Episode 146: Hobby Losses, Gambling Wins, and the IRS's Fine Print episode artwork

EPISODE · Jul 24, 2026 · 21 MIN

Episode 146: Hobby Losses, Gambling Wins, and the IRS's Fine Print

from Accounting and Accountability

In this episode: Hobby loss rules – refresher on when the IRS may reclassify a business as a hobby. Trump accounts – contributing up to $5,000 for a minor without triggering a gift tax filing. Gift tax basics – $19,000 annual exclusion, filing requirements above that, and the $15M lifetime exemption. Gambling loss changes – losses now deductible only up to 90% of winnings (previously 100%), and only if itemizing. Online sports betting – winnings are taxable income regardless of platform. Standard mileage rate increase – 76 cents/mile for July–Dec 2025 vs. 72.5 cents for Jan–June. Foreign bank account disclosure – steep penalties for not reporting foreign accounts/access to funds. IRS penalty relief – automatic first-time penalty abatement for compliant taxpayers (no longer needs to be requested). IRS penalty statistics – $1.25 trillion assessed in 2025, 92% from unpaid payroll taxes, with most later abated. Maryland's new tax portal – launching September 1st, with a blackout period and no penalties during the transition.

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Episode 146: Hobby Losses, Gambling Wins, and the IRS's Fine Print

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