Startup CTO series

Reflecting on my time leading engineering at Complete.

Over the past few months, I’ve had a handful of unpublished drafts sitting in my queue—notes, lessons, and hard-earned insights from my time as Head of Engineering for a seed-stage startup. This past weekend, I finally took the time to hit publish.

These are the notes I keep forwarding to Seed/Series A stage CTOs—friends, peers, and those just stepping into the role—because they tackle the questions that come up again and again. I didn’t want to send six emails this weekend, so collecting links to these posts in one!

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Roadmapping and Recruiting

• Roadmapping for Startups

• Recruiting at Seed/Series A stage startups

People Management

1. Engineering career framework for Seed/Series A stage startups

2. Measuring your performance as a startup CTO (Seed/Series A stage)

Bonus fun topics

1. Security and Compliance for Enterprise Sales

2. Startups are poker, not chess