If I leave Uber before the IPO, will I still be subject to the 6 month trading lock out? Anyone experience this at other companies?
There will most probably be a secondary offering inside of six months, where you can sell a portion of your holding. That'll be your first liquidity event.
For Okta, yes but for others it depends upon the stockholders agreement that was signed when you received the options, or whether you signed any subsequent piece of paper restricting you.
Yes you will be.
Yes, you will be. It applies to all shareholders, even the VCs.