The Investor Update I Stopped Sending Weekly
Three years of weekly investor updates. Reply rate dropped to single digits by month four. Switching to monthly doubled it.
Angle
Communication
13 posts
What Your Slack Channels Say
A company's Slack channel list shows what it really does, not what it says. The real work lives in far fewer channels than anyone suspects.
When the Co-Founder Email Wins
A six-week cofounder standoff, three failed coffees, then a five-paragraph email that ended it in an afternoon. Why writing beats talking it out.
The Conversation Postponed for a Year
Every cofounder split has a moment a year earlier when the honest talk could have happened. Avoidance feels like protection. It's the slow death.
The board update I should have sent was three paragraphs
The midnight update ran twenty-two pages and six charts. The update I should have sent was three paragraphs.
The strategy doc you never wrote down
You held the strategy in your head for four years. By year five the company ran on six versions of it, each defended in a different room.
The skip-level you stopped doing
He ran them every quarter for two years, then stopped because he was busy. Three resignation letters later, he saw what the skip-level had been buying him.
The email you drafted at 11pm and shouldn't have sent
It was clear, direct, and correct. It also cost the relationship. Being right at midnight is the most expensive way to be right.
Why boards read your update backwards
Page nine, paragraph three, fourth sentence in. The number that mattered most was hidden where nobody would ask about it. The board found it first.
Stop Postponing the Cofounder Conversation
You've been rehearsing it in the shower for nine months. The longer you wait, the more expensive the silence gets.
Sixty people, forty-five minutes, zero questions
They sat through forty-five minutes of updates they could have read in a doc. Nobody asked a question. The CEO called that clarity. It was resignation.
Your status meeting is three numbers in a trench coat
Most weekly status meetings exist because nobody wants to commit three numbers to writing. Replace the ritual with a Monday written update.
The $40,000 Standing Meeting
A topic in its fourth week on the agenda means the meeting works and the business stalls. Add one column to the minutes and watch it stop.