The Saas Revolution Show

On this month’s episode of the Struggle, Alex speaks with Yesware co-founder and chairman of the Board, Matthew Bellows. He interviewed him a year ago for another episode of the SaaS Revolution Show where the focus was on the part of the story that showcased Yesware’s success to date. Today they take a step back and, in the spirit of The Struggle,  chat about the myriad of struggles that Matthew has been through, that isn’t often discussed, on the way to that success. Matthew started Yesware in 2010 together with his co-founder and CTO Cashman Andrus. The plan was to bootstrap but as demand for engineering talent increased while savings were drying up very quickly, Matthew and Cashman decided to fundraise. According to the blog posts, they had read it was meant to be easy. The reality turned out anything but. While the experience was difficult, Matthew believes that for Yesware it was the right thing to do. It also served as an important gut check - Do we actually want to run this company and build this produ