A&E firm I work at is offering employees opportunity to buy stock. What questions should I be asking about this opportunity?

They are asking employees to buy their illiquid stock? Are the shares at least preferred shares or are they asking you to buy commons? How much do they plan on diluting their current share pool? What is the share pool? How quickly do they plan on IPOing or at least making a future tender offer?

Are they issuing a prospectus or PPM or equivalent?

I worked for AECOM 20+ years ago and we could buy shares and got some multiple free, like pay $10 abs get $15 in shares. They had an accounting firm calculate a share price each year.

They ultimately went public and I was able to liquidate on the open market. It was a good investment for me.

I don't remember what it would have taken to sell but I seem to recall it was fairly illiquid. I think I could have sold them after the vesting period if I was still employed, but I was not.

I think of it as giving the firm a loan to grow. If the firm doesn't grow profitabley, your shares will not go up.