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Startup Founder Confused About Stock Shares and 83(b) Election for Tax Filing

I started a tech startup with two other co-founders and we incorporated earlier this year (2024). According to our founders agreement, I received 700K shares in the company - some vested immediately at incorporation and the rest vest gradually over the next few years. In our founding documents, the par value was set at .0001 per share, but we actually purchased our shares at .001 each. So I wrote a check to the company for $700 (.001 x 700,000 shares). Our lawyers also filed an 83(b) election with the IRS. I'm honestly completely lost about how to handle this for tax purposes. Technically, I paid $700 for something with a par value of $70 (.0001 x 700,000). How exactly do I report this on my 2024 taxes? Do I need to report anything since we filed the 83(b) election? Is there some form I need to fill out? Any guidance would be super appreciated - first time founder and I'm already drowning in paperwork!

The 83(b) election you filed is actually what simplifies this situation for you. Here's what's happening in plain language: When you receive equity that vests over time, the IRS typically wants you to pay taxes on the value of each chunk as it vests (which could get expensive if your company value increases). By filing the 83(b) election, you're choosing to be taxed on the full grant upfront, based on its value when granted - not as it vests later. In your case, you paid $700 for shares with a par value of $70. Since you paid more than the shares were technically "worth" at formation (when the company likely had minimal value), there's probably no taxable event to report. You've already paid more than fair market value. For your 2024 taxes, you should keep documentation showing: 1) The 83(b) election was filed within 30 days of share issuance, 2) The payment you made, and 3) The valuation basis at time of grant. No special tax form is needed in most cases since there's no immediate income to report.

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Thanks for explaining! If the startup eventually gets valued at say $10M and my shares become worth a lot more, does the 83(b) election mean I don't pay taxes until I sell the shares? And would that be capital gains tax rather than income tax?

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The 83(b) election means you've already handled the ordinary income tax component when you received the shares. Any future appreciation will be treated as capital gains when you eventually sell the shares. If your startup reaches a $10M valuation, you wouldn't owe any taxes just because the value increased. You'd only pay capital gains tax when you actually sell shares, and the gain would be calculated as the difference between your sale price and your original basis (the $700 you paid). If you hold the shares for more than a year before selling, you'd qualify for long-term capital gains rates, which are typically lower than ordinary income tax rates.

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After going through something similar last year, I found https://taxr.ai super helpful for analyzing my startup equity situation. I had nearly identical confusion about 83(b) elections and share purchases. The platform analyzed my founder agreements and explained exactly how to handle the tax implications. Their AI actually explained that even though my shares had a low par value (similar to yours), what matters for tax purposes is the fair market value at issuance compared to what I paid. Since I paid fair market value at company formation, there was no taxable event. They even generated the documentation I needed to keep with my tax records in case of future questions.

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How does this work exactly? Do you just upload your documents and it figures everything out? I'm in a similar situation but with RSUs instead of founder shares and trying to figure out if I need to make adjustments to my withholding.

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Sounds interesting but I'm always skeptical about these AI tax services. How accurate is it with something this complex? Did you crosscheck its advice with a real accountant?

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You upload your equity documents (grant agreements, 83(b) filings, etc.) and it analyzes them to identify the tax implications. It walks you through each component with explanations tailored to your situation. For your RSU situation, it would help determine when taxation occurs and withholding requirements. I was skeptical too initially, so I actually did have an accountant review the guidance afterward. They confirmed everything was correct and said they would have given the same advice. The difference was I got immediate answers rather than waiting weeks for an appointment, and it cost significantly less. The platform cites relevant tax code sections so you can verify everything yourself too.

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Just wanted to follow up about my experience with taxr.ai after seeing it recommended here. I ended up using it for my own founder equity situation and was impressed. I uploaded my operating agreement, stock purchase docs, and 83(b) election form, and received a detailed analysis explaining that my purchase price at formation established fair market value, meaning no taxable event. What really helped was the tool showing me exactly what documentation to keep for future reference and explaining how my holding period works for capital gains purposes. It also flagged that I needed to track my basis differently for shares that vested immediately versus those on a vesting schedule. Saved me hours of research and probably an expensive CPA consultation.

