The Big Tech RSU Playbook
Concentrated stock strategies for senior tech employees with $1M+ in RSUs at companies that prohibit hedging.
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What’s inside
The Problem
Why concentration is riskier when you can’t hedge
Why You Can’t Hedge
Anti-hedging policies and what they actually prohibit
The Four Moves
Systematic selling, the SMA engine, strategic giving, sell-at-vest
The Comparison Matrix
All strategies side by side
Stacking Strategies
How to layer for maximum impact, with a worked example showing $450K–$650K in potential tax savings on a $3M position
Questions to Ask Before You Move
The checklist
Highest-Basis Lots
Recent vests · smallest embedded gain
Sell on a scheduleFuture RSU Vests
New shares every quarter
Sell-at-vest defaultLong/Short SMA
or direct index accountBuilds the diversified portfolio while harvesting tax losses
130 / 30 · tax-awareTax Losses
Used to offset gains from future quarterly sales
Repeat each quarter
More vests, more sales, more harvested losses
Donate Lowest-Basis
to a Donor-Advised Fund
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This material is for informational and educational purposes only and does not constitute financial, tax, or legal advice or an offer to buy or sell any security. Investment strategies involve risk, including possible loss of principal. Tax laws are complex and subject to change; consult qualified tax and legal professionals regarding your specific situation. Any examples, figures, or scenarios shown are hypothetical, illustrative only, and not a guarantee or projection of results. Playbook Wealth Partners offers advisory services through HBW Advisory Services LLC, a registered investment adviser.