384 episodes
- This episode is sponsored by…
NCH:
Set up an LLC to protect your investments! – https://nchinc.com/rtr
BLUPRINT HOME LOANS:
Get pre-approved with one of RTR’s preferred lenders at - https://bluprinthomeloans.com/renttoretirement/
What did investors really have to say at BPCon 2026—and what could sitting on the sidelines cost you? 🏡
Matthew Seyoum and Tommy Brown share their biggest takeaways from the BiggerPockets conference, including how conversations have changed from previous years. From frustration with the BRRRR strategy to growing interest in turnkey rental properties, hear what investors are considering as they navigate today’s real estate market.
Whether you’re researching your first rental property or expanding your portfolio, this episode explores why investors are rethinking their strategies, widening their search, and looking beyond monthly cash flow.
📌 In this episode:
• Why some BRRRR investors are exploring turnkey rentals
• How investor expectations have shifted since past conferences
• Historical stock market declines and home price comparisons
• Four potential benefits of rental ownership: cash flow, tax advantages, appreciation, and loan paydown
• Builder incentives, interest rate buydowns, and the opportunity cost of waiting
• Portfolio diversification versus trying to time the market
⏱️ Timestamps:
00:00 – BPCon 2026 recap
02:06 – What investors are saying
04:39 – BRRRR challenges vs. turnkey rentals
06:25 – The cost of sitting out
09:17 – Stock market concerns and diversification
12:12 – Historical stocks vs. home prices
16:58 – Four benefits of rental ownership
20:38 – Waiting for the perfect market
22:15 – Builder incentives and market timing
📧 Got a question or story to share?
Email us at: podcast@renttoretirement.com
👍 Like this episode? Hit the thumbs up, subscribe, and turn on notifications so you don’t miss the next one!
💬 Comment below with your biggest takeaway from this episode!
🌐 Explore turnkey investing opportunities: https://www.renttoretirement.com
🗓️ Schedule a Free Consultation:
https://hubs.ly/Q04wZWv40
📺 Subscribe to the YouTube Channel:
https://www.youtube.com/channel/UC_h1lnz1kM75Gj79VV8QtEg
🎧 Listen to the Rent To Retirement Podcast on the Go:
https://podcasters.spotify.com/pod/show/renttoretirement
📬 Join Our Newsletter Email List:
Submit your info at the top right corner of the page:
https://renttoretirement.com
📩 Have Questions for the Podcast?
Send them to: podcast@renttoretirement.com
Your question might be answered in a future episode!
📧 Got a question or story to share?
Email us at: podcast@renttoretirement.com
👍 Like this episode? Hit the thumbs up, subscribe, and turn on notifications so you don’t miss the next one!
💬 Comment below with your biggest takeaway from this episode!
🌐 Explore turnkey investing opportunities: https://www.renttoretirement.com
🗓️ Schedule a Free Consultation:
https://bit.ly/3EE6KjZ
📺 Subscribe to the YouTube Channel:
https://www.youtube.com/channel/UC_h1lnz1kM75Gj79VV8QtEg
🎧 Listen to the Rent To Retirement Podcast on the Go:
https://podcasters.spotify.com/pod/show/renttoretirement
📬 Join Our Newsletter Email List:
Submit your info at the top right corner of the page:
https://renttoretirement.com
📩 Have Questions for the Podcast?
Send them to: podcast@renttoretirement.com
Your question might be answered in a future episode!
#BPCon2026 #BiggerPockets #RealEstateInvesting #RentalProperties #RentToRetirement - This episode is sponsored by…
NCH:
Set up an LLC to protect your investments! – https://nchinc.com/rtr
BLUPRINT HOME LOANS:
Get pre-approved with one of RTR’s preferred lenders at - https://bluprinthomeloans.com/renttoretirement/
Thinking about selling a rental property and reinvesting the proceeds? 🏡💰 A 1031 exchange can allow real estate investors to defer capital gains while moving their equity into another investment property—but the rules and deadlines matter.
