Finance 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.

When employees receive startup equity, they must file a special tax election within 30 days or risk losing critical tax benefits permanently. Unlike common beliefs, there is no reliable way to file late or get an extension, so proof of timely filing is essential. This strict deadline means employees must act quickly and use official IRS channels with verified identity to protect their financial interests.