Posts by Benjamin Trent

One of my most important principles is to strive to never make the same mistake twice. We all make mistakes, and though it's important to be accepting and understanding of…

Making important decisions when afraid, in any context, can have negative consequences. This is as true for a business or technology team as it is in nature. When an organization…

Before you ask a question that may have a damaging answer, mentally double check to make sure you are prepared and ready to accept the worst possible answer. If you’re…

Repeatedly throughout my life, when I’ve met someone who had a particularly pronounced intolerance, for example against hypocrites or procrastinators or conceited personalities, it would turn out that one of…

In some ways this job is like a maze: where we wind up is rarely where we think we're headed from the start. We also have limited information with which…

A lot has been written on the subject of management vs leadership when it comes to guiding teams. I've heard it argued that great executives lead whereas poor executives manage.…

There are four kinds of investors: Those that know your business and know that they know your business. They are sources of wisdom. Use them. Those that know your business…

We are often faced with a dilemma when considering how to use software to solve a problem: whether to build the solution to that problem, or whether to buy a…

I've heard CTOs described as Product-focused versus Tech-focused, and I've heard people described as strategic versus operational, but I wonder if these are false dichotomies. I wonder if a better…