In this episode of the Rent To Retirement Podcast, host Matthew Seyoum sits down with Aristotle from Excel 1031 to break down how 1031 exchanges work, what investors need to know before selling, and some of the most common mistakes that can derail an exchange.
They discuss the role of a qualified intermediary, depreciation and recapture, the critical 45-day identification and 180-day exchange deadlines, and how a reverse 1031 exchange works when you want to purchase your replacement property first.
Whether you're preparing for your first 1031 exchange or looking to move equity from an existing rental into a new investment opportunity, this episode provides a practical overview of the process.
⏱️ Timestamps
0:08 – Introduction
0:47 – Aristotle’s real estate & 1031 background
4:36 – What is a 1031 exchange?
6:07 – Depreciation, recapture & tax benefits
9:04 – Why you need a qualified intermediary
12:14 – A costly 1031 exchange mistake
13:51 – The 45-day & 180-day rules
17:11 – What is a reverse 1031 exchange?
18:30 – When should an investor consider a 1031?
20:27 – 1031 exchanges & long-term wealth
21:30 – Connecting with Excel 1031
🏠 Already working with a Rent To Retirement strategist? Reach out to our team early in the process so we can help you evaluate replacement-property options and prepare for your 1031 exchange deadlines.
👉 Subscribe to Rent To Retirement for more real estate investing strategies, turnkey rental opportunities, tax education, and insights designed to help you build your portfolio.
⚠️ This episode is for educational purposes only and is not tax, legal, or financial advice. Speak with your CPA, tax professional, and qualified intermediary regarding your specific situation.
📧 Got a question or story to share?
Email us at: podcast@renttoretirement.com
👍 Like this episode? Hit the thumbs up, subscribe, and turn on notifications so you don’t miss the next one!
💬 Comment below with your biggest takeaway from this episode!
🌐 Explore turnkey investing opportunities: https://www.renttoretirement.com
🗓️ Schedule a Free Consultation:
https://hubs.ly/Q04wZWv40
📺 Subscribe to the YouTube Channel:
https://www.youtube.com/channel/UC_h1lnz1kM75Gj79VV8QtEg
🎧 Listen to the Rent To Retirement Podcast on the Go:
https://podcasters.spotify.com/pod/show/renttoretirement
📬 Join Our Newsletter Email List:
Submit your info at the top right corner of the page:
https://renttoretirement.com
📩 Have Questions for the Podcast?
Send them to: podcast@renttoretirement.com
Your question might be answered in a future episode!
#1031Exchange #RealEstateInvesting #RentalProperty #CapitalGains #RealEstateTaxes #TurnkeyRealEstate #RentToRetirement - This episode is sponsored by…
NCH:
Set up an LLC to protect your investments! – https://nchinc.com/rtr
BLUPRINT HOME LOANS:
Get pre-approved with one of RTR’s preferred lenders at - https://bluprinthomeloans.com/renttoretirement/
💰 What’s your monthly cash flow number—the income you would need to make work optional?
In this episode of the Rent To Retirement Podcast, host Matthew Seyoum talks with veterinarian and investor Laura about selling her practice, keeping the commercial real estate, and collecting rental income from the building.
Laura shares lessons from her investing wins and losses, explains why cash flow guides her financial goals, and discusses how education and a better money mindset can help investors move past fear. They also explore turnkey rental properties for busy professionals and her book, Everything Is Funny When You’re Making Money.
🏡 Whether you’re exploring real estate investing for beginners or building a more diverse portfolio, this conversation offers a practical starting point for defining your goals.
⏱️ TIMESTAMPS
0:00 – Meet Laura
0:40 – From veterinarian to investor
2:23 – Making investing approachable
5:17 – Selling the practice, keeping the building
6:24 – Investing wins, losses & mindset
8:04 – Fear and personal risk tolerance
11:33 – Finding your cash flow number
12:54 – Starting small and getting started
13:42 – Laura’s investing book
📧 Got a question or story to share?
Email us at: podcast@renttoretirement.com
👍 Like this episode? Hit the thumbs up, subscribe, and turn on notifications so you don’t miss the next one!
💬 Comment below with your biggest takeaway from this episode!
