Real lessons and learnings from the teammates building the transformation
Not press releases. Not talking points. The people building Groupon, writing about how they work, what they believe, and where this is going.

How I Built My AI Chief of Staff
I built an AI chief of staff because I was drowning in preparation work. Six months to get the architecture right. Here is what it does and where it still fails.
How Subagents Collapse a Day of Analysis Into 20 Minutes
The merchant performance review used to take most of a Monday. We rebuilt the workflow around a three-agent pipeline and it now runs in under twenty minutes.
My AI Environment Contributions in Groupon Beyond a Claude Code Setup
Claude Code is where it starts. But the real work is building the environment around it: the agents, the evaluation loops, the governance. Here is what shipped.
How Groupon Is Engineering Its Comeback
Groupon is rebuilding its marketplace on agentic infrastructure. The engineering approach and the business transformation are not separate stories.
Why we cut email volume in half overnight and grew the channel anyway
Cutting send volume felt like the wrong move. The data said otherwise. What happened when we stopped optimizing for opens and started optimizing for outcomes.
The Headcount You Couldn't Afford
What AI agents actually cost versus what they replace. A ground-level accounting from the team running merchant operations at scale.
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