We Study Billionaires - The Investor’s Podcast Network

TIP405: The Future of Fintech w/ Ryan Caldbeck

Dec 17, 2021

Ryan Caldbeck, Founder and Chairman of CircleUp, shares insights from his journey in fintech. He discusses the challenges of crowdfunding and the hidden misalignments of incentives that investors face. Leadership lessons learned from Coach K emphasize effective team dynamics. Caldbeck delves into the transformative potential of Bitcoin and Web3, highlighting how these innovations can reshape personal finance and investment strategies. He also warns of the investor knowledge gaps and stresses the importance of aligning interests for successful funding relationships.

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ANECDOTE

Early Inspiration

Ryan Caldbeck was inspired by JetBlue's impact on his Vermont community.
This sparked a desire to build something helpful, although his career path initially led him elsewhere.

ANECDOTE

Coach K's Advice

Caldbeck discussed a conversation with Coach K about career passions while at Duke.
He realized much later that genuine passion is crucial for fulfillment, which he lacked in private equity.

INSIGHT

Becoming a Leader

Founding a company often requires transitioning into a leadership role.
Not everyone is prepared for this shift, and it's crucial for scaling a team effectively.

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