I always wonder how these can be enforced anyway, same for employees. Employees carry a huge risk in case the Lyft stock falls flat, they still have to pay all the taxes and company might not withhold enough (dont have any details on that, but it's rather typical) - will be interesting to watch how this goes down.

? You don't exercise your options if below the strike price. For RSUs, you hope they were issued far below the IPO price.

If things really go sour, you can have massive lawsuits. Discovery process with brokers could expose who shorted.