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Options If You Missed the 83(b) Deadline

Realizing you've missed the 30-day 83(b) election deadline can be a moment of panic for any founder or employee. The consequences are significant, and the path forward is narrow and complex. While the deadline is one of the strictest in the tax code, all hope may not be lost, but your options are limited and require immediate, expert guidance.

This guide explains the severe tax impact of failing to file, the slim possibility of seeking late relief from the IRS, and other potential mitigation strategies to discuss with your tax advisor.

Key Takeaways

  • The Default Tax Treatment Applies: If you miss the deadline, you will be taxed on the value of your shares as they vest at ordinary income tax rates. This can lead to a massive tax bill if the company's value grows.
  • Late Relief is Extremely Rare: Requesting late relief from the IRS is an expensive, time-consuming process with a very low probability of success. It should not be considered a viable plan.
  • Mitigation is Complex: Strategies like having your shares re-issued are legally complex and may be challenged by the IRS if not handled correctly.
  • Immediate Action is Crucial: If you've missed the deadline, you must speak with a qualified tax professional immediately to assess the damage and explore any possible, however remote, remedies.

The Financial Consequence of a Missed Deadline

Without a valid 83(b) election, you are subject to the default rules of Section 83. This means that each time a portion of your stock vests, the Fair Market Value (FMV) of those vesting shares is treated as ordinary income. You will owe income tax (and potentially payroll taxes) on this "phantom income" for that year, even if you can't sell the shares to cover the bill.

If your company is successful, the FMV of your stock could be hundreds or thousands of times higher at vesting than it was at grant. Your tax liability could grow from a manageable few hundred dollars to a crippling six or seven-figure sum, all due in cash.

Exploring Late Relief: A Long Shot

The IRS has a process for requesting relief for late elections under Treasury Regulation § 301.9100. However, for the 83(b) election, this relief is almost never granted. To even be considered, you must prove that you acted "reasonably and in good faith" and that granting relief would not "prejudice the interests of the Government." This is an incredibly high bar to clear. It typically involves demonstrating that the failure to file was due to a highly unusual event or reliance on an incompetent tax advisor, and even then, success is not guaranteed. The legal fees for such a request are often substantial.

Other Potential (and Risky) Strategies

In some cases, founders have attempted to mitigate a missed deadline by working with their company and legal counsel to cancel the original stock grant and issue a new one, thereby starting a new 30-day clock. This is a very aggressive position. The IRS may view this as a sham transaction and could disregard the new grant, leaving you in the same predicament but with added legal bills. This strategy should only be considered after extensive consultation with experienced startup tax attorneys.

Frequently Asked Questions

Is late relief from the IRS ever granted for a missed 83(b) deadline?

Late relief is extremely rare and should not be relied upon. It is only granted in very specific and unusual circumstances where the taxpayer can prove they acted reasonably and in good faith and that the government's interests are not prejudiced. The process is expensive and has a low chance of success.

Can I re-issue my shares to reset the 30-day clock?

This is a complex and risky strategy. Simply canceling and re-issuing shares to circumvent the deadline could be viewed as a sham transaction by the IRS and disregarded. It requires careful legal and tax structuring and is not a simple fix.

How does missing the deadline affect my QSBS eligibility?

Missing the deadline can jeopardize your Qualified Small Business Stock (QSBS) eligibility. The five-year holding period for QSBS begins when you acquire the stock for tax purposes. Without an 83(b) election, that clock doesn't start until the shares vest, which could be years later, potentially disqualifying you from the tax exemption.

Get Personalized Help

Navigating tax decisions can be complex. For tailored advice that fits your specific situation, we recommend consulting with a qualified CPA.

→ Need tailored advice? Email taxhelp@example.com