CTO Worries

What CTOs Worry About: I revisit a decade of conversations with CTOs about their problems and the solutions they’ve tried. I’ll also incorporate my own experience as a CTO and entrepreneur.

CTOs Worry About: How to Hire Remote Engineers

In this edition of What CTOs Worry About I’m going to take a little departure from the norm. Instead of summarizing common wisdom and advice from other CTOs, I’m going to share with you my personal technique for finding and hiring great remote talent.Over the last decade

CTOs Worry About: Remote Work Morale

We’re five months into coronavirus lockdown, and the brief honeymoon period of newly-minted WFH happiness is waning. Employees are demotivated, anxious, and starting to show signs of cabin fever.So this week’s CTO Worry is: Remote Work Morale. Specifically, CTOs are worried about the downstream effects of forcing

CTOs Worry About: Product Executives

At an early-stage startup the CEO and CTO do the bulk of the “product work”: positioning, planning, developing, iterating, and so on.The team grows and eventually they hire their first PM. The product manager works with the engineers (and sometimes with sales) to help flesh out requirements and acceptance

CTOs Worry About: Security

Last week’s Twitter hack has the tech leadership world abuzz with worried CTOs. This conversation comes up about once per year, typically after a high profile security incident. The core of What CTOs Worry About is: how do I foster a healthy security culture.Conventional Wisdom Says…As with

CTOs Worry About: COVID-19

Welcome to What CTOs Worry About: a newsletter in which I revisit a decade of conversations with CTOs about their problems and the solutions they’ve tried. I’ll also incorporate my own experience as a CTO and entrepreneur, and from time to time I’ll interview my friends. Tweet