🌐 Explore turnkey investing opportunities: https://www.renttoretirement.com
🗓️ Schedule a Free Consultation:
https://hubs.ly/Q04wZWv40
📺 Subscribe to the YouTube Channel:
https://www.youtube.com/channel/UC_h1lnz1kM75Gj79VV8QtEg
🎧 Listen to the Rent To Retirement Podcast on the Go:
https://podcasters.spotify.com/pod/show/renttoretirement
📬 Join Our Newsletter Email List:
Submit your info at the top right corner of the page:
https://renttoretirement.com
📩 Have Questions for the Podcast?
Send them to: podcast@renttoretirement.com
Your question might be answered in a future episode! The Short-Term Rental Tax Loophole Explained | Save Thousands on Taxes with Real Estate
09/16/2026 | 1h 4 mins.🏡 Could your next rental property help lower your tax bill? Discover how cost segregation, bonus depreciation, and the short-term rental tax loophole can create potential tax savings—and what it takes to qualify.
In this episode of the Rent To Retirement Podcast, Zach Lemaster sits down with Amanda Han and Matt McFarland of Keystone CPA to discuss real estate tax strategies for 2026. They explain the difference between filing taxes and proactive tax planning, commonly overlooked deductions, and when rental losses may help offset W-2 and other income.
Then, co-host Matthew Seyoum joins Zach to walk through Rent To Retirement’s short-term rental tenant placement program and new construction investment examples in Florida and Alabama.
💡 Learn about:
• Rental property deductions, including home office expenses and hiring your children
• The $25,000 rental loss allowance and income limitations
• Cost segregation and 100% bonus depreciation
• Real estate professional status and material participation
• The short-term rental “substantially all” participation test
• 1031 exchanges, depreciation recapture, and long-term tax planning
• Builder incentives and potential tax savings in property projections
⏱️ TIMESTAMPS
0:00 – Introduction
2:30 – Tax planning vs. tax filing
6:08 – Real estate tax benefits
10:49 – How wealthy investors plan
14:24 – Rental property deductions
17:02 – Hiring your children
19:00 – Home office deductions
20:21 – The $25,000 rental loss allowance
23:52 – Accelerated depreciation
26:17 – Real estate professional status
28:27 – Short-term rental tax loophole
31:02 – Material participation tests
35:21 – Cost segregation explained
36:22 – 1031 exchanges and legacy planning
39:47 – Tax changes for 2026
41:53 – Multiyear tax strategies
47:14 – RTR’s tenant placement program
51:48 – Incentives and tax savings example
55:07 – Poinciana, Florida
59:36 – Vance, Alabama
1:00:23 – Kimberly, Alabama
1:01:55 – Additional markets and next steps
📲 Explore available investment properties and connect with the Rent To Retirement team: https://hubs.ly/Q04wZWv40
Tax benefits depend on individual circumstances and qualification requirements. Property figures discussed are illustrative projections, not guaranteed returns. Review any strategy with your tax professional.
📧 Got a question or story to share?
Email us at: podcast@renttoretirement.com
👍 Like this episode? Hit the thumbs up, subscribe, and turn on notifications so you don’t miss the next one!
💬 Comment below with your biggest takeaway from this episode!
🌐 Explore turnkey investing opportunities: https://www.renttoretirement.com
🗓️ Schedule a Free Consultation:
https://hubs.ly/Q04wZWv40
📺 Subscribe to the YouTube Channel:
https://www.youtube.com/channel/UC_h1lnz1kM75Gj79VV8QtEg
🎧 Listen to the Rent To Retirement Podcast on the Go:
https://podcasters.spotify.com/pod/show/renttoretirement
📬 Join Our Newsletter Email List:
Submit your info at the top right corner of the page:
https://renttoretirement.com
📩 Have Questions for the Podcast?
Send them to: podcast@renttoretirement.com
Your question might be answered in a future episode!
#RealEstateInvesting #TaxPlanning #AmandaHan #CostSegregation #ShortTermRentals #RentToRetirement- 🎥 Want the full breakdown? Watch the longer version of this video for a deeper explanation of the 2026 STR tax strategy, qualification requirements, cost segregation, and real property examples.
https://youtu.be/BQWtZNiXfjQ
👉 Click here: https://hubs.ly/Q04wZWv40 to learn more about this program and speak with the RTR team to answer all your questions!
