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Understanding Tech Equity Compensation: A Deep Dive into Its Many Flavors - Part 1

Updated: Jan 10

When I was taking my first accounting classes in college, my dad casually mentioned that years earlier he had owed this crazy thing called the Alternative Minimum Tax (AMT). He couldn’t understand why and nothing about his income felt unusual, yet he ended up with a much bigger bill than expected.


As I learned more, it hit me: it must have been tied to the Incentive Stock Options (ISOs) he received when he worked at AOL (a bygone era of dial-up tones and CDs in the mail, right?). It was clearly a missed planning opportunity on the part of his CPA. This type of situation begs for tax planning and guidance.


That moment stuck with me. It showed how even smart, capable professionals can get blindsided by equity compensation and its tax rules, and how critical it is to understand what you’re receiving.


With experience both managing corporate equity programs inside tax departments and personally navigating my own equity compensation as an employee, I’ve seen firsthand how powerful these tools are and how easily they can confuse or surprise people.


Tech Equity Compensation
Tech employees can receive a mix of stock-based pay, each with its own tax treatment and planning opportunities.

Tech Equity Compensation: Restricted Stock Units (RSUs)

  • Taxed as ordinary income at vesting.

  • After vesting, you can sell immediately or hold for capital gains.


Tech Equity Compensation:

Incentive Stock Options (ISOs)

  • No regular tax at exercise but the “spread” counts for AMT.

  • If held long enough, gains may qualify for long-term capital gains rates.

  • Can be incredibly valuable and risky without AMT modeling.


Tech Equity Compensation:

Nonqualified Stock Options (NSOs / NQSOs)

  • Ordinary income at exercise based on the spread between strike price and fair market value.

  • Flexible timing can help manage taxable income.


Tech Equity Compensation:

Performance Stock Units (PSUs)

  • Vest only when performance goals are met.

  • Taxed as ordinary income at vesting.


Tech Equity Compensation:

Employee Stock Purchase Plans (ESPPs)

  • Often allow purchases at a 15% discount, sometimes with a lookback feature.

  • Tax treatment varies depending on holding period and sale type.



The Power (and Risk) of the 83(b) Election


If you receive restricted stock or early-exercised options, you may be eligible to file an 83(b) election, which taxes the shares at the time of grant instead of vesting. It could be an incredible opportunity to save money on taxes. This can be a meaningful strategy if you expect the stock to rise. But it’s not without risk:


  • If the value drops or the stock never vests you can’t reclaim the taxes paid.

  • The election must be filed within 30 days of the grant.


For early startup employees, the election can be one of the most impactful decisions you make.



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