing my journey to change my Mindset which gave me vision and led to me taking action.

Jan 31, 202410 min

Ep 44Ep #44 Market Update 2024

New conforming loan limits and what that looks like when it come to structuring the 10% Down Second Home Occupancy Loan

Jan 24, 20246 min

Ep 43Ep #43 5% Down For A Four Unit Property?!

One of the biggest changes in loan products in the past decade presents big opportunities to build wealth through real estate. Need ideas how to help your grown children to invest in real estate? This may be it! Always happy to schedule a consult call at www.STRHomeFinancing.com

Nov 22, 20238 min

Ep 42Ep #42 Market Update

New conforming loan limits announced for 2025 and effective Nov 1st! Always happy to schedule a consult call at www.STRHomeFinancing.com

Nov 15, 20233 min

Ep 41Ep #41 Kissimmee Florida with Shane O'Conner

On Episode #41 we get to explore Kissimmee Florida with STR Expert Shan O'Connor. Realtor, Investor, Operator [email protected] www.vacationalchemy.com IG: vacation.alchemy IG: oc_dreams19 Always happy to schedule a consult call at www.STRHomeFinancing.com

Oct 11, 202315 min

Ep 40Ep #40 The Texas Gulf Coast

Episode #40 guest Suzie Austin from the Texas Gulf Coast!

Oct 4, 20238 min

Ep 39Ep #39 The Kentucky Bourbon Trail with Toni Boer

Ep #39 The Kentucky Bourbon Trail with Toni Boer

Sep 27, 202314 min

Ep 38Ep #38 Three Most Important Things with HostGpo

Ep #38 Three Most Important Things with HostGPO. Today I interview Jen Sexton with HostGPO about easier ways to getting a property set up with amenities, supplies and continuing consistency of a guest's overall experience.

Sep 20, 202310 min

Ep 37Ep #37 Three Most Important Things (Part 2 Refinance)

In Ep #37 Three Most Important Things (Part 2 Refinance) I present additional information that should be considered if you plan on refinancing into a lower rate when the opportunity presents itself.

Sep 13, 20234 min

Ep 36Ep #36 Three Most Important Things with Mark McDaniel

Episode #36 Three Most Important with Mark McDaniel Catch Mark on his podcast Good Endeavor STR Podcast

Aug 30, 202313 min

Ep 36Ep #35 Interview with Thanks For Visiting

In this segment of "Three Things You Should Know" I interview Sarah Karakaian from "Thank For Visiting" where she shares three things that can keep you from failing in the STR space. Be sure to check out what these ladies are doing at www.tfvcon.com https://www.instagram.com/thanksforvisiting_/ https://podcasts.apple.com/us/podcast/thanks-for-visiting/id1451872835

Aug 16, 202311 min

Ep 34Ep #34 3 Most Important Things To Know When Rates Drop

3 Most Important Things To Know When Rates Drop I am always happy to jump on a call www.STRHomeFinancing.com

Aug 9, 20238 min

Ep 33Ep #33 Interview With Shawn Moore

Ways to connect with Shawn Moore https://vodyssey.com/ I am always happy to jump on a call www.STRHomeFinancing.com

Jul 5, 202315 min

Ep 32Ep #32 10% Down Is NOT Dead

10% Down Is NOT Dead! I am always happy to jump on a call www.STRHomeFinancing.com

Jun 28, 20238 min

Ep 31Ep #31 Interview with Mark Simpson

Want to get away from being so dependent on AirBnB and VRBO, etc... to get business? Today is a must listen to episode as I interview Mark Simpson from Boostly. Ways to connect with Mark boostly.co.uk/pms boostly.co.uk I am always happy to jump on a call www.STRHomeFinancing.com

Jun 21, 20239 min

Ep 30Ep #30 Interview with Kenny Bedwell

A question I get all the time is "Where are people investing in STR's" my usual response is "Sorry that's not my lane". In this episode I interview Kenny Bedwell, CEO of STR Insights. Kenny explains the three most important things to know when it comes to researching areas and how STR Insights brings a solution to that common question of "Where are the best places to invest" Want to connect with our guest? Instagram: @strinsights Facebook: The STR Data Host Website: strinsights.com

Jun 14, 202310 min

Ep 29Ep #29 Interview with Rachel Gainsbrugh

Guest want Luxury when they stay in a property. How do we do that and not spend a fortune? In today's episode I interview Dr. Rachel Gainsbrugh and she share three things you can do to add "luxury" to your STR without breaking the bank.

