QSBS: The $10M Tax Break
QSBS lets qualifying startup stock skip federal capital gains tax on millions in profit, but exercise late or structure a buyout wrong and you lose it entirely.
Tag: taxes
All the articles with the tag "taxes".
529 Plans and the Roth Rollover
The old objection to 529s, what if my kid skips college, just got a lot weaker. The SECURE 2.0 Roth IRA rollover changes the entire funding calculation.
Should Your Side Gig Be an S-Corp?
Below about $50,000 in net profit, an S-corp election costs more than it saves. Here's the salary-split math, the real costs, and the breakeven number.
RSU Taxes When You Move States
Move from California to Texas, vest RSUs a year later, and you can still owe California tax on part of that vest. How state sourcing for equity works.
The 83(b) Election: Your 30-Day Window
The 83(b) election has a strict 30-day deadline with no extensions. File it and a future tax bill shrinks to pocket change. Miss it and it can cost six figures.
A Roth IRA for Your Kid
Your teenager's summer lawn-mowing money can fund a Roth IRA that compounds for 50 years. Here's how custodial Roth IRAs actually work, funding trick included.
ISO vs NSO: Options and the AMT Trap
ISOs and NSOs are taxed completely differently. Get it wrong and you owe a six-figure AMT bill on stock that's now worthless. Here's the full breakdown.
The 0% Capital Gains Bracket
The 0% long-term capital gains bracket lets early retirees harvest gains tax-free. Here's how it works, who qualifies, and the ACA subsidy tension you need to know.
The Roth Conversion Ladder
Access your 401k before 59.5 without the 10% penalty. The Roth conversion ladder is how early retirees bridge the gap, here's the full mechanics.
Roth vs Traditional: Which One?
Roth vs Traditional isn't a personality quiz. It's a math problem. Here's the break-even logic, the tax-diversification argument, and when each one wins.
Rolling Over Your Old 401k: A Checklist
Left a job with an old 401k sitting there? Here's exactly what to do, all four options, the direct vs indirect rollover trap, and a step-by-step checklist.
Backdoor Roth IRA: A Step-by-Step Guide
Earn too much for a Roth IRA? The backdoor conversion still gets you in. Step-by-step 2026 guide with pro-rata rule explained and full Fidelity walkthrough.