[Nasrudith]

The obvious pitfall is that it is putting both your income sources in the same basket. Unless you have sufficient liquidatable savings that is a bit of a "flying jump kick" - if it lands it works great, if it doesn't you are left committed to a train wreck and pain will follow.

[pushrax]

Definitely true - usually you don't have a choice though due to vesting schedules and/or illiquid markets pre IPO.