Joshua Browder, DoNotPay | Saving Consumers $100M+ & Investing in Thiel Fellows

$200M AI Champion to Beat Bureaucracy

Today we have Joshua Browder, Founder & CEO of DoNotPay. DoNotPay is an AI champion built to help fight big corporations, protect your privacy, find hidden money, and beat bureaucracy. Joshua started DoNotPay back in 2015 after dropping out of Stanford to pursue a Thiel Fellowship and has since saved consumers $100M+ on over 1.6M cases.

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Now DoNotPay is valued over $200M with ~$23M in total funding ..from honestly every big name fund out there, including Andreessen Horowitz, Founders Fund, Coatue, Index, Lux Capital, Tribe Capital, Day One Ventures, DST Global, the Chainsmokers, and more.

We go deeper into the innovative features of DoNotPay, its ‘spicy’ media strategy, and what it means to take risk.

Browder also reflects on his experiences as a Thiel Fellow and his investment philosophy as “statistically” the most active Thiel Fellow investor.

More impressively, unlike some, if not most, SaaS companies, DoNotPay is actually profitable and was one of the first VC-backed companies to issue dividends back to their investors. ..highly unconventional for a startup, if not, a tech stock.

This is a really fun conversation and Joshua shares it all!

Highlights

(07:10) Unexpected Allies: Warren Buffett and IBM Watson

(10:50) Media Strategy: Tapping into Anger and Current Events

(15:39) Enemies and Good Media Strategy

(17:05) Business Model: Subscription, Profitability, and Dividends (!!)

(23:40) Thiel Fellowship: Investing in Young Entrepreneurs

Full Timestamps

(01:03) DoNotPay: Fighting Big Corporations and Bureaucracy

(02:13) A Modern-Day David vs. Goliath

(03:33) AI and DoNotPay: Not Just Agents, But Robots

(04:20) Scale and Impact: DoNotPay's Success Stories

(05:17) Key Use Cases: Free Trial Credit Card and Robo Revenge

(12:40) Supreme Court Challenge: A Million Dollar Offer

(21:40) Investor Relations: Favorable Relationships and Strategies

(29:40) The State of Entrepreneurship: Challenges and Opportunities

(33:00) Leadership: Values and Influences

(35:10) 2025 Predictions: Voice AI, Tech Bubble, and M&A