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The Compound Years · Issue #4 · August 2026

Hire for trajectory, not pedigree

The most underrated signal in a résumé isn’t where someone’s been -- it’s the slope of the line. Five things this week on reading it.

01The idea

Pedigree tells you what someone was capable of at one moment. Trajectory tells you what they’re becoming.

Over a five-year horizon, trajectory wins every single time without exception -- the only real question is whether you can spot the slope in a thirty-minute interview, when both candidates are dressed for the same job and trained on the same answers, and the difference between them is the one number nobody wrote on the résumé.

02The signal

The slope is the story. Look for compounding ownership -- bigger problems each year, less hand-holding, faster ramp on each new thing.

Two roles at the same title across four years isn’t a flat line, it’s a stalled one -- and three different scopes in three years, each meaningfully harder than the last and each one taken on without being asked, is the kind of line you should be willing to pay above market for, because the next two years on it are going to look nothing like the previous two.

03The trap

A brand-name logo proves someone passed an interview once. The slope of their curve tells you more.

What I look for is the shape of the curve rather than the height of the last point: what someone learned in each role, how quickly they learned it, and whether each step was bigger than the one before. Two people can read almost identically on paper and be moving at completely different speeds. The one still climbing is the better bet, which is the same instinct as shipping early: momentum tells you more than a finished-looking surface.

04The bet

Made an offer this week to a candidate three years out of school with a résumé full of company names no one’s heard of.

The slope was unmistakable once I stopped reading horizontally and started reading vertically -- each role twice as hard as the previous one, each transition self-initiated rather than prompted, and the curve pointing in exactly the direction the role is going to need by year two -- so I bet on the line, not the addresses on it, and I’m expecting a strong year-one ramp because the line says I should.

05The question

What was the trajectory question that surfaced your best hire?

Hit reply -- I’m collecting the best ones into an interview-question library and the most useful answers tend to come not from the recruiters but from the hiring managers who got it right once and have been trying to reverse-engineer how ever since.


Forward to one hiring manager who’s about to make an offer.

-- David