Missed filing 83(b) election with IRS within the 30-day deadline - what now?
I completely dropped the ball and forgot to send my 83(b) election to the IRS after receiving equity units at the startup where I work. The units were issued around January 2024 (about 1.5 years ago) with a fair market value of $0.00. They vest 25% after the first year and quarterly after that. I just realized I was supposed to mail the 83(b) election within 30 days of receiving the equity. Total facepalm moment. I'm assuming I've lost the tax advantages, but wanted to get clarity on exactly what this means for me now? How badly did I mess up my tax situation? Will I face penalties or just different tax treatment when these units vest?
28 comments


Jamal Anderson
This is unfortunately one of those situations where timing really matters. The 83(b) election must be filed within 30 days of receiving the equity, and there are no exceptions to this deadline. Since it's been about 1.5 years, you won't be able to make the election retroactively. Without the 83(b) election, you'll be taxed on the equity as it vests rather than at the grant date. Since the FMV was $0.00 when granted, you would have paid little to no tax had you filed the election. Now, if the company increases in value (which hopefully it does!), you'll pay ordinary income tax on the fair market value of each portion as it vests. For example, when your first 25% vests, you'll be taxed on the FMV of those units at that time. Same for each quarterly vesting thereafter. The good news is you don't owe any back taxes or penalties for not filing - you just don't get the preferential tax treatment.
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Mei Wong
•Thank you for the explanation. So to be clear, I didn't break any rules by not filing, I just don't get the tax advantage? Also, once I pay income tax on the vested shares, will my cost basis be adjusted so I don't pay tax again when I eventually sell?
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Jamal Anderson
•You didn't break any rules - the 83(b) election is optional, not mandatory. You simply missed out on a tax planning opportunity. There are no penalties for not filing it. Yes, your cost basis will be adjusted to the fair market value of the shares at the time they vested. So when you eventually sell, you'll only pay capital gains tax on any appreciation from the vesting date value to the sale price. This is actually one small silver lining - you'll have a higher cost basis than if you had made the 83(b) election when the FMV was $0.00.
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QuantumQuasar
I went through this exact same situation last year. I forgot to file my 83(b) election for my startup shares and was panicking. After spending hours trying to find answers online, I found this AI tax tool called taxr.ai that specializes in equity compensation issues. I uploaded my equity documents and got a detailed explanation of exactly what would happen tax-wise without the 83(b) election. The tool at https://taxr.ai walked me through all the implications and gave me a plan for how to handle the taxes as my shares vest. Honestly saved me so much stress because I understood exactly what to expect instead of worrying about surprise tax bills.
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Liam McGuire
•Does it only help with missed 83(b) elections or can it handle other equity compensation issues too? I've got ISOs and RSUs and tax season is a nightmare every year.
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Amara Eze
•Did you try to get a private letter ruling from the IRS? I've heard some people were able to file late 83(b) elections that way. Wondering if the AI told you about that option?
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QuantumQuasar
•It handles pretty much all equity compensation issues - ISOs, NSOs, RSUs, ESPP, and of course 83(b) elections. You can upload grant documents and it breaks down the tax implications at each step (grant, vest, exercise, sale). It really shines with complicated scenarios like having multiple types of equity or trying to avoid AMT. No, the AI specifically explained that private letter rulings aren't typically granted for missed 83(b) elections unless there are truly extraordinary circumstances - like the IRS lost your timely filed election. Simple forgetting to file isn't considered grounds for relief, unfortunately. The IRS is really strict about that 30-day deadline.
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Amara Eze
Update: I tried taxr.ai after my earlier comment and am actually impressed. I uploaded my equity grant docs and it caught that I might trigger AMT with my ISOs next year based on my vesting schedule and company valuation. It gave me a timeline showing exactly when to exercise to minimize my tax bill. It also explained the difference between missing an 83(b) election (which can't be fixed) versus ISO exercise timing (which can be strategically planned). Really helped me understand my equity compensation in plain english. Way better than the vague explanations from my company's HR department.
