How did Remitly’s CEO start in such a complex industry?

“It took jumping in and just doing it, as opposed to looking at all the risks and weighing the decision.” said Matt Oppenheimer (CEO at Remitly).

I think of this as calculating less.

When starting Remitly Matt realized that, “starting a money transmission business would be irrational.”

This stuck with me. I always think I can preplan all the angles and weigh all the risks. But it never unfolds as expected, and over-calculating just makes the crazy odds more clear.

Maybe the only thing you can expect is to be surprised?

Matt shared how this helped him build Remitly at the 16-minute mark in this podcast.

Has this been true in your life? Replies welcome.