Wait really? So we're not supposed to use decimal points at all in the tax forms? I've been doing mine wrong for years then...

It depends on the specific field in the tax software. Some fields accept decimals, while others require whole numbers only. The problem is that most tax software doesn't warn you about this until you try to e-file and get rejected. For example, estimated tax payment fields typically want whole dollars only, no cents. But some deduction fields might accept exact amounts with cents. The IRS e-file specifications are incredibly detailed about which fields accept which formats, but regular taxpayers never see these rules. That's why these errors are so frustrating - we're basically being asked to comply with technical specifications we can't see.

OMG thank you!!! I think this might be my issue. My employer's name has an ampersand in it (Something & Sons LLC) and I keep getting rejected. Going to try removing it now!

How exactly do you track this stuff? Like if I sold some Tesla at a loss in December but then bought some again in January, do I have to manually figure out the wash sale or will my brokerage statement show it? This whole capital loss thing is making my head spin.

Most brokerages will track wash sales for you on your 1099-B forms and year-end tax statements. They'll have a column that shows "Wash Sale Loss Disallowed" or something similar. However, they only track wash sales within the same brokerage account - they won't know if you sold in one account and bought in another, or if your spouse bought the same security in their account. If you're doing your taxes with software like TurboTax or H&R Block, they'll usually flag potential wash sales when you enter your trading information. But it's always good to review your brokerage statements carefully and look for those wash sale notations, especially if you're an active trader or if you're trading the same securities across multiple accounts.

Great point! I just want to add that this is why tax software can sometimes get this wrong. It gets complicated fast when you have multiple types of gains and losses from different years. My tax guy showed me how one year I had long-term losses but short-term gains the next year, and the software didn't optimize how they offset each other. Had to manually override it which saved me almost $900.

That Excel approach sounds really helpful! Would you be willing to share a sanitized version of that template? I'm trying to create something similar but want to make sure I'm setting it up correctly.

I can't share the actual file for confidentiality reasons, but I can describe the basic structure. I have columns for each relevant CFCs and rows that calculate: The CFC's total E&P for the year, then the portion that's Subpart F and the portion that's GILTI. Below that, I list the total foreign taxes paid by the CFC. Then I compute the deemed paid taxes by multiplying the foreign taxes by the ratio of included income (Subpart F or GILTI) to total E&P. Don't forget that for GILTI inclusions under 960(d), you only get 80% of the deemed paid taxes. And everything needs to be tracked by separate income baskets too!

Thanks for pointing that out! I've been confused because some of the materials I'm looking at seem to describe different systems. So post-TCJA we're not using the pooling method anymore? Is there a good source you'd recommend that covers the current rules?

14 Wait, we don't have a legal right to benefits even though we're forced to pay into the system? That seems completely unfair! How is that constitutional?

5 The court essentially ruled that Social Security is a social program, not a contract, and Congress retains the right to alter, amend, or repeal any provision of the Social Security Act. The case specifically involved a person who was denied benefits after being deported for being a member of the Communist party. While it might seem unfair, the constitutional basis is that Congress has broad powers to tax and spend for the general welfare. The FICA tax is considered a valid exercise of this power, and benefits are authorized spending programs that can be modified. This is different from private contracts or property rights that have stronger constitutional protections.

17 This is why I'm always confused when younger people say they're planning as if Social Security won't exist. Even if it faces funding challenges, some version of it will almost certainly continue. The political consequences of eliminating it would be too severe.

Thanks, that's really helpful! Actually, my dad has been meticulous about keeping records. He's got the original purchase documents from when he bought it, plus receipts for clearing some areas, putting in a gravel access road, and installing some drainage systems. Would all of those count as improvements to the property?

Yes, all of those would likely qualify as capital improvements that increase your basis! Clearing land, access roads, and drainage systems are classic examples of improvements that add to your cost basis because they're not regular maintenance but actual improvements to the property. Make sure you have those receipts organized and ready to provide if needed. The higher your documented basis, the less capital gain you'll have to report. This is exactly why keeping good records is so important with investment properties.

I thought capital gains on real estate was always 15% regardless of income? Is that not the case?