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10b5-1 Plans: Selling Company Stock Without Second-Guessing Yourself

Henry Supinski Henry Supinski, ChFC® · 4 min read · July 2026

If you've ever held onto shares because you were worried a sale would look bad, or because you weren't sure when you were even allowed to sell, a 10b5-1 plan solves both problems at once.

What It Actually Is

A 10b5-1 plan is a written, pre-set instruction to sell (or buy) a set number of shares on a schedule you define in advance, while you have no material nonpublic information. Once it's adopted, the sales happen automatically according to the plan, regardless of what you know or how you feel about the stock that week.

Who Actually Needs One

Executives and insiders subject to blackout windows are the classic case, but the plans are useful for anyone who wants to remove emotion and timing risk from selling concentrated stock. If you've never sold a share because it never felt like the "right" time, a 10b5-1 plan makes that decision once instead of every quarter.

The Details People Get Wrong

Where It Fits Into a Broader Plan

A 10b5-1 plan is a mechanism, not a strategy. It's most useful once you already know how much concentration you want to reduce and over what time frame. Setting one up before you've answered that question just automates a plan you haven't actually made yet.

Henry has helped tech employees build 10b5-1 plans that actually match their tax situation. Schedule a call to talk through your equity → Prefer to run your own numbers first? Try the free calculators on the Retirement Hub.
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