About this episode

In this episode, Barley Bowler and Eliot Thomas discuss strategies to minimize capital gains taxes when selling rental properties and answer listener tax questions.

In this episode, Anderson Advisors' Barley Bowler, CPA, and Eliot Thomas, Esq., tackle listener tax questions spanning real estate, trading, and business structures. They explain how California's clawback rules and residency tests apply to precious metals gains when relocating to Tennessee, and outline how a trade structure with a corporate partner can shift trading income while avoiding personal holding company tax. Barley and Eliot also cover entity options for leasing a personal vehicle to a business, the filing requirements for out-of-state rental income, and how a property management S-Corp can be used to offset W-2 income through short-term rental material participation. Other topics include strategies for minimizing capital gains on a long-term rental sale — including 1031 exchanges and cost segregation studies — offsetting capital gains from a personal residence sale with business losses, and how non-dividend distributions are taxed as a return of capital. Tune in for expert advice on these and more! Submit your tax question to taxtuesday@andersonadvisors.com Highlights/Topics: 00:00 Intro to Tax Tuesday with Eliot and Barley 08:06 — "I've lived in California for decades…

People in this episode

Hosts: Barley Bowler, Eliot Thomas

Topics covered

• capital gains taxes
• real estate
• tax strategies
• 1031 exchanges
• business structures
• property management

Keywords

• capital gains
• rental property
• tax questions
• California clawback
• Tennessee residency
• 1031 exchange
• cost segregation
• property management
• S-Corp

Mentioned in this episode

Organizations: Anderson Advisors

Products: precious metals, S-Corp

Places: California, Tennessee

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• Can You Use A 1031 Exchange To Buy Land For A Subdivision? · July 9, 2026 · 1h 5m
• How to Convert a Rental Into a Primary Home Without Tax Surprises · July 2, 2026 · 1h 25m
• 3 Catastrophic Mistakes People Make When Entering Partnerships · June 15, 2026 · 36 min

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