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  • So I’m a contractor for a new US startup, as part of my payment we are awarded stock option grants on top of my monthly pay. There was an initial vesting period which has now past, and new options vest monthly.

    Before hand I did a bit of reading about how these work, and the fact that I can choose to exercise them, but I have no clue about timings and when the right time to do that would be. For example is it best to hold off exercising them until it’s clearer that the company is going to succeed? Anyone been through a similar process and have any insight?

  • Those shares should have a pre-set price so you can make a call on whether you think that makes sense.
    I’d imagine if you are a contractor and the company is US that they have not set the scheme up to be the most tax efficient for UK employees. I’d find out about this first.

    Assuming it’s not tax efficient you will pay income tax on exercising and cap gains on disposal (I think)

  • Not an answer to your question,but something you might consider in any case:

    So I’m a contractor for a new US startup

    Arguably, you aren't, because of the monthly pay and option grant.

    This impacts what NI and income tax you pay, how you pay tax on any option exercises, and how the startup pays NI.

    (I may be making some completely incorrect assumptions, of course.)

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