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Layoffs at Walmart corporate 😬😬
I can relate.

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Rising Star
You think this stock is going to ever be worth $10?
The only reason you’d join a startup is if you believe in it. If you do believe I’d take the shares, if you don’t maybe you’re not sold on their product
9k is negligible in a day to day outlook. Take the stock if you believe in the company.
Worked at two start ups (one that sold for over 1B) and I would take the additional cash but counter with something like 103.5k cash, 73k shares.
Shares don’t materialize for almost all start ups. Unless you’re going to a company like Databricks or Stripe I wouldn’t view equity as anything real right now. Believing in the company has nothing to do with whether you should aim for more cash or equity. There’s tons of examples of start ups exits and employees with equity got nothing (e.g. dataXu to Roku). If you see a likelihood for an exit in 2-4 years there will be opportunities to ask for more stock with good performance and promotions.
You have a better chance of exercising the options and losing money than making money from the equity.
What part of the org? And what’s the vesting schedule? And if you’re able to get the gossip, what the current fmv is looking like for the options?
I’ve come to appreciate the bird in hand, but it could be a big win based on company success to take that stock. Not that stock isn’t great, but I have options right now and omg drowning in reading tax implications, but definitely worth it based on my initial fmv.
Get a CPA to help you minimize tax on selling. That likely means buying and holding for at least one year. I have a fiduciary advisory and we’ll be implementing what the CPA says into my financial planning.
Btw you don’t need to post that info above lol those questions are for your own consideration!! TLDR: do you care enough about the company success and believe in it enough to play the long or short game :) GL!