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April 26, 2025 46 mins

Welcome to the Dr. Friday Show from April 26, 2025! While she might not have a medical degree, Dr. Friday is here to diagnose and treat your financial and tax ailments. In this episode, Dr. Friday dives into the significant Tennessee-wide disaster tax relief extension announced by the IRS, clarifying who qualifies and how it differs from state relief. She also tackles common issues like dealing with multi-year tax debt, the implications of tax problems on marriage and home buying, understanding the difference between a hobby and a business, and takes listener calls on Social Security income rules and self-employment tax. Get ready for practical advice on navigating IRS complexities and planning for the future.

Topics Covered:

  • Federal Disaster Tax Relief for Tennessee:
    • All Tennessee counties qualify for IRS disaster tax relief due to various events (tornadoes, storms, flooding) over the past year.
    • Federal filing and payment deadlines (including quarterly estimates and payroll taxes) originally due around April 15th are extended to November 3, 2025.
    • This extension applies universally within TN, regardless of direct impact from the disasters.
    • Unlike normal extensions, the payment deadline is also extended without penalty for federal taxes.
    • This extension also applies to 2024 IRA contributions (usually due April 15th). SEP contributions are also extended.
  • State Tax Relief Distinction:
    • Tennessee state tax deadlines (Franchise & Excise, business tax, sales tax) are not automatically extended for everyone.
    • State relief is granted on a case-by-case basis only for those directly affected by the disasters.
  • Addressing IRS Tax Debt:
    • Importance of resolving past-due taxes, especially when facing life events like marriage or buying property.
    • Filing “Married Filing Separately” might be advisable if a spouse has pre-existing tax debt. IRS collection actions: liens (especially payroll) and potential wage garnishment (up to 100%).
    • High cost of ignoring IRS debt due to penalties (failure to file, pay, estimate, understatement – up to 25% each) and interest (mentioned ~12%).
    • Offer in Compromise (OIC): Possible but often not “pennies on the dollar,” especially with assets like home equity, multiple cars, or recreational vehicles (campers).
    • IRS may expect taxpayers to borrow against or liquidate assets to pay tax debt.
  • Hobby vs. Business Income:
    • Discussion using Dr. Friday’s beekeeping as an example.
    • Hobby expenses are only deductible up to hobby income (no losses allowed).
    • A true business requires intent and activity level aimed at profit.
  • Social Security & Income:
    • Caller question about interest income impacting SSDI/early retirement earnings limits.
    • Clarification: Passive income (interest, retirement distributions) counts for taxability of SS benefits but generally not towards the earned income limit that reduces early retirement benefits.
    • Proactive step: Requesting federal tax withholding from Social Security benefits (requires filling out Form W-4V, likely in person).
    • Potential impact of large income events (like stock sales) on Medicare premiums via IRMA (Income Related Monthly Adjustment Amount).
  • Self-Employment and Early Social Security:
    • Caller question about structuring a mowing business when one spouse is collecting early Social Security (under Full Retirement Age) and the other is past FRA.
    • Advice: Structure business under the spouse past FRA. Pay the spouse under FRA as a 1099 contractor, limiting their earnings to stay below the annual limit.
    • Note: The earnings limit is prorated in the first year of collecting benefits.
  • Self-Employment Tax Basics:
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