I’m trying to understand if I have any options left here.

    I worked at a private US startup and was granted ISO stock options. I was involuntarily terminated in 2025 and recently checked my equity portal, which shows the grant as Forfeited / Expired, with a 90-day post-termination exercise window that ended after my departure.

    At the time, I honestly didn’t fully understand the exercise process or that I had to actively pay to convert vested options into shares after leaving.

    A few questions:

    1. Is this completely final, or do companies ever make exceptions / reopen expired grants?
    2. Can a company legally extend the exercise window after expiration by converting ISO → NSO?
    3. Could they theoretically reissue similar options, or would current fair market value / compliance rules prevent that?
    4. Has anyone successfully gotten a startup to make an exception in a case like this?

    I understand they may have no obligation—I’m just trying to understand what’s realistically possible before reaching out.

    Thanks.

    Missed post termination ISO exercise window at a private start up – any realistic options left?
    byu/NegotiationFormal465 inpersonalfinance



    Posted by NegotiationFormal465

    1 Comment

    1. A lot of people don’t realize how brutal post-termination exercise windows can be until it’s already too late

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