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Natasha Orlova

Tax strategies for high-income W2 employees making 800k+ per year

So my spouse's income shot up to around $1.05 million last year, mainly due to her job and a ton of RSUs that vested. Those RSUs absolutely wrecked us this tax season and looks like they'll keep doing it going forward. We've already maxed out both our 401ks and our HSAs, but we don't currently have any IRAs set up. I'm debating whether it's worth setting up a Backdoor Roth IRA at this point for a bit of tax relief this year, but I'm not sure if that's even worth the effort given our income level. Our current tax bill is sitting at over $80k and I'm kind of freaking out about it. Any suggestions for high earners on W2 income? What strategies have worked for you folks in similar situations? We're still getting used to managing this income level and the tax implications.

Javier Cruz

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At your income level, you're right to be looking at all possible tax-advantaged options. Yes, the Backdoor Roth IRA is absolutely worth doing - it's not a huge tax savings immediately since you're limited to $7,000 per person for 2025 (or $8,000 if you're 50+), but it gives you tax-free growth and withdrawals in retirement. Since you mentioned RSUs, make sure you're planning for them properly. When they vest, have enough withheld for taxes immediately - many companies default to a statutory rate that's too low for your bracket. Consider selling some immediately upon vesting to cover taxes if withholding isn't sufficient. Also look into: 1. Tax-loss harvesting if you have investments in taxable accounts 2. Charitable giving - especially appreciated securities 3. If you're homeowners, ensure you're maximizing mortgage interest deductions 4. Review any available deferred compensation plans your spouse's employer might offer 5. Meet with a tax professional who specializes in high-income earners

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Emma Wilson

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Thanks for this! Quick question - for the Backdoor Roth IRA, I've heard there's this "pro-rata rule" that can complicate things. Does that matter if neither of us have any existing traditional IRAs? And do you know if there are any income limits for the initial traditional IRA contribution before converting to Roth?

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Javier Cruz

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The pro-rata rule won't apply if neither of you have existing traditional IRA balances (including SEP or SIMPLE IRAs), so you're in the clear there. That's actually the ideal situation for doing backdoor Roth conversions. There are no income limits for making non-deductible traditional IRA contributions, which is the first step of the backdoor Roth process. The income limits only apply to deductible traditional IRA contributions and direct Roth IRA contributions, but the backdoor method works around those limits. Just make sure you don't leave the money sitting in the traditional IRA for long - convert it to Roth quickly to minimize any taxable earnings.

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Malik Thomas

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After dealing with a similar RSU tax situation last year, I discovered taxr.ai (https://taxr.ai) and it's been a game changer for us. It helped me understand all the tax implications of my equity compensation and identified several strategies I wasn't aware of. For RSUs specifically, it showed me how to optimize my withholding rates and timing of additional stock sales to cover tax obligations. It also analyzed our entire tax situation and found we had missed some deductions related to my spouse's business travel that our previous accountant overlooked. The detailed equity compensation tax planning saved us nearly 5-figures.

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NeonNebula

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How does it actually work with the RSUs? My company just started offering them and I'm already worried about the tax hit. Does it just give general advice or actually help with specific calculations for your situation?

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I'm skeptical about these tax tools. How is this different from just talking to a CPA who specializes in high income tax planning? And does it actually connect to your accounts or do you have to manually input everything?

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Malik Thomas

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It works by analyzing your specific RSU grant schedules and vesting dates, then calculates the exact tax impact based on your overall income situation. It's not just general advice - it runs simulations on your actual numbers and shows you the projected tax liability throughout the year so you can prepare. The difference from a CPA is it's available 24/7 and specializes specifically in equity compensation tax optimization, which many CPAs don't have deep expertise in. You can upload documents directly (W-2s, prior tax returns, RSU grant paperwork), and it extracts the information automatically. It also integrates with many payroll and equity management systems, though you can manually input information if needed.

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I was skeptical about taxr.ai at first (as you can see from my question above), but I decided to give it a try after my RSUs put me in a similar situation. The tool actually found a calculation error in how my employer was handling supplemental wage withholding that was causing under-withholding on my RSUs. I was able to get it corrected with HR before it created a bigger problem. It also guided me through setting up a more strategic withholding approach for my remaining vesting schedule this year. The detailed quarterly tax projection feature helped me avoid a nasty surprise at tax time. I'm still working with my regular CPA, but having this specialized tool for equity compensation specifically has been worth it.