What if your first rental property could potentially help you offset 5 or even 6 figures of taxable income in 2026? 🏠💰
In this episode of the Rent To Retirement Podcast, we break down how cost segregation, accelerated depreciation, and a short-term rental strategy can potentially create substantial tax deductions against W2 income, business income, and other active income sources.
💰 How the 2026 Strategy Works
Learn how EVERYONE can use a cost segregation study to offset 5 or 6 figures of taxable income from your W2 (or any income source) in 2026, even if this is your very first rental! No real estate professional status needed!
Here’s how it works:
You buy a vacant new construction rental property from RTR, where you can receive up to $30K+ in incentives to be used as cash back, a rate buydown, or a price reduction—the choice is yours.
You take about 10 minutes to set up an Airbnb short-term rental listing following RTR’s guide.
RTR rents your home for 2–5 nights. You do NOT need to furnish the home. This establishes the home as a short-term rental for 2026 under the strategy discussed in the episode, potentially allowing you to use a cost segregation study to write off approximately 30% of the home value against your income in 2026.
RTR estimates 30% based on its experience. Example: a $300K home could potentially generate approximately a $90K tax deduction.
You can continue managing the property as a short-term rental, or turn it over to RTR’s management teams beginning January 1, 2027.
The potential result: 5 to 6 figures in 2026 tax savings while acquiring a quality new-construction rental property in a growing market.
And with the combination of RTR cash-back incentives plus potential tax savings, you could potentially recover a substantial portion of your original down payment—dramatically increasing your effective ROI.
That’s how Rent To Retirement helps investors pursue early retirement through real estate investing.
👉 Click here: https://hubs.ly/Q04wZWv40 to learn more about this program and speak with the RTR team to answer all your questions!
⏱️ Timestamps
0:09 – 2026 Real Estate Tax Benefits
0:31 – Cost Segregation Explained
0:53 – Offsetting W-2 Income
1:31 – STR Tax Loophole Explained
2:20 – $90K Deduction Example
3:34 – Ways to Qualify
5:46 – How the RTR Program Works
6:31 – STR Tenant Placement
6:56 – No Furnishing Required
8:28 – Tax Savings & ROI
9:26 – Up to 13% Cash Back
10:44 – $102K Deduction Example
11:41 – Combining Cash Back + Tax Savings
13:39 – Property Examples
14:52 – Final Takeaways
⚠️ Tax Disclaimer: This content is for educational purposes only and is not tax, legal, or financial advice. Tax outcomes depend on individual circumstances. Consult a qualified CPA, tax professional, or attorney regarding your specific situation.
👉 Click here: https://hubs.ly/Q04wZWv40 to learn more about this program and speak with the RTR team to answer all your questions!
👍 Like this episode? Hit the thumbs up, subscribe, and turn on notifications so you don’t miss the next one!
💬 Comment below with your biggest takeaway from this episode!
🌐 Explore turnkey investing opportunities: https://www.renttoretirement.com
🗓️ Schedule a Free Consultation:
https://hubs.ly/Q04wZWv40
📺 Subscribe to the YouTube Channel:
https://www.youtube.com/channel/UC_h1lnz1kM75Gj79VV8QtEg
🎧 Listen to the Rent To Retirement Podcast on the Go:
https://podcasters.spotify.com/pod/show/renttoretirement
📬 Join Our Newsletter Email List:
Submit your info at the top right corner of the page: https://renttoretirement.com
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About Rent To Retirement: Building Financial Independence Through Turnkey Real Estate Investing
Investment real estate can lead to cash flow that allows you to live the life you want, working as much (or as little!) as you desire. The Rent to Retirement show is dedicated to educating you on all the aspects of investing you will need to successfully implement your own, personal, strategy. Hear from the smartest in the business as we cover everything from LLC and tax advice, to 1031 exchanges, to best markets for investing and creating the passive income you need, and more.
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