#personal-finance
Personal money management and financial wellness strategies
Prediction market winnings from Kalshi and Polymarket are taxable even without a 1099, but the IRS has issued no guidance on how — ordinary income, gambling income under Section 165(d) with a 90% loss-deduction cap starting in 2026, or Section 1256 60/40 treatment. Here are the forms to expect, the crypto-settlement wrinkle, and the recordkeeping that survives an audit.
Most ski instructors are seasonal W-2 employees, and for 2025–2028 the no-tax-on-tips deduction lets workers in qualifying occupations deduct up to $25,000 a year in reported tips. This guide covers withholding across multiple W-2s, the 2026 Form W-2 Box 12 code TP tip reporting, filing for unemployment between seasons, bridging the spring health-coverage gap through ACA special enrollment or COBRA, and the daily tip log that substantiates the deduction.
Whether lawsuit settlement money is taxable depends on what the payment replaces. Compensatory damages for physical injury or sickness are tax-free under IRC Section 104(a)(2), while punitive damages, pre- and post-judgment interest, back pay, and emotional-distress awards without physical harm are taxable. Learn how the attorney-fee gross-income trap, W-2 versus 1099-MISC reporting, and settlement-agreement allocation decide how much of the check you keep.
A real estate syndication waterfall pays limited partners in four tiers — return of capital, a 6–10% preferred return, a sponsor catch-up, then a 70/30 or 80/20 residual split. This guide works the math on a $100,000 investment, explains capital-call dilution, why a K-1 can show a loss while you received cash, and lists ten questions to confirm before wiring money.
A midyear withholding checkup turns "Will I owe?" into numbers you can act on—check your 2026 estimated-tax safe harbors (90% of this year's tax, or 100%/110% of last year's), project your withholding, and close any gap with a new Form W-4 or estimated payments.
The IRS can levy bank accounts and wages without a court order under Section 6331, but must send a Final Notice (LT11/Letter 1058) and offer a 30-day Collection Due Process hearing under Section 6330. Banks must hold levied funds 21 days under Section 6332(c), giving owners time to prove hardship or propose an alternative.
The CFPB's national medical-debt reporting ban was vacated in July 2025, but three-bureau reforms still remove paid collections, unpaid debt under $500, and debt less than a year old, and at least 15 states keep their own limits in place.
Schedule 1-A is the new IRS form for tax years 2025-2028 holding four below-the-line deductions — up to $25,000 for tips, $12,500/$25,000 for the FLSA overtime premium, $10,000 for new-car loan interest, and $6,000 per person age 65+. Each phases out on its own MAGI threshold, and this guide covers who qualifies, how the math works, and what records defend the claim.
High earners over $150K AGI ($75K MFS) must pay 110% of prior-year tax to meet estimated-tax safe harbor — 100% for others, 90% of current year as alternative.
The enhanced ACA subsidies expired after 2025 — the 400% FPL cliff is back. Learn why $1 over 400% FPL wipes the credit, and how the §162(l) self-employed health insurance deduction can lower MAGI back under the threshold.
80% of owners have most wealth tied to the business and only 20-30% of listings sell. Learn how to build outside wealth while you run the company, not just when you exit.
H.R.5863's qualified wildfire relief exclusion covered payments Jan 1 2020–Dec 31 2025. Learn why 2026 settlements are taxable, the §104/§1033 alternatives, and California's zero-tax treatment.
