Spent the morning reviewing our Q4 roadmap with the team. We’re at that point where we need to make hard tradeoffs between paying down tech debt and shipping new features.

The temptation is always to push off the debt, but I’ve seen that movie before—it always costs more later. We decided to dedicate 30% of sprint capacity to infrastructure work. Not ideal for velocity metrics, but the right call for team morale and long-term speed.

The best time to pay down tech debt was six months ago. The second best time is now.

Source: Unknown, but feels true

Afternoon call with a founder I’m advising. They’re struggling with pricing—classic early-stage challenge. My advice: charge more than you’re comfortable with, then see what happens. You can always come down, but going up is much harder.

Testing the archive feature with a 2024 post. This year should appear as a single link in the archive section.