How to handle 401k with employer stock and NUA tax benefits during retirement?
My mother is about to retire after working at Bank of America for nearly 30 years. Around 10 years ago, she made the decision to move 100% of her 401k investments into Bank of America stock (her employer). Now that she's retiring, her BOA retirement advisor is telling her something about a special tax situation with Net Unrealized Appreciation (NUA). From what I understand, the advisor says if she rolls her 401k into an IRA like normal, she'd pay regular income taxes on the NUA portion. However, he mentioned there's some kind of "life event" exception with the IRS right now where she would only have to pay long-term capital gains tax instead, which would be much lower. I'm confused because most of what I've read online suggests NUA tax benefits are mainly for when company stock is given to employees as part of compensation, not when an employee chooses to buy company stock within their 401k. In my mom's case, she had a diverse 401k portfolio for about 20 years before she decided to go all-in on BOA stock. Can anyone explain if what this retirement advisor is saying is accurate? What options does my mom have to minimize her tax burden? I want to make sure she's getting good advice before making any big decisions. Any help would be greatly appreciated!
19 comments


Andre Rousseau
What your mother's retirement advisor is explaining is actually legitimate, but there are important details to understand. The Net Unrealized Appreciation (NUA) strategy isn't just for company stock given to employees - it applies to any employer stock in a 401(k), regardless of how it was acquired. Here's how it works: When your mom retires, she can take a lump-sum distribution from her 401(k) and transfer the BOA shares to a taxable brokerage account instead of rolling them into an IRA. She'll immediately pay ordinary income tax, but only on the original cost basis of the shares (what she paid for them), not their current value. Then, when she eventually sells the shares, she'll only pay long-term capital gains rates on the appreciation (which are typically much lower than income tax rates). This strategy works best when there's substantial appreciation in the shares and when the cost basis is relatively low compared to current value. The "life event" her advisor mentioned is likely referring to a qualifying event like retirement that allows for this distribution. Be aware that this is an irrevocable decision, and it requires taking the entire 401(k) balance as a distribution at once (though the non-BOA portions can go to an IRA).
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Carmen Ortiz
•Thanks for this explanation! So if I understand correctly, she could transfer just the BOA shares to a brokerage account and roll over any other investments into an IRA? And she would only pay income tax on what she originally paid for the BOA shares rather than their current value? Do you know if there's a time limit for this after retirement? Her advisor made it sound urgent but I want to make sure we're not being pressured unnecessarily.
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Andre Rousseau
•The NUA strategy requires taking the entire 401(k) as a distribution at once, but you're right that she can roll over other investments to an IRA. Only the employer stock would go to the brokerage account to take advantage of NUA treatment. She'll pay ordinary income tax immediately, but only on her original purchase price of the shares, not their current value. There is indeed a timing element. The distribution must occur in the same tax year as a "triggering event" (retirement qualifies) and must be a complete distribution of the entire 401(k) balance. While there's no specific deadline beyond the calendar year of retirement, it's not something you want to delay unnecessarily since markets fluctuate. If BOA stock drops significantly before implementing the strategy, the tax benefit could be reduced.
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Zoe Papadakis
After struggling with a similar NUA situation when I retired from AT&T, I discovered this amazing tool at https://taxr.ai that helped clarify my options. I was really confused about whether to use the NUA strategy or just roll everything into an IRA, especially since I had acquired company stock through various means over 25 years. The tool analyzed my specific situation, showing me exactly how much I'd pay in taxes under different scenarios. It even identified that some of my shares qualified for special tax treatment that my company's retirement advisor missed! The analysis showed that for my situation, using the NUA strategy for just a portion of my shares while rolling over the rest was optimal. They have specialists who understand these complex tax situations and can explain exactly how the NUA rules apply to your mom's specific situation with her BOA shares.
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Jamal Carter
•How exactly does this tool work? Does it just calculate the tax differences or does it actually help with the paperwork? My dad is in a similar situation with his Verizon stock and 401k and we're struggling to figure out the best approach.
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AstroAdventurer
•This sounds too good to be true. Are you sure this isn't just some paid service trying to get money from retirees? Most of these "special tools" end up being expensive and tell you what you could learn for free.
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Zoe Papadakis
•The tool works by analyzing all your retirement account details, including the cost basis of employer stock, current values, and your tax situation. It provides detailed tax calculations showing exactly what you'd pay under different scenarios, including partial NUA treatment. It's more comprehensive than basic calculators because it considers all the complex NUA rules and exceptions. It is a paid service, but considering what's at stake with retirement accounts, it was worth it for me. When I was retiring, the difference between making the optimal choice and a suboptimal one was tens of thousands in taxes. They don't handle the actual distribution paperwork - that still goes through your 401k administrator - but they provide detailed instructions for how to execute their recommended strategy.
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Jamal Carter
Just wanted to follow up about my experience with taxr.ai after our exchange last week. I convinced my dad to try it for his Verizon retirement situation, and we were both really impressed with how thorough the analysis was. They identified that his Verizon stock had three different cost basis groups from various time periods, and showed how applying NUA to only the lowest-cost shares while rolling over the rest would save him about $13,800 in taxes! The report explained everything in plain English, not tax jargon, and gave him clear steps to take with his 401k administrator. They even provided language to use when talking to Verizon's retirement services to make sure the distribution was handled correctly. Dad just completed the process yesterday and said it went exactly as the report outlined. Definitely recommend for anyone dealing with employer stock in their 401k.