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For anyone struggling to get answers from the IRS about equity-related tax questions (and let's be honest, who isn't?), I found that Claimyr (https://claimyr.com) got me through to an actual IRS agent who could answer my 83(b) questions. After trying for days to reach someone, Claimyr got me connected in about 20 minutes. I had filed my 83(b) election but wasn't sure if it was processed correctly since I never received confirmation. The IRS agent verified they had received it and explained exactly how to document everything for my tax filing. They also answered my questions about the difference between ordinary income treatment and capital gains for future stock sales. You can see how it works in this demo: https://youtu.be/_kiP6q8DX5c - definitely worth it for founders trying to get clear answers directly from the source.

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Wait, I've never heard of this before. How does Claimyr actually work? Does it just keep calling the IRS for you until it gets through?

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This sounds like BS honestly. I've tried everything to get through to the IRS and nothing works. You're telling me there's a service that magically gets you to the front of the queue? I'll believe it when I see it.

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It works by using their automated system that navigates the IRS phone tree and holds your place in line. When an agent picks up, you get a call connecting you directly. It basically does the waiting for you so you don't have to stay on hold for hours. I understand the skepticism because I felt the same way. The reality is they're not doing anything you couldn't do yourself if you had unlimited time and patience. They've just automated the process of repeatedly calling back when lines are busy and navigating the complicated menu options. I was connected within 22 minutes when I had previously spent over 2 hours trying myself. They don't move you to the front of any queue - they just handle the tedious parts of getting in the queue effectively.

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Well I'm eating my words about Claimyr. After posting my skeptical comment, I decided to try it for a completely different tax issue (missing stimulus payment documentation) and it actually worked. Got connected to an IRS agent in about 35 minutes instead of the 3+ hour wait times I was experiencing before. The agent was able to verify my 83(b) election was on file and explained that because I paid more than par value at company formation, there's no income to report for 2024. They also walked me through how to document my share purchase and basis for future reference when I eventually sell shares. Big difference from the endless hold music I was dealing with before. Sometimes being wrong is a good thing I guess.

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Something nobody mentioned yet: make sure your 83(b) election was properly FILED and ACCEPTED. I thought mine was handled correctly by our lawyers but when I went to sell some shares years later, turns out they submitted it incorrectly and I ended up with a massive tax bill I wasn't expecting! You should have received a stamped copy back from the IRS. If you didn't, call and verify (use that Claimyr service someone mentioned if needed). Don't just assume it was done right. Lawyers mess this up more often than you'd think.

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Thanks for bringing this up! I do have a copy of the 83(b) that our lawyer filed, but it doesn't have any stamp from the IRS. They told me that the IRS doesn't send confirmations anymore - is that not true? Should I have gotten something back?

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The IRS typically doesn't send formal confirmation notices for 83(b) elections these days. The proper procedure is to send the election via certified mail with return receipt requested, which serves as your proof of timely filing. Your copy should have this tracking information attached. If your lawyer can provide evidence it was sent via certified mail within the 30-day window, you're probably fine. However, if you want absolute certainty, you can request verification from the IRS. Many lawyers don't get a stamped copy anymore since the IRS workload means they rarely process these with visible acknowledgment. Just make sure you have proof it was delivered within the required timeframe after your share grant.

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Don't forget state taxes! Depending on your state, the 83(b) treatment might be different. California for example follows federal in most cases but some states have their own rules for equity compensation. Also be aware if you ever move states between when you get the shares and when you sell them - that creates a whole other tax allocation nightmare I'm dealing with right now. I got founder shares in NY, moved to TX (no state income tax), but still owe NY tax on part of the gains when I sold based on some complicated formula.

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This is very true. I moved from California to Washington after getting my startup equity and the California FTB still came after a portion of my gains when I sold 5 years later! Had to hire a specialized tax attorney to sort it out. The California "sourcing" rules are a nightmare.

