Nate Benson | WGRZ

BUFFALO, NY –  Painless 1099 is a startup aiming to make tax saving easier for freelancers. A 2015 43 North winner, the company is making big strides and impressing a lot of people connected to the 1099 world.

In the extended conversation with founder and CEO Ace Callwood we talked about his upbringing as a military kid, what he learned in the branding world, and how another start up of his led to Painless 1099.