Episodes: 13
Frequency: Irregular
Rating: 5.0/5.0
Estimated listeners: < 100
Gender skew: Male
Listener location: USA
Publicly listed emails
michaeljchemaly@gmail.com
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Matt Sanderson - Real estate investor and Christian entrepreneur focused on helping people build wealth and pursue financial freedom through real estate investing.
Ryan Bakke - Short-term Rental Tax Strategies, Material Participation, Cost Segregation, Bonus Depreciation, Timing Of Property Purchases, And Real Estate Wealth Building.
Kelly House - Underwriting Short-term Rental Properties, Market Comparables, Property Amenities, Revenue Potential, Capital Partnerships, Financing, And Property Management.
Beau Brehm - Commercial Real Estate Lending, Loan Sizing, Lease Structures, Capital Sources, Interest Rates, Debt Service Coverage, Borrower Qualification, And Investment Returns.
Matt Bontrager - Real Estate Tax Planning, Bookkeeping, Depreciation, Cost Segregation, Real Estate Professional Status, Material Participation, Short-term Rental Tax Strategies, And Syndications.
How Short-Term Rentals Can Save You $50K–$100K+ in Taxes
September 18, 2026
What if the money you’re preparing to send to the IRS could instead become the down payment on an income-producing real estate investment?In this episode of the Freedom Investor Podcast, Matt Sanderson sits down with Ryan Bakke of Tax Strategy 365 to break down how short-term rental investing can combine cash flow, wealth building, and potential tax savings. Matt shares how purchasing a property in Fredericksburg, Texas, along with a cost segregation study, resulted in approximately $85,000 i...
The 10-Step Roadmap to Financial Freedom Through Short-Term Rental Investing
September 09, 2026
In today's episode Matt introduces a 10-step roadmap to financial freedom based on his transition from a scared new investor with about $50K to owning five profitable short-term rentals in five markets within five years, with a portfolio valued around $3–5M. Inspired by Rich Dad Poor Dad and the idea of cash-flowing assets (“cash flow will make you rich, but appreciation will make you wealthy”), he chose short-term rentals over long-term rentals, bought his first turnkey property in Frede...
Find It Friday! - How to Find a 50% Cash-on-Cash STR Deal in a “Saturated” Market
August 22, 2026
Is Broken Bow, Oklahoma too saturated for short-term rental investors? In this episode of Find It Friday Live, we put that assumption to the test by underwriting a real four-bedroom cabin currently for sale with a pool—and the numbers get very interesting. Using STR data, comparable properties, and the expertise of Broken Bow real estate agent and investor Kelly House, we explore how this property could potentially generate $175,000+ in annual revenue and deliver roughly a 36% cash-on-cash re...
Real Wealth Show: Real Estate Investing Podcast · Medium booking difficulty · 1,000 - 10,000 listeners
The Freedom Investor Podcast is hosted by Matt Sanderson. Its publicly listed email is michaeljchemaly@gmail.com. For guest bookings, the host or producer is usually the best person to reach. Podseeker helps you find direct host and producer contacts and pitch from your own inbox.
The publicly listed email for The Freedom Investor Podcast: michaeljchemaly@gmail.com.
Podseeker estimates The Freedom Investor Podcast reaches fewer than 100 listeners per episode. Only the publisher has exact numbers.
The Freedom Investor Podcast typically books working professionals with real expertise. Typical guest background: Working expertise in real estate investing, short-term rentals, real estate taxation, accounting, commercial real estate finance, lending, or property operations, supported by direct professional experience and practical client or investment results. Common among recent guests: Founded or operates a specialized real estate, tax, accounting, lending, or investment business; Works in a relevant professional role at an established real estate or financial services firm; Has direct experience investing in, financing, underwriting, or operating real estate properties. Recent guests include Ryan Bakke, Kelly House, and Beau Brehm.
Low. A guest with relevant expertise and a clear angle for its audience has a realistic chance.
Recent episodes cover Real Estate, Real Estate Investing, Short Term Rentals, Tax Strategy, and Commercial Real Estate. Pitch an idea tied to one of these topics and mention a recent episode.
Publicly listed emails
michaeljchemaly@gmail.com
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