Tax Smart Real Estate Investors Podcast

Hall CPA
undefined
Oct 6, 2026 • 31min

398. 4 Ways Your Short-Term Rental Occupancy Tax Can Go Wrong with Serena Verma

Serena Verma, a real estate investor, private lender, and founder of HostVisors and Monterra Tax, reveals how an audit uncovered $250,000 in short-term rental tax exposure. She explores four costly failure points: over-collection, under-collection, over-remittance, and under-remittance. The discussion covers Airbnb and OTA errors, zero-dollar returns, PMS setup problems, years of booking reviews, and tax due diligence before portfolio sales.
undefined
12 snips
Oct 1, 2026 • 46min

Investing in the “Infrastructure of Daily Life”: Express Car Washes, Oil Changes, Healthcare, & More with Chris Salerno

Chris Salerno, founder and CEO of QC Capital Group, is a private equity investor focused on real estate and everyday-service businesses. He discusses moving beyond multifamily into express car washes, oil changes, flex industrial, healthcare, and data centers. The conversation also explores tax advantages, operating-business underwriting, AI as a decision-making tool, and emerging opportunities in telehealth and prescription delivery.
undefined
14 snips
Sep 29, 2026 • 35min

397. How a Pharmacist Built a 14-Property Student Housing Portfolio with Ryan Chaw

Ryan Chaw, a pharmacist turned real estate investor, built 14 student rentals housing 90 tenants. He discusses choosing graduate-student markets, evaluating university neighborhoods, and the rent-by-the-room model. Ryan also shares costly lessons from his first property, creative tenant-management systems, scaling beyond California, and using rental income and tax strategies to leave pharmacy behind.
undefined
16 snips
Sep 24, 2026 • 39min

Why This $100M+ Investor Traded Apartments for Manufactured Homes With John Cohen

John Cohen, co-founder of Toro Real Estate Partners and JC Property Group, built a portfolio spanning multifamily, land, and development. He shares why he sold nearly all his apartments before rates surged, why manufactured homes became his new focus, and how land deals target strong unlevered returns. The conversation also explores data-center opportunities, development timelines, and lessons from market cycles.
undefined
11 snips
Sep 22, 2026 • 35min

396. 60 Days Left To Buy A Short-Term Rental For 2026 Tax Savings

Justin Shore, a real estate investor and tax professional, returns to explore the 60-day race to launch a short-term rental before year-end. They cover guest-stay requirements, booking strategies, personal-use pitfalls, influencer barter arrangements, material participation hours, spouse involvement, travel-time gray areas, cost segregation timing, excess business loss limits, and backup plans for investors who miss the deadline.
undefined
8 snips
Sep 17, 2026 • 19min

Your Real Estate Is Insured. But Are You Actually Covered?

Insurance may satisfy a lender while leaving your real estate equity dangerously exposed. Explore the gaps between market value, loan balances, coverage limits, and rebuilding costs, plus umbrella coverage, coinsurance, and entity-specific policies. The discussion also examines how excess insurance proceeds can trigger taxable gain and when Section 1033 may help defer it.
undefined
10 snips
Sep 15, 2026 • 28min

395. Debunking 5 Material Participation Myths Real Estate Investors Keep Getting Wrong

Five material participation myths come under scrutiny, from property managers and short-term rentals to equipment leases and partnerships. Learn how grouping elections, documentation, management contracts, and spouse participation factor into real estate tax strategies. The discussion also examines Deferred Sales Trust risks and how to evaluate real estate alongside stocks and other investments.
undefined
14 snips
Sep 10, 2026 • 35min

Why Mobile Home Parks Might Be the Best Tax Play in 2026 with Michael Pansolini

Michael Pansolini, a New York CPA, investor, and MHP Pros co-founder, shares his journey from PwC and Brookfield to acquiring smaller mobile home parks. They explore why these properties offer affordable housing, lower CapEx, resident-owned homes, accelerated depreciation, and potential seller financing. The conversation also covers smarter bookkeeping, underwriting tools, and building a scalable investment operation.
undefined
12 snips
Sep 8, 2026 • 40min

394. 10 Years of Hall CPA: From Startup to a $17M Real Estate CPA Firm with Brandon Hall

Brandon Hall, founder and CEO of Hall CPA, celebrates the firm’s 10-year journey from online tax answers to a $17 million real estate powerhouse. He reflects on rapid growth, COVID, team-building, and the curiosity that drives better decisions. Brandon also reveals why Hall CPA acquired dental firm Tooth & Coin and how niche expansion is shaping the company’s future.
undefined
10 snips
Sep 3, 2026 • 32min

The 1031 Exchange Holding Period Myth with Matthew Rappaport (Part 2)

Matthew Rappaport, a tax attorney focused on partnership taxation, real estate transactions, and Section 1031 exchanges, tackles the myths and risks surrounding drop-and-swaps. He explores how transaction timing and sequencing differ across California, New York, and federal rules. The conversation also covers partnership divisions, special allocations, Section 761(a), and what Revenue Procedure 2002-22 really means for tenancy-in-common structures.

The AI-powered Podcast Player

Save insights by tapping your headphones, chat with episodes, discover the best highlights - and more!
App store bannerPlay store banner
Get the app