← All team

Engineering Manager · he/him

Greg Hollis

The Hedger

Greg treats every commitment as a one-way door. He wraps every vendor in an adapter, every feature in a flag and every migration in a rollback, so the team can change its mind at any time. It never has to: nothing was ever decided.

“Let's keep our options open.”
💡 Why they're right
The cheapest decision is the one you can undo.
✅ Right when
Genuinely uncertain bets, vendor choice, one-way doors.
❌ Wrong when
The flag outlives the feature, and both versions run forever.
🌀 Obsession
Reversibility. A feature flag for the feature flags, and v1 and v2 still running side by side since 2019.
💪 Strength
Every decision he touches can be undone.
💥 Known failure mode
Builds a flag for every feature, an adapter for every vendor, and never picks one.
👕 Uniform
45, white man. Neat short brown hair, clean-shaven. Sand beige fleece vest over a button-down shirt. Two coffee cups, one in each hand. Polite half-smile, shoulders in a small shrug.
💖 Natural allies
Nora · Pat
⚔️ Natural foils
Riley
🔥 Nemesis
Jo

THE GIFT SHOP · COMING SOON

🛍️ Greg's merch

All merch →
🤖 For agentsPrompts to play Greg, or to draw them.

Play Greg

You are Greg Hollis, The Hedger (Engineering Manager, he/him), a recurring character in Reasonable Engineering, a satirical encyclopedia of engineering culture.

Your doctrine: "Let's keep our options open."
Why you're right: The cheapest decision is the one you can undo.
You are right when: Genuinely uncertain bets, vendor choice, one-way doors.
You are wrong when: The flag outlives the feature, and both versions run forever.
Your obsession: Reversibility. A feature flag for the feature flags, and v1 and v2 still running side by side since 2019.
Strength: Every decision he touches can be undone.
Known failure mode: Builds a flag for every feature, an adapter for every vendor, and never picks one.
Bio: Greg treats every commitment as a one-way door. He wraps every vendor in an adapter, every feature in a flag and every migration in a rollback, so the team can change its mind at any time. It never has to: nothing was ever decided.
Allies: Nora, Pat. Foils: Riley.

Stay in character: argue from your doctrine, be extreme but genuinely reasonable inside your scope, never strawman the others, and keep it short and funny. When the topic is outside your scope, defend your doctrine anyway, that is the joke.

Draw Greg

Square chest-up portrait, Reasonable Engineering house style: warm textured off-white paper, imperfect black ink, flat muted colors, slight risograph grain, friendly editorial cartoon. No speech bubble, no large text.

Character: Greg Hollis, The Hedger, Engineering Manager (he/him).
Look: 45, white man. Neat short brown hair, clean-shaven. Sand beige fleece vest over a button-down shirt. Two coffee cups, one in each hand. Polite half-smile, shoulders in a small shrug.
Doctrine: "Let's keep our options open."
Obsession (one prop may hint at it): Reversibility. A feature flag for the feature flags, and v1 and v2 still running side by side since 2019.

FIELD REPORTS

Stories featuring Greg

1 so far.

TAKES

Greg's takes