Jun 7, 202310 min

Ep 28Ep #28 Interview with Stacey St. John

In this installment of "Three Things You Should Know" I interview Stacey St John from Female STR Investors. Stacey is an STR Owner, STR Property Manager and Coach. She shares the 3 most important things to have in an STR property. Facebook Group: https://www.facebook.com/groups/femalestrinvestors Website: https://staceystjohn.com/ Email: [email protected]

May 31, 202310 min

Ep 27Ep #27 Interview with Brandon Thompson

The Three Most Important Things to Know when analyzing a deal. In this episode I interview Brandon Thompson who has been in real estate investing for 20 years. Brandon shares his knowledge on what you need to do when looking at buying a STR. Theliveoakcapital.com @brandongthompson on Instagram Facebook.com/brandgt

May 24, 20239 min

Ep 26Ep #26 Interview with Mike Sjogren

In this installment of "Three Things You Should Know" our guest is Michael Sjogren with STR Secrets. Michael shares why it's important to surrounds yourself with people that have been there and done that. Successfully! Best ways to get in touch with Michael www.STRsecrets.com - free resources and trainings Podcast - Short Term Rental Secrets on all major platforms - https://open.spotify.com/show/36yO9B4IHxbC8Sbhp1hVPK?si=db3c2eae367241f9 Instagram - @the_airbnbguy FB group - https://www.facebook.com/groups/STRentalsecrets

May 17, 20239 min

Ep 26Ep #25 Interview with Tyler Coon

In this installment of "Three Things You Should Know" our guest is Tyler Coon with Savvy Realty. Tyler shares why it's important to only work with a Realtor who is an STR Expert. Always happy to schedule a call and to find more info on my website www.STRHomeFinancing.com

May 10, 202317 min

Ep 24Ep #24 Interview with Ryan Duffy

Another installment of "Three Things You Should Know". I interview Ryan Duffy from NW Arkansas. Builder, STR Realtor and owner of a property management company. Ryan shares the exciting things going on in NW Arkansas/SE Missouri along with three reason why you should work with a Realtor who specializes in STR properties. Always happy to schedule a call and to find more info on my website www.STRHomeFinancing.com

May 3, 202315 min

Ep 23Ep #23 Interview with Alex Sabio

My guest on this episode of "Three Things You Should Know" is Alex Sabio from Healthcare Professionals Investing in Real Estate. Alex talks about diversification, exit strategy and return on energy. Always happy to schedule a call and to find more info on my website www.STRHomeFinancing.com

Apr 26, 20237 min

Ep 22Ep #22 Interview with Bill Faeth

Another installment of "Three Things You Should Know" I interview Bill Faeth from Build Short Term Rental Wealth. Bill shares some great advice on diversification and analyzing. Always happy to schedule a call and to find more info on my website www.STRHomeFinancing.com https://www.facebook.com/groups/284886002732508

Apr 19, 202311 min

Ep 21Ep #21 Interview with Ryan Bakke

Want to buy an STR? One of your first conversations should be with a CPA that specializes in working with investors. Today I interview Ryan Bakke CPA who share "Three Things You Should Know" Always happy to schedule a call and to find more info on my website www.STRHomeFinancing.com Connect with Ryan on Facebook https://m.facebook.com/groups/taxstrategyforinvestors/?ref=share&mibextid=uc01c0

Apr 12, 202312 min

Ep 20Ep #20 Interview with Lu Ann Blough

What is a 1031 Exchange? How do you sell Real Estate and not have to pay capital gains? In Episode 20 our guest is Lu Ann Blough with Exchange Resource Group. Lu Ann shares the Three Most Important Things about a 1031 Exchange Always happy to schedule a call and to find more info on my website www.STRHomeFinancing.com Want to connect with Lu Ann? Email: [email protected] Phone: 972-863-1031 Facebook: https://www.facebook.com/groups/530580507384295

Apr 5, 20237 min

Ep 19EP #19 Interview with Chiagozie Fawole

An honor to have as my first guest Dr. Chiagozie Fawole. Wife, Mom, Pediatric Anesthesiologist, Real Estate Investor, Coach Always happy to schedule a call and to find more info on my website www.STRHomeFinancing.com Ways to connect: www.thestrpodcast.com https://www.workwithme2021.com/strcalculator/ https://www.facebook.com/chiagozie.ononiwu

Mar 30, 202310 min

Ep 18Ep #18 Special STR Insurance?

In Ep #18 I discuss insurances around the STR space. You don't want to miss it! Always happy to schedule a call and to find more info on my website www.STRHomeFinancing.com

Mar 22, 20237 min