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Incentive Stock Options

ISOs are a tax-advantaged form of equity compensation offered by many start-ups and public companies. Unlike Non-Qualified Stock Options (NSOs), ISOs are not taxed as ordinary income at exercise under the regular tax system. But they can trigger the Alternative Minimum Tax (AMT), making your exercise timing and quantity critical decisions. A well-planned ISO exercise strategy, timed around your income, AMT exposure, and company outlook, can preserve a significant portion of your upside. Browse the posts below to understand how ISOs work and how to make smarter exercise decisions.

  • OpenAI’s PBC Conversion: What Every Employee Should Know About Governance and Equity

    September 7, 2026

    OpenAI's board answers to a nonprofit foundation that owns less of the company than Microsoft does. Here's how that's possible, what a Public Benefit Corporation actually means for shareholder rights, and what the open governance questions could mean for your equity.

    Financial Planning, ISOs, NSOs, RSUs
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  • OpenAI IPO Timeline and Valuation Tracker: Latest News for Employees

    August 25, 2026

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

    Financial Planning, ISOs, NSOs, RSUs
    Read More
  • How to Choose a Financial Advisor for Your Anthropic Equity in the Bay Area

    July 30, 2026

    You've worked hard for your Anthropic equity. Now comes the part most people don't warn you about – finding a financial advisor who actually knows what to do with it. Most don't. Here's how to find the one who does, and why waiting until September is already too late.

    Financial Planning, ISOs, NSOs, RSUs
    Read More
  • How to Sell SpaceX Shares After the IPO: Tax Strategy Guide

    July 23, 2026

    Most people focus on when to sell their SpaceX stock. The smarter question is which shares to sell first – because that single decision often determines more than timing ever will.

    Financial Planning, ISOs, NSOs, RSUs
    Read More
  • OpenAI IPO California Taxes: What Every Bay Area Employee Needs to Know

    July 11, 2026

    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.

    Financial Planning, ISOs, NSOs, RSUs
    Read More
  • Anthropic IPO: The California Tax Guide Every Bay Area Employee Needs Before October

    July 7, 2026

    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.

    Financial Planning, ISOs, NSOs, RSUs
    Read More
  • The SpaceX Lock-Up Period: What to Do Before Your Shares Unlock

    July 2, 2026

    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.

    Financial Planning, ISOs, NSOs, RSUs
    Read More
  • Anthropic ISO Exercise Strategy: Should Employees Act Before the IPO?

    July 1, 2026

    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.

    Alternative Minimum Tax, Financial Planning, ISOs, NSOs, RSUs
    Read More
  • How to Choose a Financial Advisor for SpaceX Equity in NYC

    June 25, 2026

    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.

    Alternative Minimum Tax, Financial Planning, ISOs, NSOs, RSUs
    Read More
  • Cursor Employee Equity: What the SpaceX Acquisition Means for Your Shares and Taxes

    June 17, 2026

    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.

    Financial Planning, ISOs, NSOs, RSUs
    Read More
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