Leadership

Your job, and the four times it completely changes.

What you personally do all day, how you decide, how you write, and how you stay useful as the thing you built outgrows your direct reach.

intro

The job changes four times

Builder, multiplier, architect of the machine, then steward of the strategy. Each transition invalidates the habits that got you promoted.

0-5 · 5-20 · 20-50 · 50-150 · 150+

core

Decisions, disagreement, and speed

Most decisions are reversible and belong to one person, made in minutes. Consensus is reserved for doors that only open one way.

5-20 · 20-50 · 50-150 · 150+

core

Writing is the leadership multiplier

Writing is the only thing you do that reaches people you'll never meet, in rooms you're not in. Major decisions get a document before they get a meeting.

5-20 · 20-50 · 50-150 · 150+

core

Delegation without abdication

Delegating an outcome means handing over the decisions that come with it. What you keep is the definition of done and the frequency of checking.

5-20 · 20-50 · 50-150 · 150+

core

Managing up and sideways

Your peers in sales, product, and finance aren't obstacles, they're constraints with reasons. Translate engineering into their currency and most of the friction goes away.

20-50 · 50-150 · 150+

core

What your boss is carrying

The person you report to is carrying two or three specific worries, and almost none of your work is pointed at them. Find out what they are and solve one.

0-5 · 5-20 · 20-50 · 50-150 · 150+

core

Complaints and proposals

A complaint hands someone a problem plus the work of deciding what to do about it. A proposal hands them a decision. Same information, completely different weight.

0-5 · 5-20 · 20-50 · 50-150 · 150+

advanced

The board and the exec team

A concise monthly written note, and no surprises, ever. Boards want confidence that you see reality clearly, not detail about how the system works.

50-150 · 150+

core

Hard conversations

Have it early, plainly, and once. Early means the second occurrence, not the first and not the fifth, because that's when a thing stops being an incident and becomes a pattern.

0-5 · 5-20 · 20-50 · 50-150 · 150+

core

Your calendar is your strategy

Whatever you actually spend hours on is your real strategy. Everything else is an aspiration you've written down, and the calendar is the only honest record of which is which.

5-20 · 20-50 · 50-150 · 150+

core

You don't know half their story

You're comparing your full interior record against someone else's edited exterior, and losing. Compare against yourself twelve months ago and against the job you want to be able to do.

0-5 · 5-20 · 20-50 · 50-150 · 150+