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jlevy
og-equity-compensation
OPEN SOURCE2015–2025
jlevy / og-equity-compensation

og-equity-compensation

Stock options, RSUs, taxes — read the latest edition: www.holloway.com/ec

31Distinct people
44Mentions
0Explicit recommenders
11.5KGitHub stars
REPOSITORY AT A GLANCE

What to know before exploring

What it is

Stock options, RSUs, taxes — read the latest edition: www.holloway.com/ec

GitHub

Where it is used

No documented product use was verified in the last source check.

What people are saying

No recommendation phrase was found in the indexed comments.

No classified warning is attached to this page. Read the discussions before treating silence as approval.

Also in these discussions

No other repository is repeatedly linked in the same discussions.

This week on Hacker News

Nov 8–Nov 15 UTC · Direct repository links and separately labeled related project stories. Indexed through 11/15/2026, 2:59:58 PM UTC.

No direct repository links were found in the indexed HN discussions over the past seven days. Older discussions are available below.

Mentions over time

HN mentions by year44 dated mentions

Observed mentions: 2015-12-03 18:26:11 UTC to 2025-04-13 20:37:07 UTC.

0510152015-01-01 00:00:00 UTC to 2016-01-01 00:00:00 UTC (exclusive): 2 mentions; 1 submissions, 1 comments20152016-01-01 00:00:00 UTC to 2017-01-01 00:00:00 UTC (exclusive): 14 mentions; 3 submissions, 11 comments2017-01-01 00:00:00 UTC to 2018-01-01 00:00:00 UTC (exclusive): 6 mentions; 1 submissions, 5 comments2018-01-01 00:00:00 UTC to 2019-01-01 00:00:00 UTC (exclusive): 5 mentions; 0 submissions, 5 comments2019-01-01 00:00:00 UTC to 2020-01-01 00:00:00 UTC (exclusive): 1 mentions; 1 submissions, 0 comments2020-01-01 00:00:00 UTC to 2021-01-01 00:00:00 UTC (exclusive): 4 mentions; 1 submissions, 3 comments20202021-01-01 00:00:00 UTC to 2022-01-01 00:00:00 UTC (exclusive): 5 mentions; 1 submissions, 4 comments2022-01-01 00:00:00 UTC to 2023-01-01 00:00:00 UTC (exclusive): 1 mentions; 0 submissions, 1 comments2023-01-01 00:00:00 UTC to 2024-01-01 00:00:00 UTC (exclusive): 3 mentions; 1 submissions, 2 comments2024-01-01 00:00:00 UTC to 2025-01-01 00:00:00 UTC (exclusive): 1 mentions; 1 submissions, 0 comments2025-01-01 00:00:00 UTC to 2026-01-01 00:00:00 UTC (exclusive): 2 mentions; 1 submissions, 1 comments2025

Counts come from the repository’s dated source evidence. Index cutoff: 2026-11-02 08:16:59 UTC.

View mention counts and date ranges
UTC ranges include their start and exclude their end. Select a period to filter the source evidence.
PeriodStart (UTC)End (exclusive, UTC)MentionsSubmissionsComments
20152015-01-01 00:00:00 UTC2016-01-01 00:00:00 UTC211
20162016-01-01 00:00:00 UTC2017-01-01 00:00:00 UTC14311
20172017-01-01 00:00:00 UTC2018-01-01 00:00:00 UTC615
20182018-01-01 00:00:00 UTC2019-01-01 00:00:00 UTC505
20192019-01-01 00:00:00 UTC2020-01-01 00:00:00 UTC110
20202020-01-01 00:00:00 UTC2021-01-01 00:00:00 UTC413
20212021-01-01 00:00:00 UTC2022-01-01 00:00:00 UTC514
20222022-01-01 00:00:00 UTC2023-01-01 00:00:00 UTC101
20232023-01-01 00:00:00 UTC2024-01-01 00:00:00 UTC312
20242024-01-01 00:00:00 UTC2025-01-01 00:00:00 UTC110
20252025-01-01 00:00:00 UTC2026-01-01 00:00:00 UTC211

From the project README

An excerpt from the repository, fetched Nov 13, 2026.

