top of page
  • Writer's pictureMatthew Lerner

Overthinkers & Underthinkers

Let’s talk about overthinkers and under-thinkers — I suspect most of us are naturally one or the other. And if we're leading a startup, that becomes part of our team’s culture.


Some teams are paralyzed by debates at the expense of execution. (That’s me!)


Others are quick to act without stopping to consider the tradeoffs, which leads to wasted cycles. (Everyone’s busy, but the numbers aren’t moving.)


Do either of these sound familiar?


Teams adopt a culture of overthinking or underthinking — and either one can slow us down. Fortunately, it's an easy fix!

Simple next step

First, just paste this post into Slack and have an honest conversation about your team’s culture. Are you all more likely to overthink or underthink? Just acknowledging this can be helpful.


Underthinkers

If your bias towards action is too strong, encourage your team to ask the following questions:

  • If we do this, what are we not doing?

  • How big could this be if it works?

  • Are there other things that make more sense right now? (That’s it, don’t overcomplicate it.)

Overthinkers

If you’re inclined to waste time planning and debating what might go wrong, build a habit of ending every conversation with a decision and some next steps. Sometimes it’s just “Pencils down, let’s try it, and see what happens,” or “let’s put it in the backlog for now.”


And in either case, as you’re building your team, look for people who have the opposite inclination, and bring them in to balance things out. Honestly, you’ll probably annoy each other, but it’ll be in a constructive way.

I hope this helps!

294 views0 comments

Recent Posts

See All

Upwork is 1,000 AI startups waiting to be built.

(Steal this idea, if it works, give me 15%) Thanks to AI, the cost and speed of spinning up a SaaS startup has collapsed by 90%, but you still have to find a validated market need. If only there were

Is a culture of perfectionism killing your startup?

Is your team playing it safe? Here's how to find out, and what to do about it. I recently published a guide to running growth sprints in the First Round Review. It walks you through the entire process

Sort your 2024 priorities with these 2 questions

Imagine if everyone in your startup consolidated their 2024 goals into a single list. How long would it be? If it’s longer than 3 items, keep reading. There’s a pattern in the early days of any great

bottom of page