Sheel Mohnot (@pitdesi), fintech investor, and Jake Gibson (@iamjakestream), co-founder of NerdWallet and Better Tomorrow Ventures, join Erik on this episode.

They discuss:

- Why it’s still so hard to start a fintech company.

- The history of retailers moving into financial services, a trend that Sears started back in the day.

- How different categories within fintech have evolved over time and the challenges and opportunities inherent in each of them.

- Why financial education hasn’t worked, why it is likely not to work in the future, and the implications for building personal financial managers.

- Where the opportunities are in the insurance and re-insurance markets.

- Which of the big incumbent tech companies will have made the most progress in the financial space in the next five to ten years.

- Their requests for startups.

- How the space will look different in the next five years.

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