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Small thing to add: keep track of ANY additional investments you make in the company. If you participate in future funding rounds or make loans to the company that convert to equity, all of those increase your basis. I've seen founders leave money on the table by not properly documenting these additional investments. Keep every check copy, wire confirmation, transaction record in a separate tax folder. Also document any "sweat equity" arrangements where you take reduced salary in exchange for more equity. This documentation will be gold when you eventually have an exit.

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This is good advice! Our company is considering a friends and family round soon. If I invest additional personal funds beyond my founder shares, I'm guessing I should keep those records separate?

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Absolutely keep those records separate. Each investment should be documented individually with its own set of paperwork. For a friends and family round, you'll likely receive different class shares than your founder stock, possibly with different rights and preferences. Make sure you get proper documentation for each investment showing the amount, date, number of shares, and share class. This establishes different basis amounts for different blocks of shares. Also, investments beyond your initial founder shares won't be subject to the 83(b) election you already filed - they'll have their own tax treatment depending on the structure of the round.

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One thing that might help ease your mind: the IRS has specific guidance on this exact situation in Publication 525. Since you paid $700 for shares with a par value of $70, and this was at company formation when fair market value was likely minimal, you've essentially paid above fair market value. This means there's no "bargain element" to report as income. The 83(b) election protects you from future taxation as your shares vest - without it, you'd owe ordinary income tax on each vesting tranche based on the company's value at that time. Since you made the election and paid fair market value upfront, you're in good shape. For your 2024 return, just keep your documentation organized: the 83(b) election filing proof, your $700 payment record, and the stock purchase agreement. Most tax software won't even prompt you for this information since there's no taxable event to report. The real benefit comes later when you sell - everything above your $700 basis will be capital gains instead of ordinary income.

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This is really helpful, thanks for the Publication 525 reference! I'm curious about one thing - you mentioned that without the 83(b) election, I'd owe ordinary income tax on each vesting tranche. Since some of my shares vested immediately at incorporation and others are on a schedule, does the 83(b) election cover ALL 700K shares or just the ones that are still vesting? I want to make sure I understand the full scope of what the election covers.

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Great question! The 83(b) election covers ALL 700K shares you received under the grant - both the immediately vested portion and the shares still subject to vesting. That's actually one of the key benefits of making the election. Without the 83(b) election, you'd only owe tax on the immediately vested shares at grant (based on fair market value at that time), but then you'd face additional taxable events each time future tranches vest - potentially at much higher valuations if your startup grows. By filing the 83(b), you're choosing to be taxed on the entire 700K share grant upfront based on the value at issuance, regardless of the vesting schedule. This means no future tax surprises as shares vest over time. Since you paid $700 for shares that were likely worth $700 or less at formation, you've already handled any potential tax liability for the entire grant. Just make sure your 83(b) election was filed within 30 days of receiving the grant - not 30 days from when each tranche vests. The election has to be made early to cover the whole package.

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Adding to the great advice already given - one practical tip that saved me headaches later: create a simple spreadsheet tracking all your equity-related transactions and dates. Include your initial $700 payment, the 83(b) filing date, vesting schedule milestones, and any future equity events. This becomes invaluable if you ever get audited or need to calculate basis for tax purposes down the road. I wish I had done this from day one instead of scrambling to reconstruct everything years later when we had our exit. Also, regarding your specific situation - since you paid above par value at formation, you're in the best possible position tax-wise. The 83(b) election combined with paying fair market value means you've essentially "pre-paid" any tax obligations on these shares. Future appreciation will be capital gains when you sell, which is exactly what you want as a founder.

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This spreadsheet idea is brilliant! I'm definitely going to set this up. Quick question though - should I also track the fair market value of the company at different milestones (like funding rounds) even though I already made the 83(b) election? I'm wondering if that information becomes relevant later for calculating capital gains when I eventually sell, or if my basis is just the $700 I originally paid regardless of company valuation changes.

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