Read the project’s introduction
The Open Guide to Equity Compensation ❇️ This guide is now published on Holloway. Read it there for search, booksmarks/highlights, expert commentary, and PDF/EPUB download. Introduction Equity compensation is the practice of granting partial ownership in a company in exchange for work. In its ideal form, equity compensation aligns the interests of individual employees with the goals of the company they work for, which can yield dramatic results in team building, innovation, and longevity of employment. Each of these contributes to the creation of value—for a company, for its users and customers, and for the individuals who work to make it a success. The ways equity can be granted as compensation—including restricted stock, stock options, and restricted stock units—are notoriously complex. Equity compensation involves confounding terminology, legal obscurities, and many high-stakes decisions for those who give and receive it. If you talk to enough employees and hiring managers, you’ll hear stories of how they or their colleagues met with the painful consequences of not learning enough up front. Though many people learn the basic ideas from personal experience or from colleagues or helpful friends who have been through it before, the intricacies of equity compensation are best understood by tax attorneys, corporate lawyers, and other professionals. Decisions related to negotiating an offer and exercising stock options, in particular, can have major financial consequences. Because the value of employee equity is determined by the fate of the company, an employee’s equity may be illiquid for a long time or ultimately worth nothing, while taxes and the costs of exercise, if they apply, may not be recouped. Even when a company is doing well, an employee may suffer catastrophic tax pitfalls because they didn’t anticipate the tax consequences of their decisions. Understanding the technicalities of equity compensation does not guarantee that fortune will smile upon you as warmly as it did the early hires of Facebook. But a thorough overview can help you be informed when discussing with professionals for further assistance, make better decisions for your personal situation, and avoid some common and costly mistakes. Why This Guide? The first edition of this work, written by the same lead authors as the one you’re reading now, received significant feedback and discussion on Hacker News, on GitHub, and from individual experts. Now, Holloway is pleased to publish this new edition of the Guide. We’ve expanded sections, added resources and visuals, and filled in gaps. There is a lot of information about equity compensation spread across blogs and articles that focus on specific components of the topic, such as vesting, types of stock options, or equity levels. We believe there is a need for a consolidated and shared resource, written by and for people on different sides of compensation decisions, including employees, hiring managers, founders, and students. Anyone can feel overwhelmed by the complex details and high-stakes personal choices that this topic involves. This reference exists to answer the needs of beginners and the more experienced. Holloway and our contributors are motivated by a single purpose: To help readers understand important details and their contexts well enough to make better decisions themselves. The Guide aims to be practical (with concrete suggestions and pitfalls to avoid), thoughtful (with context and multiple expert perspectives, including divergent opinion on controversial topics), and concise (it is dense but contains only notable details—still, it’s at least a three-hour read, with links to three hundred sources!). The Guide does not purport to be either perfect or complete. A reference like this is always in process. That’s why we’re currently testing features to enable the Holloway community to suggest improvements, contribute new sections, and call out anything that needs revision. We welcome (and will gladly credit) your help. We especially wish to recognize the dozens of people who have helped write, review, edit, and improve it so far—and in the future—and hope you’ll check back often as it improves. Scope This Guide currently covers: Equity compensation in C corporations in the United States. Equity compensation for most employees, advisors, and independent contractors in private companies, from startups through larger private corporations. Limited coverage of equity compensation in public companies. Topics not yet covered: Equity compensation programs, such as ESPPs in public companies. (We’d like to see this improve in the future.) Full details on executive equity compensation. Compensation outside the United States. Compensation in companies other than C corporations, including LLCs and S corporations, where equity compensation is approached and practiced in very different ways. For these situations, see other resources and get professional advice. Who May Find This Useful Our aim is to be as helpful to the beginner as to those with more experience. Having talked with employees, CEOs, investors, and lawyers, we can assure you that no matter how much you know about equity compensation, you will likely run into confusion at some point. If you’re an employee or a candidate for a job, some of these may apply to you: You’ve heard phrases like stock, stock options, strike price, ISOs, RSUs, 83(b) election, 409A valuation, AMT, or early exercise and know they are probably important but are mystified by what some of them really mean or whether they apply to your situation. You’re considering a job offer but don’t know how to navigate or negotiate the equity component of the offer. You’re joining a startup for the first time and are overwhelmed by all the paperwork. You’re quitting, taking a leave of absence, or are being laid off or fired from a company where you have stock or options and are thinking through the decisions and consequences. A company you work for i
Read the full README on GitHub

What Hacker News says

2 sources
I was in a similar situation two years ago. I'd advise having both a plan and a backup plan before you pull the trigger on leaving. This is generally pretty good, if verbose: https://github.com/jlevy/og-equity-compensation Talk to esofund and friends ahead of time, and see what their offers for your company's stock are, and make sure they're acceptable to you if you think you'll have to go that route. Don't count on definitely being able to sell the stock to finance the taxes. I left after seven years in very good standing (I believed) but when I went to sell the deal was shut down [1]. Luckily I had a backup plan and I was ok [2]. [1] Had a handshake deal with an investor in the company, then the investor went silent on me. When I followed up he said the deal was "just much too small." I reached out to the company for help, and they said
Read the rest
they'd actually told him not to buy from me. I never would have known if they hadn't decided to tell me for some reason. The takeaway is that the markets for private company stock tend to be small, and the buyers care more about their relationships with the company than they do about having your shares. Even if the stock terms allow them to buy, and they might not. [2] However I was trying to sell for roughly double the current (public market) price. The private/public valuation gap is real! Don't put too much stock (haha) in the value at the last tender offer. If you can sell privately at close to that price it's possibly smart.
In Ask HN: Planning to leave. How best to handle stock options?

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