Roadmap
11 posts filed under Roadmap.
Startup Stack Vs Scale-Up Stack
About half the data stack that got you to 25 people won't make it to 80. You can guess which half now.
Read →Why Your Best Engineer Avoids The Data Layer
Watch who picks up the data tickets at a 40-person company. It tells you who owns data.
Read →What a Broken Pipeline Actually Costs Per Week
Pull the last four weeks of pipeline incidents and put an hour next to each one. The total is rarely what you guessed.
Read →Coalesce Context As Infra
Treat your metric definitions like a Terraform file, or keep the agent away from them.
Read →DBR Commit Discounts Math
Every platform vendor offers 20-30% for an annual commit. The discount is real. The forecast underneath it usually isn't.
Read →AI Data Foundation Check
Every AI roadmap I review gets the same first check: whether the data could go in a board deck unchecked.
Read →Pipeline Full-Time Owner Trap (Year 2 Update)
One pipeline quietly consumed a full data engineer. On a team of 5, that's 20% of capacity feeding one job.
Read →The Data Strategy One-Pager (What Execs Actually Need)
The best data strategy I've seen fit on a single page.
Read →Strategy Debt: When Your Roadmap Has No North Star
A roadmap without a north star is just a to-do list with dates.
Read →From Technical Debt to Technical Drag
Stop calling it technical debt. Debt has a balance you can clear. This is permanent friction.
Read →