Agree! It would be political suicide to let middle class families see their taxes go up right after an election. My money is on them extending at least some provisions, probably at the last minute in December 2025 like they always do. Makes planning almost impossible though.

Omg thank you for bringing this up. My parents did their estate planning after 2018 and I don't think they've considered this. Going to make sure they talk to their attorney.

You're welcome! It's definitely something that caught many people by surprise. The current estate planning strategies that work with the higher exemption amounts may need significant revision when the exemption is cut roughly in half. For people in that potential danger zone (estates valued between $6-13 million), it might be worth looking into making larger gifts before the end of 2025 to lock in the higher exemption amount. The IRS has already issued regulations confirming they won't try to "claw back" the benefit of the higher exemption for gifts made while it was in effect, even after it expires. It's one of the few areas where proactive planning before the expiration can make a real difference.

I've actually tried that approach. He refuses to show me any documentation and just says "it's all the money I gave you last year." We're not exactly on friendly terms right now, so getting voluntary cooperation is unlikely. That's why I'm trying to understand my options and whether I need to be proactive about protecting myself.

In that case, definitely document everything you actually received. Pull your bank statements for 2023 and highlight all deposits that came from him. If you received any cash, try to reconstruct those amounts from text messages, emails, or your own notes. Since he's being difficult, you might consider having your tax preparer add a statement to your return specifically noting that you had no formal support agreement in 2023 and are not reporting any taxable alimony income. This creates a paper trail showing you're being transparent, which helps if questions come up later.

This is great advice. Divorce attorneys usually document all financial transactions during proceedings. They can provide official records that will stand up to IRS scrutiny if needed.

Couldn't those incentives be handled through direct spending programs instead of tax code complexity tho? Why mix revenue collection with social policy?

That's a valid point in theory. Direct spending programs could replace tax incentives, but there are practical challenges. Our political system has historically found it easier to create tax incentives than to approve new spending programs. Tax benefits are less visible and often face less opposition. The other issue is implementation. The IRS already has mechanisms to verify income, process claims, and issue refunds. Creating new agencies or programs to handle what the tax code currently does would require significant infrastructure. Just look at how complicated some benefit programs are to administer compared to tax credits.

This is such an important point that gets overlooked! A true flat tax would need to treat all income the same regardless of source. Otherwise it's just shifting more burden to wage earners.

Can you walk me through exactly where in FreeTaxUSA I should be entering this? I keep getting stuck at the part where it asks if I want to file Schedule C. Should I be saying no to that?

You should definitely say NO to filing Schedule C since you're not claiming to be self-employed. In FreeTaxUSA, go to the Income section, then select "Wages paid by an employer who did not withhold Social Security and Medicare taxes" (not the 1099-NEC section). When you get to the screen asking for details, enter your income amount from the 1099-NEC, select reason code G, and enter the employer information exactly as it appears on your 1099. The software will calculate only the employee portion of FICA taxes rather than self-employment tax.

H&R block was terrible when I tried to file with Form 8919 last year. They kept adding the income back as self employment even after I removed it. Ended up having to paper file.

That's really helpful advice about spreading out the withdrawals. Do you think there's any advantage to starting withdrawals now versus waiting closer to the 10-year deadline? I'm wondering if we should just let it grow for a while since our income is pretty high right now.

It really depends on your current income situation and future expectations. If your income is particularly high right now, it might make sense to delay distributions until a later year when you might be in a lower tax bracket. However, if you expect your income to increase in coming years or if the account might grow substantially, earlier withdrawals could make sense. There's also the benefit of tax-loss harvesting opportunities in down markets. I'd recommend running some projections with different withdrawal scenarios to see what makes the most sense for your specific situation.

Is there any situation where growth in an inherited traditional IRA would actually be tax-free? Maybe the advisor was confusing it with something else?