dreythomas
← All daily notes

Match the tool to the person, not the other way

One tool rarely fits every role on a team the same way, yet many rollouts hand everyone the exact same setup regardless of what they actually do all day. I check what someone's actual day looks like before I suggest anything, because the exact words my team already uses tell me more than any generic setup could. Someone writing client messages all day needs something different from someone buried in spreadsheets, and forcing both into the same workflow just creates quiet frustration on one side or the other. Take a little time to ask what each person's day actually looks like before deciding which task to automate for them first. This small bit of listening avoids the common trap of a one size fits all rollout that technically works for nobody in particular. People stick with tools that clearly fit their actual job, and they abandon ones that feel like they were built for someone else entirely.

Try this today: ask two people on your team with very different roles what their most repetitive task is, and pick a different starting point for each of them.

Want to build one of these with me?

Join the Fall 2026 Coaching Group, seven live Thursdays where we build AI systems on your business, or apply for a 1:1 Build-With-Me Session.

Pick your door →