Finance Capsules

3 capsules

The Departing Employee's Guide to Stock Options: Deadlines, Taxes, and Risk

The Departing Employee's Guide to Stock Options: Deadlines, Taxes, and Risk

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.

Employee stock options · 80 stops · ~160 minFree
The Laid-Off Worker's 72-Hour Checklist for Health and Income

The Laid-Off Worker's 72-Hour Checklist for Health and Income

The first 72 hours after a layoff are critical for securing your financial and emotional well-being. Tasks differ on how to quickly arrange health insurance, file for unemployment benefits, gather essential documents, and balance job search efforts with self-care. Understanding these distinct tasks helps you avoid costly mistakes like missing COBRA deadlines and sets a clear path for recovery and future planning.

Layoff · 121 stops · ~242 minFree
Mortgage Payoff Decisions: Returns, Taxes, and Peace of Mind

Mortgage Payoff Decisions: Returns, Taxes, and Peace of Mind

Being debt-free feels unambiguously good, but rushing to retire a low-rate mortgage can forfeit tax advantages, investment returns, and even bankruptcy protections that favor retirement accounts. The options here weigh that hard math against the genuine mental relief of owing nothing, with life-cycle models suggesting the right answer shifts with your age and situation. Decide whether your extra payment is peace of mind or money left on the table.

Mortgage · 78 stops · ~156 minFree