The Academy
Everything you need to know
about equity comp.
200+ structured articles. Curated entry points for the moments that matter. A biweekly publication for what's happening now. Search what you need — or start with your situation.
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Start with the basics.
Five foundational articles, roughly an hour of reading. Don't fit any of the situations below? Begin here.
All Equity 101 →Find Your Starting Point
Where you are right now.
Eight situations clients face. Two foundational primers everyone benefits from. Each one is a curated reading list — work through it in order, or skip to what you need.
You got a tender offer
An employer-led liquidity event with a tight window. Evaluate, plan, decide.
8 ARTICLESYour company is being acquired
Acquisitions can compress months of equity decisions into days.
7 ARTICLESYou're changing jobs with vested equity
Departure rules, exercise windows, and the choices that cost most.
8 ARTICLESYour company is going public
Pre-IPO planning, lockup logistics, and the first year post-listing.
10 ARTICLESYou have a concentrated stock position
Frameworks for getting from concentration to diversification — on your terms.
8 ARTICLESYou have valuable private-company stock
Exercise sequencing, AMT planning, and decisions you can make today.
9 ARTICLESTax strategies for a concentrated position
DAFs, QSBS, exchange funds, and the levers that actually move the bill.
8 ARTICLESYear-end equity planning
What to do in October. What to finalize in December.
6 ARTICLESBrowse the Reference
By category.
The full reference encyclopedia. 200+ articles organized into seven categories. Filter by article type if you know what you're looking for.
Biweekly Publication
Equity Advantage
A short, sharp letter for tech professionals navigating equity. New issue every other Tuesday. No general "personal finance." Just equity, written by someone who actually does it.
How to Exit a Concentrated Position Without Accidentally Lighting Money on Fire
A 5-strategy comparison for exiting concentrated stock tax-smart: direct sale, direct indexing, long/short, exchange fund, and 351 ETF conversion.
Recent from Equity Advantage
What's on the desk.
How to Exit a Concentrated Position Without Accidentally Lighting Money on Fire
A 5-strategy comparison for exiting concentrated stock tax-smart: direct sale, direct indexing, long/short, exchange fund, and 351 ETF conversion.
14 MIN READPrivate Company Valuation: Is the Number Real… a Story... or BS?
Why private-company valuations can be technically real but economically misleading — four structural mechanisms employees should understand.
6 MIN READTax Strategy for Highly Appreciated Stock: (1) Eliminate vs. (2) Reduce vs. (3) Defer —- And Why Confusing Them Is Expensive
Eliminate vs. reduce vs. defer for appreciated stock — the three-bucket tax-strategy taxonomy, and why confusing them is expensive.
10 MIN READWhy Your “Insider Edge” Is Way Smaller Than You Think
Why insider knowledge doesn't translate to a real stock-picking edge — public investors know more than you think, and only 20% of returns are company-specific.
5 MIN READSpaceX Employee Equity: The 5 Decisions That Matter Most in 2026 (and How to Make Them)
The 5 SpaceX-employee decisions for 2026: tender participation, share selection, option exercise, IPO readiness, and the concentration plan.
14 MIN READNext Step
Can't find what you need?
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