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Giovanni Greco
When I missed my 83(b) filing deadline, I was desperate and tried calling the IRS to see if there were ANY exceptions. Big mistake. I called for HOURS and couldn't get through to anyone who knew what an 83(b) election even was. Total waste of time. Eventually found this service called Claimyr (https://claimyr.com) that got me on the phone with an actual IRS agent in about 20 minutes. There's a demo of how it works at https://youtu.be/_kiP6q8DX5c. The agent confirmed what everyone here is saying - there's no fixing a missed 83(b) election - but at least I got a definitive answer from the source and could stop hoping for a miracle.
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Fatima Al-Farsi
•Wait how does that even work? The IRS phone system is notoriously impossible to navigate. How does this service get you through when calling directly doesn't work?
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Dylan Wright
•Sounds like a scam tbh. Nobody can magically get through to the IRS. They either answer or they don't, and most of the time they don't.
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Giovanni Greco
•It's actually pretty clever - they use an automated system that navigates all the IRS phone menus and waits on hold for you. When an actual agent answers, the system calls your phone and connects you directly to the agent. So you don't have to sit through hours of hold music. Not a scam at all. I was skeptical too, but it works because they're not doing anything magical - they're just automating the tedious part of waiting on hold. The IRS phone system is terrible but it does eventually connect you if you wait long enough. This service just does the waiting for you. I ended up talking to a very helpful agent who confirmed I couldn't retroactively file my 83(b).
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Dylan Wright
I take back what I said about Claimyr. After my skeptical comment I decided to try it myself because I've been trying to reach the IRS about a missing refund for WEEKS with no luck. Got connected to an agent in about 15 minutes who found that my refund was held up because of a verification issue. She fixed it on the spot and my refund should arrive next week. I wasted so much time trying to call them directly. Wish I'd known about this earlier. For OP - the agent I spoke with also mentioned that missed 83(b) elections are super common and there's no recourse, so don't feel too bad. She said practically everyone with startup equity misses this deadline.
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Sofia Torres
One thing to consider - if your equity is still valued at very little when it starts vesting, the tax hit might not be that bad. I missed my 83(b) election too, but our company's valuation stayed pretty flat for the first few years. By the time the value started significantly increasing, I'd already vested a good chunk at a low valuation. Just make sure you're prepared for the tax bills at each vesting event. Some companies will let you sell enough shares to cover the taxes, but at a private startup, that's trickier. You might need to set aside cash from your regular salary.
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GalacticGuardian
•Good point, but don't 409A valuations typically go up every year for startups that are doing well? My company's valuation tripled between when I joined and when my first shares vested. Huge tax hit that I wasn't prepared for.
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Sofia Torres
•That's definitely true - if your startup is growing fast, the 409A valuations will likely increase. My situation was unusual because we had some product delays that kept our valuation relatively flat for a couple years. You're right that rapidly growing startups will see those valuations climb, which makes missing the 83(b) election more painful. That's why I suggested setting aside cash for each vesting event. The worst situation is getting a big tax bill on paper gains for shares you can't actually sell yet.
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Dmitry Smirnov
Does anyone know if you need to do 83(b) elections for every grant? I filed one when I first joined my startup but then got an additional grant last month. Do I need to file another 83(b) for the new grant?
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Jamal Anderson
•Yes! Each new restricted stock grant requires its own 83(b) election within 30 days of receiving that specific grant. The election only applies to the particular grant it references.
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Fiona Sand
I feel your pain - this is such a common mistake with startup equity! The good news is that you haven't actually violated any tax rules, you just missed out on a valuable tax planning opportunity. Since your equity had a $0.00 FMV at grant, you would have owed essentially no tax if you'd filed the 83(b) election. Now you'll pay ordinary income tax on the fair market value at each vesting date instead. This could be significant if your company's valuation has increased since January 2024. One practical tip: start setting aside cash now for the tax bills that will come with each vesting event. If your startup doesn't allow share sales to cover taxes (which is common for private companies), you'll need to pay these taxes out of pocket from your regular salary. Consider talking to a tax professional who specializes in equity compensation to help you plan for the upcoming vesting dates and estimate what you might owe. The silver lining is that your cost basis will be stepped up to the FMV at each vesting date, so you won't face double taxation when you eventually sell the shares.
