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Check with your state tax rules too! While federal deductions for unreimbursed employee expenses were eliminated, some states still allow these deductions on your state return. I live in California and was able to deduct business expenses on my state taxes even though I couldn't on federal.
Have you considered asking your employer for a raise or bonus equivalent to the cost of the trip instead of direct reimbursement? Sometimes accounting departments have strict rules about certain expense categories but more flexibility with compensation. That way you'd at least offset the cost, even if it would be taxable income.
I actually think the best approach depends on the amount of money we're talking about. If the difference in tax brackets would save you, say, less than $500, it might not be worth the hassle of doing the nominee stuff. But if we're talking thousands (which it sounds like you are), then definitely worth it. Quick math: $12,300 gains Ć (32% - 22%) = $1,230 potential tax savings.
Just to make sure you've considered everything - have you calculated whether the medical expense deduction actually justifies filing separately? Remember that medical expenses are only deductible to the extent they exceed 7.5% of your AGI. Filing separately often increases your overall tax burden in other ways.
One thing to consider with charitable donations of this size is a Donor-Advised Fund (DAF). You can donate a large amount in one tax year to get the immediate deduction, but then distribute the actual gifts to charities over multiple years. This could be helpful if you want to offset this year's big gains but haven't fully decided which charities should receive what amounts. Most major investment firms (Fidelity, Vanguard, Schwab) offer DAFs and they're becoming more crypto-friendly.
Are there any minimum amounts needed to start a DAF? And do you still get the tax benefit if you don't immediately distribute the money to end charities?
Most major DAFs have minimums in the $5,000-25,000 range to open an account, which shouldn't be an issue given the size of your potential donation. Some smaller community foundations might have lower minimums if you're looking to start smaller. You absolutely get the full tax deduction in the year you contribute to the DAF, regardless of when you distribute the money to end charities. That's the main benefit! You could theoretically put in millions this year, claim the deduction now, and then take your time over many years to thoughtfully distribute the funds. The money can even be invested and grow tax-free while in the DAF. Just be aware that once money goes into a DAF, it can only come out as charitable donations - you can't take it back personally.
Has anyone here actually donated crypto directly to a charity? I'm curious about the logistics. Do they give you some kind of wallet address? Do you need a special tax form?
I donated about 3 ETH to the Red Cross last year. They have a dedicated crypto donation page with wallet addresses for different cryptocurrencies. The receipt they provided showed the USD value at the time of transfer based on market rates. I had to fill out Form 8283 for noncash charitable contributions with my tax return. My accountant said for donations over $5,000 I would have needed a qualified appraisal too, but I was under that threshold.
Thanks for sharing your experience! I didn't realize they would have dedicated wallet addresses ready to go. Did you have any issues with the Form 8283? I'm nervous about getting the valuation right since crypto prices fluctuate so much.
Just want to add something nobody's mentioned yet - your withholding might seem high but have you considered your overall tax situation? Like, do you have any other income sources besides your regular job? Investment income, side hustles, etc. can change your total tax liability. Also, sometimes having slightly higher withholding can be strategic if you normally have things like capital gains or other income that isn't subject to withholding. It's a way to avoid underpayment penalties without having to make separate estimated tax payments.
No other income sources - just my regular W-2 job. No investments that generate significant income, no side hustles. That's why the high withholding seems odd to me. I don't mind getting some money back at tax time, but $4k feels excessive when I could be using that money throughout the year.
In that case, you're definitely overwithholding. With just W-2 income, you should be able to get pretty close to breaking even. The suggestions above about adjusting your W-4 are solid. One more tip - after you submit a new W-4, check your next few paychecks to make sure the changes took effect correctly. Sometimes payroll departments make mistakes implementing withholding changes. Also, if you don't want to mess with the complicated calculations, a simple approach is to just use Line 4(c) of the W-4 to specify an exact dollar amount LESS to withhold per pay period. If you're getting $4k back and have 24 pay periods, you could just put -$167 on that line to reduce each paycheck's withholding by that amount. Just make sure your payroll system allows negative numbers there.
Has anyone here used the IRS withholding calculator lately? Last time I tried it (maybe 2 years ago) it was basically unusable. Wondering if they've improved it since then?
I used it last month and it's slightly better than before but still pretty confusing. You need to have your most recent paystub AND last year's tax return handy to use it effectively. The biggest issue I had was that it doesn't handle irregular income well. I got a bonus early in the year and it threw off all the calculations. Ended up just guessing at how to adjust my W-4.
Paige Cantoni
Don't forget that the energy efficiency credit has different limits for different types of improvements. While the overall limit is $1,200 per year, there are also specific limits like $600 for windows and $500 for doors. So even if you stayed under the $1,200 total, you still need to make sure you're not exceeding those category limits. This is definitely something to consider when planning installations across tax years!
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Wesley Hallow
ā¢Wait seriously?? I thought the $1,200 was just a flat limit for everything combined. So I can only claim $600 for windows even if that's all I'm claiming that year?
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Paige Cantoni
ā¢That's right - even if windows are your only energy improvement for the year, you can only claim up to $600 for windows specifically. The category limits are: $600 for windows, $500 for doors, $600 for home energy audits, and $2,000 for heat pumps/biomass stoves. So if you're planning installations across tax years, you'd want to strategically install different categories each year to maximize your credits. For example, maybe do some doors one year and windows the next, rather than all windows split across two years.
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Kylo Ren
Kinda late to the party but I wanted to add that these energy efficiency credits are extended through 2032, so you've got time to plan future home improvements to take advantage of the credits each year. I'm doing a multi-year home upgrade plan specifically to maximize these credits!
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Nina Fitzgerald
ā¢Is there an income limit for claiming these credits? I've heard some tax benefits phase out at higher incomes.
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