Problem Solvers

You’ve seen Robert Herjavec make deals on Shark Tank, but do you actually know how he thinks? In this candid conversation, Robert breaks down the real questions investors should ask, and the common mistakes founders...

When Lew Frankfort joined Coach in 1979, he knew nothing about fashion but he understood people. That skill became the foundation of his leadership and the reason he transformed Coach from a small, overlooked...

Feeling stuck? Uninspired? Unsure how to find the right answer to the problem you're trying to solve? Scott Anthony can get you unstuck. He teaches strategy at the Tuck School of Business at Dartmout, and is the author...

What makes an idea truly worthy of your time? Nir Zicherman, co-founder of Anchor and former Head of Audiobooks at Spotify, thought he’d left the startup world behind. But he kept wondering if he could help people learn...

When Jared Foster of Times Ticking bought a small watch shop, he realized one question was killing sales. So he replaced it with a simple, repeatable strategy that made customers feel welcome and ready to buy. That...

Executive coach Muriel Wilkins joins the show to unpack one of the biggest growth blockers in business. The leader who needs to be involved in everything. Drawing from her new book Leadership Unblocked, she breaks down...

NBA stars don’t open up easily, but Taylor Rooks makes it look effortless. The lead host of Amazon’s NBA on Prime joins the show to share how she earns trust fast, even from the most guarded people in the room. It’s not...

Michael Bosstick, founder and CEO of Dear Media, breaks down the mechanics of audience growth and what smart creators do after they’ve built one. He shares his proven blueprint for turning attention into impact. This...

Most people think taking a month off work is impossible, but what if it’s actually a smart career move? Jillian Johnsrud, author of Retire Often, argues that planning a “mini-retirement” isn’t just good for your sanity...

Jon Levy, behavioral scientist and author of Team Intelligence, is here to blow up what you thought you knew about leading teams. He reveals why most leadership advice is outdated, how the entire industry is built on a...

Entrepreneurs face two kinds of problems: One has clear answers, the other does not. But is it possible to take unclear paths... and make them clearer? Alibaba.com president Kuo Zhang joins the show to talk about Accio...

Most businesses that resist change die. But Jake Shivery refused to give up analog photography and turned his Portland shop, Blue Moon Camera and Machine, into a thriving 26-person business. But to keep his mission...

Branding expert Laura Ries joins Jason to talk about her new book, The Strategic Enemy, and the power of positioning. Together, they break down how companies can define what they stand against, win customers, and become...

What do you do when your company is running out of money, your industry has collapsed, and even you think your idea is dumb? That’s the situation Siqi Chen, now founder and CEO of the finance platform Runway, faced in...

Search is changing. Instead of typing a few words into Google, clients are now asking AI tools for hyper-specific recommendations. So how do you make sure they still find you? In this episode, Max DesMarais of Vital...

Marcus Lemonis built his reputation as the guy who could fix anything. It’s even in the name of his TV show The Fixer on FOX his new show following the success of The Profit on CNBC. But now, as he enters a new phase of...

Michael Jacobson joined his uncle’s flower shop to help close it down. Instead, he uncovered industry-wide problems like outdated tech, inefficient supply chains, and reliance on costly middlemen. By solving them one by...

The myth of the genius jerk founder has shaped startup culture for decades, but it’s wrong. Dr. Richard Hagberg and Tien Tzuo, co-authors of Founders Keepers, have the data to prove it. In this episode, they unpack the...

Julia Hartz is the co-founder and CEO of Eventbrite, the platform built to help anyone host and sell tickets to an event. But after years in the business, Julia and her team realized something surprising. Their biggest...

Ania Smith, CEO of TaskRabbit, has spent her career building marketplace businesses. She shares the operational challenges of matching people who need tasks done with people who can do them and how TaskRabbit solves for...

Eynat Guez, co-founder and CEO of Papaya Global, shares how a single contract clause nearly bankrupted her first company and why confronting that worst-case scenario changed everything. Instead of panicking, she mapped...

How does an old video game get reborn as a modern entertainment behemoth? Just ask the producers behind Sonic the Hedgehog, Tomb Raider, and more. Their names are Dmitri M. Johnson and Mike Goldberg, co-founders of...

Remember the Sonic “Two Guys” commercials? That simple marketing campaign transformed the brand — but creating it wasn’t simple at all. In this episode, Cliff Hudson (former Sonic CEO) and Craig Miller (former Sonic...

Do you want to learn to predict what your competitors will do next and prepare for it? Arjan Singh, author of Competitive Success: Building Winning Strategies with Corporate War Games, joins the show to explain how...

In a space evolving as fast as AI, how do you build something that stays relevant? According to Misbah and Farah Uraizee, co-founders of Nectar Social, the answer starts with founder-market fit. Solve the problem that...