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LunarLegend
I'm sorry to hear about missing your 83(b) election deadline - this is honestly one of the most common mistakes people make with startup equity, so don't beat yourself up too much about it. Since you mentioned the FMV was $0.00 when granted in January 2024, the tax impact of missing the election will depend entirely on what your company's valuation looks like now and at each future vesting date. If your startup is still early stage and the 409A valuation hasn't increased dramatically, your tax hit might be manageable. But if the company has raised funding or grown significantly, you could face substantial ordinary income tax bills. The key thing now is to be proactive about tax planning. I'd strongly recommend: 1. Ask your company for the current 409A valuation so you can estimate what you'll owe when your first 25% vests 2. Start setting aside cash from each paycheck to cover the tax bills 3. Consider consulting with a tax professional who specializes in equity compensation before your first vesting date Also, make sure you understand your company's policy on share sales - many private startups don't allow employees to sell shares to cover taxes, which means you'll need to pay out of pocket. Planning ahead will save you from scrambling when that first tax bill arrives.
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CosmicCommander
•This is really helpful advice! I'm in a similar situation with my startup equity and hadn't thought about asking for the current 409A valuation to estimate my tax liability. That's a great proactive step. One question - when you mention consulting with a tax professional who specializes in equity compensation, do you have any recommendations for finding someone with that specific expertise? My regular CPA doesn't seem very familiar with startup equity issues and I want to make sure I'm getting advice from someone who really understands the nuances. Also, for the cash planning piece - is there a rule of thumb for what percentage of the vested value to set aside? I know it depends on your tax bracket, but wondering if there's a rough estimate to start with.
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Kristin Frank
•For finding a tax professional with equity compensation expertise, I'd recommend looking for CPAs or EAs who specifically advertise experience with startup equity or work with tech companies. The National Association of Stock Plan Professionals (NASPP) has a directory that can help you find qualified professionals in your area. As for setting aside cash, a rough rule of thumb is to save 35-40% of the vested share value if you're in a higher tax bracket (factoring in federal income tax, state taxes if applicable, and payroll taxes). So if shares worth $10,000 vest, consider setting aside $3,500-4,000. This might be conservative, but it's better to over-save than get hit with a surprise tax bill you can't cover. The exact percentage will depend on your total income, state taxes, and whether you're subject to AMT, which is why getting professional advice tailored to your situation is so valuable.
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QuantumQuest
I've been through this exact situation and know how frustrating it feels! The 30-day deadline for 83(b) elections is unfortunately ironclad - I learned this the hard way when I missed mine by just a few days back in 2022. Here's what I wish someone had told me: while you can't fix the missed election, you're not facing any penalties or violations. You just don't get the preferential tax treatment. The real challenge now is cash flow planning for when your shares vest. Since your equity had $0.00 FMV at grant, start monitoring your company's 409A valuations closely. Many startups revalue annually or after funding rounds. If your company has raised money or grown significantly since January 2024, you could face substantial tax bills when that first 25% vests. I'd recommend creating a simple spreadsheet to track: (1) your vesting schedule, (2) estimated current share value, and (3) projected tax liability for each vesting event. This helped me avoid the shock I experienced when my first batch vested at a much higher valuation than expected. One silver lining - at least you caught this now rather than right before a major vesting event or exit. You have time to plan and save accordingly. The tax treatment isn't ideal, but it's manageable with proper preparation.
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Vera Visnjic
•This is such solid practical advice! Creating a tracking spreadsheet is brilliant - I wish I had thought of that when I was dealing with my equity situation. The point about monitoring 409A valuations is especially important since those can jump significantly between funding rounds. One thing I'd add for anyone in this situation: if your company does allow secondary sales or has a tender offer program, that could provide an opportunity to sell some shares to cover the tax liability when they vest. Not all startups offer this, but it's worth asking HR or your equity administrator about the company's policies around liquidity events. Also, don't forget about estimated quarterly tax payments if the vested amount is substantial. The IRS expects you to pay taxes throughout the year, not just at filing time, so you might need to make quarterly payments to avoid underpayment penalties. A tax professional can help calculate what you should be paying each quarter based on your vesting schedule.
