What happens if I sell my QSBS during the five-year period?
Qualified Small Business Stock (QSBS) offers a significant tax benefit for founders and early investors in startups. It...
Qualified Small Business Stock (QSBS) can offer a big tax break to employees who get stock as part of their pay. If you work at a startup, knowing about QSBS could help you reduce your tax bill when you eventually sell your stock.
In this article, we’ll explain what QSBS is, how you can get it as an employee, and how to take advantage of the tax benefits.
QSBS is a tax incentive that applies to stock issued by early-stage companies. It can potentially give you a 100% exemption on federal capital gains taxes, up to $10 million or 10 times your original investment amount, whichever is greater.
But to fully benefit from QSBS tax relief, you’ll need to have set your company up as a C corporation and held the stock for at least five years before it’s sold.
Only C corporations can issue QSBS, but a company can convert from another structure (such as an LLC or an S corporation) to a C corporation and issue QSBS (as long as the other criteria are met).
Also, if you were issued stock before conversion to a C corporation, you could still benefit from QSBS on that. The gains on that stock before the conversion won’t qualify for QSBS. But gains on the stock after the conversion can qualify for QSBS (provided the company meets the other requirements).
You can find the QSBS rules in Section 1202 of the Internal Revenue Code.
Yes, employees can receive QSBS as part of their compensation (for example, if your employer offers you stock options).
Why is it beneficial? Well, the tax savings with QSBS can be huge as long as the qualification criteria is met (see ‘How do employees qualify for QSBS?’ below). These savings can be especially big for employees who join early and help the company grow.
To qualify for QSBS tax relief, there are a few requirements that you (and your employing company) need to satisfy.
It’s important to know if your employer qualifies to issue QSBS so you can avoid an unexpected tax bill when selling your stock. You can ask the company for a QSBS attestation letter, which outlines how they meet the Internal Revenue Service (IRS) criteria for QSBS. While it’s not a guarantee, having this documentation gives you more confidence that you’ll get the tax benefits.
If you’re able to, exercising your stock options as soon as you’re eligible can be a smart move because it starts the five-year holding period required to claim QSBS tax benefits. The earlier you exercise, the sooner you can qualify for the QSBS tax benefits. Just be aware that exercising options may trigger an immediate tax liability, so consider the timing carefully based on your financial situation.
If you receive stock options, filing an 83(b) election with the IRS can be a beneficial strategy. By doing this, you choose to pay taxes on the stock’s value at the time of grant, not when it vests. This also triggers the five-year QSBS holding period sooner.
What is an 83(b) election? An 83(b) election is a letter you send to the IRS letting them know you’d like to be taxed on your share option on the date it was granted to you rather than on the date it actually vests.
This can save you money if you expect the stock’s value to increase significantly, as it locks in a lower tax bill upfront. Filing the 83(b) election also starts the clock on the five-year QSBS holding period sooner, which means you’ll qualify for QSBS tax exclusions when you sell the stock.
As with any tax-related matter, it’s best you speak to your tax advisor to ensure you understand what strategies are available to you.