Nick deWilde

Nick deWilde, co-founder of Invisible College, joins the show with Scott Kitun. Nick comes on to talk about the colorful but often opaque world of Web3. Everyone seems to be talking about it but what is Web3 and how do you become a participant? These are just some of questions Nick set out to answer…

Brian Saunders

Brian Saunders, founder and CEO of BigTime Software, joins the show with Scott Kitun. BigTime provides turnkey billing software solutions for professional service firms and consulting services that makes it easy to capture billable hours, allocate and manage project resources and consolidate key metrics. Earlier this year, BigTime took a $100 million strategic investment from…

Joseph Reinke

Joe Reinke, founder and CEO of FitBUX, joins the show with Scott Kitun. Joe gives the the pitch on FitBUX, an automated software solution to financial planning. From student loans to stocks, FitBUX measures your financial data and provides easy-to -understand analysis for you to make money decisions. Scott and Joe talk about the future…

Gabby Cazeau

Gabby Cazeau, Principal at Harlem Capital, joins the show with Scott Kitun. Harlem Capital is a venture capital firm with a core mission to invest in a thousand diverse founders (including Chicago’s very own CASHDROP) over 20 years and change the faces of entrepreneurship. Gabby shares her journey from intern to Principal at Harlem Capital…

David Cheng

David Cheng, Principal at DCM Ventures, joins the pod with Scott Kitun. The role of VC isn’t the same as your father’s, or even your grandfather’s VC anymore. No longer is venture capital only about getting a check once and being hands off otherwise. As we’ve started to see with a16z and rolling funds, DCM’s…

Brian Morrissey

Brian Morrissey, former President/EIC of Digiday and current writer of the media business Substack The Rebooting, joins the show with Scott Kitun. They get into it all things media and the business of media, and how this period of upheaval with the pandemic is a chance to get things right and inspired The Rebooting name.…

Matt Fairhurst

Matt Fairhurst, co-founder and CEO of Skedulo, joins the show with host Scott Kitun. Skedulo is a project management and productivity platform that is geared towards the majority of the workforce (up to 80% globally according to Skedulo) that doesn’t work behind a desk. Matt talks about how they started with four clients in four…

Austin Petersmith

If you live your life on Twitter or pay attention to any social media platform for long, you’re bound to see more than a few people saying they’re starting a podcast! A couple weeks go by, their episodes start out hot but immediately dwindle and within 60 days they are out of the podcast game…

Jason VandeBoom

ActiveCampaign CEO and founder Jason VandeBoom joins Scott back on the pod to talk about the latest news – announcing a whopper $240 million Series C round led by Tiger Global to scale up its operations and continued growth with customers (up to 145,000 active customers). As an 18-year old business, ActiveCampaign is hardly an…

David McFarland

When David McFarland was got a job as an actuary out of college, he was working at an insurance firm where he first saw how data wasn’t being optimized. Later after working alongside Kyle Nakatsuji at auto insurtech company ClearCover, he saw how Kyle’s model could apply to all of small businesses and more importantly,…