184 - Taking Risks — with Jason Fried

In this episode, Chris Do breaks down why most creatives struggle to market their services effectively—and how that changes in 2026. He explains the critical difference between designing for “anyone” versus building services for a clearly defined, high-value client. Through real ...  Show more

In this episode, Chris Do sits down with designer, publisher, and entrepreneur Jesse Reed to explore the intersection of design systems, business, and long-term creative impact. Jesse shares his journey from Pentagram to co-founding multiple ventures, including Standards Manual, ...  Show more

Jason Fried is the co-founder and CEO of 37signals, the maker of Basecamp and HEY. 37signals is a very different kind of company. With fewer than 80 employees, they have over 100,000 customers, generate tens of millions of dollars in profit each year, ...

Are you struggling to adapt to a recent change in your life or business? No matter what your personality type, research shows that people move through 4 stages when a massive disruption occurs: 1) Panic 2) Adaptation 3) New Normal 4) An "I wouldn't go back" moment where you no ...

NCFIT founder Jason Khalipa has never been one to shy away from hard work. Case in point: In 2008, Jason graduated from college, won the CrossFit Games, and started a business. But he didn’t stop there. From the moment he signed the lease on his first gym, Jason went all-in on bu ...  Show more

How do you get through a trust crisis? In this episode of Rethink Moments, Rachel is joined by Basecamp CEO Jason Fried one year on from his explosive memo that almost destroyed his business. In a rare public conversation about this highly controversial moment, Jason reveals what ...  Show more