Weekly Newsletter

The guide nobody hands you
when you get promoted.

Real situations. Honest takes. Written by someone who's been in the room — for technical professionals navigating the leap to people leadership.

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Issue #006

When to Delegate to an AI Agent vs. a Person

The decision isn't about capability — it's about accountability. A simple mental model for every technical manager who's wondering how to actually use AI on their team.

Issue #005

Managing Up When Your Boss Doesn't Get Technical Work

Your manager can't evaluate your team's output directly. That's not a problem — it's actually leverage. Here's how to translate technical results into language that moves decisions.

Issue #004

The Myth of Data-Driven Management

You can't A/B test your way to a high-performing team. The people who try usually get very precise data about a problem they've been avoiding for six months.

Issue #003

How to Give Feedback to Engineers Without Losing Their Respect

Engineers are trained to spot logical inconsistencies. Vague feedback doesn't land — it irritates. A structured approach that technical people actually respond to.

Issue #002

Why Smart People Make Bad Managers: The IC Trap

The skills that got you promoted are the exact skills that will make you a mediocre manager if you keep leaning on them. What changes, what doesn't, and how to tell the difference.

Issue #001

The 90-Day Rule: Why Most New Managers Fail Before They Start

58% of new managers fail within 18 months. The pattern isn't incompetence — it's a missing roadmap for the first three months. This is what that roadmap looks like.