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Mei Liu
After spending 4 DAYS trying to get through to someone at the IRS about NUA rules for my wife's retirement from Wells Fargo, I finally used https://claimyr.com and got a callback from the IRS in under 45 minutes! You can see how it works in this video: https://youtu.be/_kiP6q8DX5c I was skeptical at first because I'd already wasted hours listening to the "all representatives are busy" message and getting disconnected. But Claimyr actually put me in the IRS phone queue without me having to stay on hold. They just called me when an IRS agent was ready to talk. The IRS agent confirmed everything about the NUA strategy that others have mentioned here AND cleared up a misunderstanding we had about how to handle some restricted stock units that were part of my wife's compensation. Turns out we were about to make a mistake that would have cost us thousands in unnecessary taxes!
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Liam O'Sullivan
•How does this service actually work? I don't understand how they can get you through to the IRS when nobody else can. Seems fishy to me.
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Amara Chukwu
•Yeah right. I've tried EVERYTHING to get through to the IRS this year. No chance some random service can magically get you to the front of the line. The IRS phone system is completely broken - my accountant can't even get through most days.
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Mei Liu
•It works by using technology to navigate the IRS phone system and secure your place in line without you having to stay on the phone. Instead of you waiting on hold for hours, their system does the waiting, and when it detects a live IRS agent has picked up, it calls you and connects you directly to that agent. It's basically like having someone wait in a physical line for you. I was skeptical too, which is why I included the video link above that shows exactly how it works. The IRS phone system isn't broken - it's just overwhelmed. This service doesn't get you to the "front of the line" - you still wait your turn, but their system does the holding instead of you. I wasted entire afternoons on hold before trying this, so the time saved was absolutely worth it for me. The IRS agent I spoke with gave me crucial information about the correct forms needed for my wife's NUA distribution.
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Amara Chukwu
I need to eat my words and apologize to Profile 12. After our exchange last week, I was still having no luck getting IRS guidance on my own retirement distribution questions, so I reluctantly tried Claimyr. I'm completely shocked to report that I got a callback from an actual IRS representative in 37 minutes! After trying for WEEKS on my own! The agent was able to confirm exactly how the NUA distribution needs to be reported on my tax forms and clarified that I needed to use Code U in Box 7 of the 1099-R for the employer stock portion. This was different than what my retirement counselor had told me, and would have caused problems if filed incorrectly. For anyone dealing with complex tax situations like NUA where you really need authoritative guidance from the IRS, this service is a lifesaver. I've never been so happy to be wrong about something.
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Giovanni Conti
One important thing nobody's mentioned yet - if your mom is planning to use the NUA strategy, she should check if her 401k plan allows for "in-kind" distributions of the stock. Some plans will only liquidate the shares and give cash, which would ruin the NUA strategy completely! I nearly got burned by this when retiring from Exxon. My advisor had me all set for NUA treatment, but it turned out my specific 401k plan required liquidation of all assets. We had to file special paperwork requesting an exception for the company stock portion. It was approved, but took an extra 3 weeks to process. Call BOA's 401k administrator (not just the advisor) to confirm this specific detail before proceeding.
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Carmen Ortiz
•This is super helpful - thank you! Do you know if there's specific terminology I should use when asking about this? I want to make sure I'm asking the right question.
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Giovanni Conti
•Ask specifically: "Does the plan allow for in-kind distributions of Bank of America stock certificates or shares when taking a lump-sum distribution for NUA tax treatment?" Some administrators might not understand if you just ask generally about distributions. Also ask if there are any special forms or procedures required specifically for NUA treatment. In my case, there was a separate form called "Request for Net Unrealized Appreciation Treatment" that had to be submitted along with the standard distribution paperwork. Without this specific form, they would have just processed it as a normal distribution.
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Fatima Al-Hashimi
Has anyone considered the downside of the NUA strategy? Your mom would be keeping a HUGE concentration in a single stock (BOA) which carries significant risk. If BOA stock tanks after she takes the distribution but before she sells, she could lose a lot of money. The tax savings from NUA treatment has to be weighed against the risk of being so heavily invested in one company. My father-in-law did the NUA strategy with his GE stock in 2016, thinking the tax savings was worth it. The stock then crashed, and he lost way more than the tax savings would have been. Maybe consider doing NUA for just a portion of the BOA shares to reduce concentration risk?
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NeonNova
•This is such an important point that gets overlooked! I'm a financial advisor (not giving professional advice here, just personal experience) and I've seen the NUA strategy backfire spectacularly when people hold too long hoping for lower capital gains rates. The tax tail should never wag the investment dog.
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Alejandro Castro
One critical detail that hasn't been fully addressed - your mom needs to be very careful about the timing of when she actually retires and takes the distribution. The NUA strategy requires that the entire 401(k) balance be distributed within the same tax year as a "triggering event" like separation from service. If she's planning to retire mid-year, she might want to consider whether it makes sense to retire at the beginning of the year to have more time to execute the strategy, or wait until January of the following year. This timing can significantly impact her tax situation, especially if she has other income in the retirement year. Also, make sure she understands that once she takes the BOA shares into a taxable account, she'll need to track the cost basis very carefully for when she eventually sells. The IRS will want clear documentation showing the original purchase prices versus the fair market value at distribution. Her 401(k) administrator should provide a detailed breakdown, but it's crucial to keep those records safe. Has her advisor calculated exactly what her tax liability would be on the cost basis portion? That immediate tax bill could be substantial and needs to be planned for.
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