Posts

Read the document your teams are building from Somebody will ask you for more engineers this year, and they will make a good case. Releases are slipping, and the plan has slid two quarters. Before you fund it, read the document the team was building from. Ten minutes. It usually settles the question, and it usually settles it against the headcount.

A growth company signs a customer several times its size, and its board starts looking for its maturity gap. Security review boards, change management, disaster recovery testing. Those gaps are predictable and cheap to close, and unless something is badly broken, I would rather see a credible plan and a person responsible for it than watch a forty-person company spend twelve months trying to look like a Fortune 500.

The technical debt remediation cost line item in any technical diligence report is problematic on several fronts. It’s the blue-book value of all technical debt remediation without nuance. Often without prioritization. Sometimes it includes things that aren’t technical debt at all.