Cool Dad Job: Founder, Flickr and Slack

Cool Dad Vibe: Self-Effacing and Venture-Backed

Cool Dad Bona Fides: Butterfield is the exceedingly rare Silicon Valley entrepreneur who found big success more than once. He helped create Flickr, the massively popular photo sharing website eventually acquired by Yahoo and then, over a decade later, co-founded Slack, the workplace messaging software you’re probably logged into right now. Famously, Slack was a detour for a video game company. But Butterfield, who has a reputation for being creative and funny, possesses a knack for seeing value and saw a chance to grow something big. Butterfield has an 11-year-old daughter, Sonnet, with his ex-wife and Flickr co-founder Caterina Fake.