Have you considered RSUs in place of options? What do you think are the advantages of double-trigger vs. single trigger RSUs?  

What are double-trigger RSUs?

For double-trigger RSUs, the first vesting condition is a time-based schedule that sets out how employees "earn" their shares over a period of time they work at the company. The most common time-based vesting schedule in the tech industry occurs monthly over four years, with a one-year cliff (an initial time period the employee must work at the company for any shares to vest). Typically, the second vesting condition is an exit event: The company must go through an IPO or acquisition for an employee to gain full ownership of their time-vested shares. 

What are single-trigger RSUs?

Unlike double-trigger RSUs, single-trigger RSUs don't require an exit event to fully vest-they have only a time-based vesting condition. Employees are able to settle their RSUs into shares as they vest. If the company offers private market secondary transactions, employees can then sell their shares to private market investors without waiting for a second trigger.

To learn more about RSUs, their structure, tax questions, advantages and disadvantages, check out Carta's blog on the subject here.