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TillyCombatwarrior
I'm really sorry this happened to you - missing the 83(b) election deadline is one of those gut-punch moments that so many startup employees experience. The 30-day window is unfortunately non-negotiable, and I've seen countless people in similar situations over the years. Since your shares had a $0.00 FMV at grant, you would have had essentially no tax liability if you'd filed the election on time. Now you'll be taxed as ordinary income on whatever the fair market value is at each vesting date. Given that it's been about 1.5 years since your grant, your company may have had one or more 409A revaluations that could significantly impact your tax bill. My advice: reach out to your HR or equity administration team immediately to get the current 409A valuation. This will help you estimate what you'll owe when your first 25% vests. If the valuation has stayed relatively flat, your tax impact might be minimal. But if your company has grown or raised funding, you need to start preparing financially. Consider setting aside 35-45% of the estimated vested share value for taxes (this covers federal, state if applicable, and payroll taxes for most brackets). Also ask about your company's policy on share sales - if they don't allow employees to sell shares to cover taxes, you'll need to pay out of pocket. The good news is there are no penalties for not filing the election, and your cost basis will be stepped up to the FMV at vesting, so you won't face double taxation on sale. It's not the end of the world, just requires more careful tax planning going forward.
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CosmicCadet
•This is incredibly thorough advice - thank you for laying out the practical steps so clearly! I'm actually in a similar boat with missed 83(b) elections from a previous startup, and the point about getting the current 409A valuation is spot on. One thing I learned from my situation: if your company has multiple share classes (common vs preferred), make sure you understand which class your equity represents when calculating potential tax liability. The 409A valuation might show different values for different share classes, and employees typically get common shares which are valued lower than preferred. This can actually work in your favor since the FMV for tax purposes might be less than you initially think. Also, for anyone reading this - if you're still within the 30-day window for a recent grant, don't make the same mistake! File that 83(b) election immediately, even if the current FMV is low. Better to be safe than sorry, and the election is pretty straightforward to complete.
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Marcus Marsh
I'm really sorry you're dealing with this - the missed 83(b) election is unfortunately a very common mistake that happens to so many startup employees. The 30-day deadline is absolute with no exceptions, so there's no way to retroactively file it now. Since your equity had a $0.00 fair market value when granted in January 2024, you would have owed virtually nothing in taxes if you had filed the election on time. Now you'll face ordinary income tax on the fair market value of your shares as they vest, which could be significant if your company's valuation has increased over the past 1.5 years. The most important thing now is to get ahead of the tax planning. I'd recommend immediately requesting the current 409A valuation from your company's finance or HR team so you can estimate what you'll owe when your first 25% vests. If your startup has raised funding or grown substantially, this could be a meaningful tax bill that you'll need to pay out of pocket (since most private companies don't allow share sales to cover taxes). Start setting aside cash now - generally 35-40% of the estimated vested share value should cover federal income tax, state taxes if applicable, and payroll taxes. Also consider whether you'll need to make quarterly estimated tax payments to avoid underpayment penalties. The silver lining is that there are no penalties for missing the election, and your cost basis will be stepped up to the FMV at each vesting date, so you won't be double-taxed when you eventually sell. It's definitely not ideal, but with proper planning, it's very manageable.
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Lucas Turner
•This is really comprehensive advice, Marcus! I'm a newcomer here but dealing with a similar equity situation. One quick question - when you mention requesting the current 409A valuation from HR/finance, is this something they're typically willing to share with employees? I've been hesitant to ask because I wasn't sure if that information is usually considered confidential or if employees have a right to know the valuation that affects their tax liability. Also, for the quarterly estimated payments you mentioned - is there a threshold where this becomes necessary? I'm trying to figure out if my situation would trigger the need for quarterly payments or if I can just handle it at year-end filing.
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