Insights

On communication systems, relationship intelligence, and the opportunities hiding in plain sight.

Current thinking

• Opportunities Rarely Arrive Looking Urgent
• "Nothing Important Happened Today"
• Why Humans Are Terrible at Noticing Weak Signals
• The 5 Stages of Conversation Decay
• Weird Things We Learned From 200+ Inboxes

Earlier thinking

• CRM Tracks Deals. Relationships Happen Before Deals.
• Founders Don't Lose Deals for the Reasons They Think
• I Thought Unread Emails Were the Problem. I Was Wrong.
• I Thought Personal Inboxes Would Be Useless. Users Proved Me Wrong.

Also writing

• What People Actually Pay For
• The Problem with "Proactive" AI Assistants (and why it's dangerous)
• I Was Playing a Game I Was Guaranteed to Lose. Here's What I Learned
• Bootstrap or VC — pick your pace, pick your audience
• Dear Non-native Founders, Stop Apologizing for Speaking English
• When a Single Tap Breaks Trust
• The First Business I Ever Built
• What got me here won't get me there