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Illustration for Temporary Roles Are Not Identity Claims: Stewarding Work in Startups
Posted inLeadership Technology

Temporary Roles Are Not Identity Claims: Stewarding Work in Startups

Every startup has more essential work than formally staffed roles to cover it. The strongest employees don't just pick up the slack — they steward temporary roles through their full lifecycle, making gap work visible and deliberately transitioning it to its right long-term home.
Posted by Benjamin Trent 2026-03-28
Simplicity Is a Leadership Discipline, Not Just a Design Principle
Posted inLeadership Technology

Simplicity Is a Leadership Discipline, Not Just a Design Principle

The KISS principle is far more than a design philosophy. Applied to org design, strategic communication, and problem decomposition, the discipline of simplicity becomes one of the most powerful tools in a technology executive's toolkit.
Posted by Benjamin Trent 2026-02-10
I am a CTO. I have been doing this for over 15 years. I am also a husband, a father, a student of history, a chess player, a pianist, a hiker, and many other things.

This is a place to share my thoughts on what it means to be a CTO.
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