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Leaving

5 min read

The post-termination clock

When you leave a company, your unvested options stop that day. Your vested options usually have a fixed window after termination during which you can still them. After that window, they expire and the shares are gone.

What it costs to exercise

Two pieces. First, the times your vested shares. That's the cash you owe the company for the shares. Second, depending on grant type, tax. trigger tax on the at . trigger exposure (which may or may not produce an actual tax bill, but counts toward your tax picture).

Try it: vesting timeline

Drag the inputs. The cliff bar slides; the timeline updates.

GrantCliff12moHalf24moDone48mo

Default 4 years with a 1-year cliff. Try 0 cliff for the no-cliff shape, or 6 months for a refresh-grant pattern. Everything is negotiable.

Use the post-termination calculator in the tab to see your number with your specific grant and current .

If you early-exercised

If your company allowed and you took it, the unvested shares you bought get repurchased by the company at your original when you leave. You don't get the tax you paid back. The locked in your tax basis at today's when you exercised; the company's repurchase right unwinds that for the unvested portion only.

What vests on the way out

Most plans use . If you leave before your one-year cliff, you typically get nothing. After the cliff, your vested portion is yours; everything past your last day stops accruing.

Some plans have acceleration provisions on a change of control or termination without cause. Those are negotiated up front and live in your offer paperwork. Read it.

A checklist for the day you give notice

Check yourself

Click an answer for an explanation. No scoring, no submit. The point is to test your own understanding.

  1. Question 1

    You give notice on Friday and your plan says you have a 90-day post-termination exercise window. What happens if you do nothing?

  2. Question 2

    You early-exercised 4,000 unvested NSOs at a $1 strike with an 83(b) election. You leave 18 months later, with only 2,000 vested. What happens?

Educational only. Not tax, legal, or financial advice. Talk to a qualified advisor.