Ramsey Gouda

CEO of KarChing. Teens, parents and car insurers don’t agree on much. But they do agree that dangerous and expensive car accidents are bad. KarChing CEO Ramsey Gouda figured that insurers and parents would be willing to pay some money upfront to reduce the risk of teen car accidents. The KarChing app uses telematics (or…

Fady Hawatmeh

CEO of Clockwork. No one starts a business because they love grappling with the financial side of it. But understanding your money is key if you want to keep the lights on. Clockwork CEO Fady Hawatmeh understands this better than anyone. He used to run a CFO consultancy firm where he saw firsthand how small…

MeTime Co-founders

Toi Valentine and Kayla Carey. Childcare has been an issue for ages — possibly since caveman days, but we’re still getting it wrong. Daycares tend to offer only multi-hour stretches, so parents are out of luck if you only need supervision for Junior for an hour or two here and there. Nannies and babysitters don’t…

Bobby Zagotta

Bobby is CCO of crypto asset exchange Kraken. Cryptocurrency is slowly going mainstream, and what it’s losing in mystique, it’s making up for in influence. Not long ago, cryptocurrency (better known as crypto) was the exclusive domain of internet nerds. Now it’s being held, invested and traded by people who recognize its potential to bring…

Matt Xavier

Matt Xavier, a senior associate at Unispace, works on the Workplace Strategy Group. His team works with companies to assess their organizational goals and design physical office environments around those objectives. Matt joined the podcast to share his top tips to consider before moving offices, how to create the ultimate space for you and your…

Keith Gooberman

Founder and CEO of Programmatic Mechanics. Unless you have a marketing degree, the more you read about advertising, the less comprehensible it becomes. And that’s exactly how ad execs like it. This small but mighty company aims to cut through the industry noise. Programmatic Mechanics is a breath of fresh air in the industry in…

Robert Blackwell

CEO of Killerspin and Quant16. You can become a billionaire with anything — from collecting garbage to selling Beanie Babies. The point is to figure out what makes you unique and valuable to the customer. “As long as you’re solving an emotional or financial problem for somebody, you can make a lot of money,” says…

James Yi

CEO of Leaf Trade. The cannabis industry is still emerging, dazed and confused, from the black market to the open market, presenting platforms like Leaf Trade the chance to make a big impression.   Founder and CEO James Yi joined the podcast to talk about Leaf Trade’s role in shaping the emerging cannabis industry, why…

Travis Hedge

Cofounder of Vouch Insurance. Insurance is one of the less sexy parts of running a company — and that’s especially true when working with the legacy companies that are far removed from the startup way. Newer business models often don’t neatly fit into traditional insurers’ outdated categories. Sometimes plans need to be patch worked and…

Dante32 Cofounders

Founded in 2018 by CEO Griffin Caprio and CSO Jenn Dudley, Chicago-based Dante32 helps businesses create podcasts in a style and format that resonates with their specific audience. Beyond being a fun distraction at the gym or on your commute, podcasts are gaining recognition as an engaging and accessible business tool. While it’s easy to…