Restricted Stock Awards

If you work at OpenAI and live in the Bay Area, your IPO payday comes with a California tax bill that most employees underestimate by six figures. Here's what to do about it – before vest day, not after.

The OpenAI IPO timeline has shifted – again. This tracker covers the confirmed $852 billion valuation, S-1 filing status, the reported 2027 delay, and what OpenAI employees should actually do about their equity right now.

If you work at Anthropic and live in the Bay Area, the October IPO isn't just a federal tax event. California's treatment of tech IPO income is among the most aggressive in the country – and several moves that work at the federal level either don't work here or actively backfire.

SpaceX is finally public. Your shares are right there on your brokerage screen. And you can't touch them yet. Make the most of the SpaceX lock-up period before it expires – so expiration day feels like a formality, not a fire drill.

If you're an Anthropic employee holding early-vintage ISOs, the window to exercise before the IPO is open right now – and it won't be this clean again. This guide provides the framework, the math, and the checklist you need.

The SpaceX IPO created a wave of self-described equity specialists. Most of them aren't. This guide walks you through exactly what to look for – fiduciary status, fee-only compensation, real ISO/AMT fluency, and the New York tax expertise that most national advisors simply don't have – so you can tell the difference before it costs you.

If you're a Cursor employee staring at your equity dashboard with equal parts excitement and low-grade panic right now – that's a completely rational response. The SpaceX acquisition is real, the numbers are large, and the tax questions are complicated. Here's what you actually need to know.

If you hold SpaceX equity and live in the New York City area, the IPO is a New York tax event, not just a federal one. And New York, bless its ambitious fiscal heart, never met a capital gain it wanted to leave alone. You need to know this before the window opens.

You spent years helping build the most valuable AI company in the world. The IPO is filed, the clock is running, and the decisions you make in the next few months will determine how much of that wealth you actually keep. This is the plain-English conversation your calendar keeps postponing.

You've maxed your 401(k), the Roth IRA door is slammed shut (thanks, income limits), and the IRS seems very pleased with itself. But the mega backdoor Roth IRA offers a surprisingly powerful workaround – one that can unlock tens of thousands of dollars in additional tax-free retirement savings each year, if your employer's plan allows it.