@Peter Schiff In Tennessee, 1031 exchanges do not defer the state-level excise tax, even if they meet all federal requirements.What to do:You or your CPA should review Schedule J of the Tennessee excise tax return to correctly report the gain.Don’t assume your federal 1031 exchange documentation protects you at the state level.It may be helpful to work with a CPA familiar with multi-state real estate taxation, especially if the replacement property is in another state.If you'd like, I can help you generate a planning strategy or draft content for clients on how to handle Tennessee excise tax in 1031 scenarios.This post does not create a CPA-Client relationship.

You're on the right path, just be sure to document everything and connect with a real estate CPA who understands STR-specific strategies.This post does not create a CPA-Client relationship.

LTRs offer stability, while STRs can produce higher returns, but come with more risk and management needs.STR Tax Advantage: If you materially participate (100+ hours and more than anyone else), you can qualify for the STR loophole, allowing bonus depreciation to offset W-2 income, without needing full REPS status.Use Cost Segregation: Ask your CPA about doing a cost seg study to accelerate depreciation, especially if 100% bonus depreciation returns in 2025.Backup Options: If managing real estate feels overwhelming, consider a Delaware Statutory Trust (DST) for a passive 1031 route, or an installment sale to spread the tax burden over time.Meet with your CPA and 1031 intermediary to ensure your reinvestment strategy is tax-optimized and aligns with your comfort level on risk and management.This post does not create a CPA-Client relationship.

-based LLC for ownership and working with a CPA who understands international tax implications.

When it comes to minimizing capital gains tax,  it’s worth speaking with a real estate-savvy CPA or estate attorney before taking title.

When done right, this strategy lets them defer taxes while generating steady income in retirement.This post does not create a CPA-Client relationship.

@Art Webb I am not a CPA but you are the beneficial owner of the IRA.

Passive losses can only offset passive income—they don’t reduce your W-2 income in most cases.So while your duplex rental may generate losses on paper, they won’t reduce the amount of tax withheld from your W-2 unless:You qualify as a real estate professional, orYou materially participate in a short-term rental under 7-day average stays, orYou have other passive income to offset.What to do instead:Don’t stop your W-2 withholding entirely unless you’ve worked with a CPA to confirm a significantly reduced tax liability.If your rental qualifies under STR or REPS, then yes—depreciation and losses can offset W-2 income, and you might reduce withholding.Otherwise, you can still update your W-4 to fine-tune your withholdings slightly if you tend to overpay and get large refunds, but be conservative.Run a midyear tax projection with a real estate CPA who understands REPS, STR, and passive loss rules.

Sounds like you're doing a mix of self-managing and managing for others which makes clean tracking even more important I’m a CPA and real estate bookkeeper and I work with investors across the country who are in a similar spotQuickBooks Online is a great option if you set it up the right way We set up our clients' books so that every property has its own class or location That way you can trackIncome by propertyDeductible expenses by property and categoryWhether each property is making or losing money month to monthIt also makes tax time way easier because everything is clean and categorized for your CPAIf you don’t need full accounting software yet and just want simple tracking Stessa can work too though it has some limitations and isn’t as customizableLet me know if you want help figuring out what’s best based on your setup or need help getting the structure right from the start Happy to point you in the right direction

whichever one your CPA/tax advisor recommends.