On this week’s episode, Jim sits down with Cyrus Sigari of Up Partners, a venture firm at the forefront of transportation innovation. He speaks about his lifelong love of aviation and the journey of starting his firm centered around mobility. Cyrus and Jim discuss drone capabilities and taking cues from birds, sustainability related to technology, the massive benefits of AI in the transportation space, and inspiring the next generation of innovators. You don’t want to miss it!

On this week’s episode, Jim sits down with David French, political commentator, senior editor of The Dispatch, and co-host of the Good Faith podcast. Their wide-ranging discussion covers the current US political climate and what he calls the ‘new culture war,’ the fundamental differences in thinking between liberals and conservatives, and the possibility of unity in today’s polarized world. A fascinating, nuanced discussion that you don’t want to miss!

On this week’s episode, Jim sits down with Neil Sequeira, founder and managing director at Defy, an early-stage venture fund focused on emerging high-potential investments. Neil walks Jim through his history in the corporate VC world, weathering downturns in the economy, and working towards positive change in consumer financial services. They talk about blockchain, the market, and a more socially conscious workforce. A stimulating conversation you don’t want to miss.

On this week’s episode, Jim sits down with author and journalist Christopher Leonard to discuss his new book, The Lords of Easy Money How the Federal Reserve Broke the American Economy. Chris has spent his career writing about powerful institutions on behalf of the public and his new work examines how FED policy over the last fifteen years has shaped our current financial landscape. From Quantitative Easing, to Income Inequality to Asset Inflation, he covers it all. A fascinating conversation you don’t want to miss.

On this week’s episode, Jim sits down with Jordan Nof, co-founder of Tusk Venture Partners, a firm whose expertise in the regulatory space has made them a valuable partner to such companies as Bird, Lemonade, and FanDuel. Jordan walks Jim through the founding of the firm, his background in a more traditional investing space, and how Tusk’s experience with technology regulation makes them a strategic partner for many investors.

This week, Jim sits down with Grant Miller, founder and CEO of Replicated, a company built around a new way to package software. Grant walks Jim through how Replicated allows software vendors to scale the delivery of applications in a way that’s more portable, letting companies more securely protect their data by bringing applications to them. They talk about bringing a unique product to the marketplace, paving the way for the cloud, fostering a team mentality while working remotely during COVID, and raising capital over Zoom. An interesting conversation you don’t want to miss!

On this week’s episode, Jim sits down with Adriana Saman of Clocktower Ventures, a Southern California based venture fund focused on investing in the future of financial services. She walks Jim through her background in investment banking and how the experience informs her work in the fintech space. She talks about the future of fintech as beyond simply vertical, Clocktower’s mission to be the best co-investor in the world, and how more creative sourcing strategies are integral for more diverse hiring within the industry.

On this week’s episode, Jim sits down with Scott Painter, founder and CEO of NextCar, a major disruptor on the sales side of the auto industry. Scott has devoted much of his career to solving the problem of car ownership – updating the model, reducing the headache, and making the marketplace more efficient. He and Jim discuss his journey from 1-800 Car Search to today, bringing a subscription model to car ownership, and how NextCar is leveraging dealer inventory in order to bring down customer acquisition cost.

On this week’s episode, Jim speaks with writer and social entrepreneur Shaylyn Romney Garrett about how we got to where we are today. Author of The Upswing: How America Came Together a Century Ago and How We Can Do It Again, Garrett covers a wide range of topics including income inequality, polarization, and social isolation. She highlights similarities between the Gilded Age and now and discusses how the standard narrative of the 20th century is in fact a misrepresentation. A fascinating discussion that you don’t want to miss!

On this week’s episode, Jim sits down with Michal Cieplinski, CBO of Pipe, a groundbreaking financial platform revolutionizing the way companies are funded. They discuss Pipe’s beginning, working strictly with Software as a Service companies before expanding into the larger marketplace. Their in-depth conversation explores how Pipe is reinventing debt and creating a new type of asset class.