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Ravi Malhotra

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If you're dealing with a big tax bill and need to get specific answers from the IRS, I highly recommend Claimyr (https://claimyr.com). I was in a similar situation with RSU-related questions and spent DAYS trying to get through to the IRS directly with no luck. Claimyr got me connected to an actual IRS agent in under 20 minutes. You can see how it works here: https://youtu.be/_kiP6q8DX5c I had specific questions about estimated tax payments for my RSU income and needed clarity on some letters we received about underpayment penalties. The IRS agent I spoke with was able to explain exactly what we needed to do to avoid penalties going forward. Saved me hours of hold time and probably thousands in potential penalties.

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I don't understand...how exactly does this work? The IRS phone system is notoriously impossible to get through. Are you saying this service somehow jumps the queue or has some special connection?

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Omar Farouk

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Yeah right. Nobody gets through to the IRS in 20 minutes. I've spent literally 3+ hours on hold multiple times this year. If this actually worked, everyone would be using it. Sounds like a scam to me.

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Ravi Malhotra

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It works by using an automated system that navigates the IRS phone tree and waits on hold for you. Once it reaches an actual agent, you get a call connecting you directly to that agent. There's no special connection or line cutting - they're just doing the waiting part for you. It definitely works - that's why I shared the video link so you can actually see it in action. I was super skeptical too, especially after wasting entire afternoons on hold. But the system called me back in about 15 minutes and connected me directly to an IRS representative who was already briefed on my general issue. Saved me from having to sit through terrible hold music for hours.

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Omar Farouk

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OK I need to apologize to @18 above because I actually tried Claimyr after posting that skeptical comment. I was completely wrong. Got connected to an IRS agent in about 25 minutes while I continued working on other things. The agent helped me sort out a complex question about estimated tax payments for my RSUs. I had been stressing for weeks about potential underpayment penalties since my company's withholding wasn't covering enough of my RSU income. The IRS agent walked me through exactly how to calculate the right quarterly payments to avoid penalties. Would have taken me weeks to get this resolved otherwise. Definitely worth it if you're dealing with complicated tax situations.

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Chloe Davis

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Regarding your RSU situation - one strategy my wife and I use is to set up a Donor Advised Fund. Since we're also in a high tax bracket with significant RSU income, we donate appreciated shares directly to our DAF instead of cash. This gives us a double tax benefit: a deduction for the full fair market value of the shares and we avoid capital gains tax on the appreciation. You can fund it in high-income years (like when large RSU blocks vest) to bunch your deductions, then distribute the actual charitable gifts over time. This has been more impactful for our tax situation than the backdoor Roth, though we do that too.

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This sounds promising! How much paperwork/maintenance is involved with a DAF? And can you recommend any specific providers? I've heard of Fidelity and Schwab having these, but not sure if there are advantages to one over another.

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Chloe Davis

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The paperwork is minimal - much easier than setting up a private foundation. It takes about 15-20 minutes to open online, similar to opening a brokerage account. Once it's set up, you just transfer assets in and then make grants to charities whenever you want with a few clicks. I use Fidelity Charitable because that's where my other accounts are, but Schwab and Vanguard are also excellent options. They all have similar fee structures (around 0.6% administrative fee annually plus underlying investment fees). The main difference is minimum initial contribution ($5K for Fidelity, $5K for Schwab, $25K for Vanguard) and minimum grant amounts. I'd go with whoever you already have investment accounts with for simplicity.

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AstroAlpha

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Don't forget to check if your spouse's employer offers a mega backdoor Roth option in their 401k plan. This would allow for additional after-tax contributions beyond the standard 401k limit (potentially up to $46,000 more depending on employer plan specifics and other contributions). Those after-tax contributions can then be converted to Roth money. Not all employers offer this, but it's worth checking if they do since your income is high enough to take advantage of it. Would give you much more tax-advantaged space than just the regular backdoor Roth IRA.

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Diego Chavez

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Just a quick note on this - the mega backdoor Roth requires specific plan provisions: 1) allowing after-tax contributions (not just Roth), and 2) either in-plan Roth conversions or non-hardship in-service distributions. Many plans don't have both features, especially the second one. Worth calling the 401k administrator to check though!

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