Latest Episodes

Albert Chen on “Billion Dollar Fantasy”

A

Today, I’m talking with Albert Chen, a staff writer at Sports Illustrated and the author of Billion Dollar Fantasy: The high-stakes game between FanDuel and DraftKings that upended sports in America. Albert isn’t a founder and frankly, the story of two companies that raised a combined $1.1 billion dollars probably isn’t that applicable to your business, at least not directly. That being said...

Ajay Goel of GMass

A

Today, I’m talking with Ajay Goel, the founder of GMass, a Chrome extension that gives your Gmail account email marketing capabilities. Ajay grew his first business, JangoMail, for 10 years before selling it to a private equity firm. This time around, he is still looking for an exit, but also wants to leave an impact on the software and digital marketing when all is said and done. And 3 years in...

Greg Koberger of ReadMe

G

Today, I’m talking with Greg Koberger, the Founder and CEO of ReadMe, a SaaS that helps their 3,000+ customers develop relationships by building beautiful, personalized, and interactive developer hubs. They also recently announced that they raised a Series A round of financing, lead by Accel. In our chat, we focus on two key areas of any business: productivity and culture. When it comes to...

Nathan Barry of ConvertKit

N

Today, I’m talking with Nathan Barry, the Founder and CEO of ConvertKit, email marketing software designed to help creators connect with their audience. I first came across Nathan years ago when I stumbled upon his book, Authority, and I’ve been following his story since.  He launched ConvertKit in early 2013 as a challenge to build a web app from 0 to $5k MRR in 6 months and diversify away from...

Darren Buckner of Workfrom

D

Today, I’m talking with Darren Buckner, the Founder and CEO of Workfrom, where he and his team are working to create social, professional and economic infrastructure for individuals and teams who work remotely. The last job I had that wasn’t remote was when I worked at Best Buy in high school (and that was a long time ago) so I’ve had a lot of experience working remotely but that doesn’t mean...

Richard Medcalf of xquadrant

R

Today, I’m talking with Richard Medcalf, the founder of xquadrant, a strategy, culture, and leadership consulting firm. Building a strong company culture and getting high levels of commitment from your team is a struggle in any business, but it’s made even harder when your staff is spread around the world, especially when you have a mix of full-time employees and contractors.  That’s a situation...