Explore Capsules

Leave a job with unexercised options and a short deadline can erase years of paper wealth. These strategies split on the biggest threat: post-termination exercise windows, tax bills triggered by bad timing, or the concentration risk of betting your savings on one company. Knowing which risk applies to you decides when to exercise, sell, or walk away.

Raising venture capital buys speed but sells ownership and invites pressure, while bootstrapping keeps control but may cede winner-take-all markets to faster rivals. The paths here range from treating VC as a trap to treating it as the only rational move when speed decides everything, with profitability-first, low-dilution routes in between. The right one depends on your market and how much of your company you need to keep.