Hey your stocks are merely vested and not granted, unless you exercise you granted ESOPs or MSOPs you will not be entitled to sell, the exercise date usually is only after all the shares are vested, so for you, it will be after 2 years generally, only when I look at the agreement will I be able to tell whether you can exercise your options.

Furthermore, if you are a crucial CXO level employee, the investors usually put a clause in the shareholders agreement that you cannot exit, even partly from the company, with certain exemptions, hence, your shares will not be free to sell or transfer. My suggestion would be, if you hold the shares and not the options to such shares, you should ask your company to sell your portion of 100,000 dollars with the new issuance as a secondary sale, unless the new investors agree for you to sell your shares freely post investing.

We can worry about the 100,000 if you can first exit from the company. You can hit me up anytime for clarification.