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Employee Stock Purchase Plan

An Employee Stock Purchase Plan (ESPP) lets you buy company stock at a discount – typically 15% below the lower of the price at the start or end of the offering period – making it one of the most accessible wealth-building benefits at public tech companies. The tax treatment is more complex than it appears, and selling at the wrong time can cost you significantly more in taxes. A clear ESPP strategy, coordinated with the rest of your financial plan, helps you capture the full value of this benefit. Thumb through the pieces below to learn how ESPPs work and how to make the most of yours.

  • OpenAI IPO Equity: What Every OpenAI Employee Needs to Know

    June 9, 2026

    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.

    Alternative Minimum Tax, ESPPs, Financial Planning, ISOs, NSOs, RSUs
    Read More
  • Mega backdoor Roth IRA: the ultimate guide for tech employees (who are tired of paying the IRS)

    June 8, 2026

    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.

    ESPPs, Financial Planning, ISOs, NSOs, RSUs
    Read More
  • ESPP Playbook: Tech Employee’s Complete Guide to Discounts, Lookbacks & Taxes

    May 4, 2026

    Your ESPP is offering you a 40%+ annualized return before the stock moves a dollar. The lookback provision. The qualifying disposition ladder. The cost basis adjustment that prevents double taxation. Here's the full playbook – written for the tech employee who's done waiting to figure this out.

    ESPPs, Financial Planning
    Read More
  • Equity Compensation Financial Advisor in NYC

    April 20, 2026

    If you're a tech employee or founder in New York City sitting on stock options or RSUs and feeling uncertain about the right moves – you're not alone. Equity compensation is genuinely complicated, and the stakes are high. Fortrove Partners exists to give you the clarity and guidance you deserve.

    83(b) Election, Alternative Minimum Tax, Entrepreneurship, ESPPs, Financial Planning, ISOs, NSOs, QSBS, RSAs, RSUs
    Read More
  • ESPPs Overview

    October 28, 2024

    ESPPs can be a wonderful avenue for owning company shares.

    ESPPs, Financial Planning
    Read More
  • Open Season

    August 7, 2023

    Open Season is an exciting time to make the most of your company shares.

    ESPPs, Financial Planning, ISOs, NSOs, RSUs
    Read More
  • Avoid These 3 Tax Mistakes with RSUs, Stock Options, and ESPPs

    February 20, 2023

    Here are three common tax mistakes you can avoid with stock ownership.

    Alternative Minimum Tax, ESPPs, Financial Planning, ISOs, NSOs, RSUs
    Read More
  • Equity Compensation Planning Challenges

    August 8, 2022

    The assortment of acronyms are endless and baffling - RSUs, ISOs, NSOs, RSAs, and ESPPs. Although equity compensation is confusing and complex, here's what you can do...

    ESPPs, Financial Planning, ISOs, NSOs, RSUs
    Read More
  • Market Volatility and Your Equity Compensation: What History Tells Us to Do

    June 20, 2022

    When markets fall, the instinct to sell your RSUs or pause your ESPP feels rational. History says otherwise. Here's what the data tells you to do instead.

    ESPPs, Financial Planning, ISOs, NSOs, RSUs
    Read More
  • What Do I Do With My ESPP?

    June 6, 2022

    An ESPP may be one of the best employee benefits in your compensation package.

    ESPPs, Financial Planning
    Read More

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  • 83(b) Election
  • Alternative Minimum Tax
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  • RSUs
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Disclaimer: Registration as a Registered Investment Advisor does not necessarily imply a certain level of skill or training with regulatory authorities.

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