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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.
In this powerful episode, Bradley Tusk reveals the hidden mechanics of startup lobbying after his legendary work getting Uber legalized across America. Drawing from high-stakes campaigns spanning Bloomberg's mayoral run to crypto's 2024 election dominance, Tusk breaks down his battle-tested framework for navigating regulatory warfare—from mobilizing customer armies (01:20) to understanding that every politician's decision revolves around winning the next election (02:59). He shares hard-won insights on when startups should engage politically, how crypto achieved unprecedented lobbying success with strategic $40 million investments (24:18), and his ambitious mobile voting project aimed at fundamentally reshaping democracy through technology.
Former deputy governor of Illinois and campaign manager for Michael Bloomberg's successful mayoral campaigns. Founded Tusk Strategies, a political consulting firm, and Tusk Ventures, investing $300M in highly regulated startups like Uber, FanDuel, and Coinbase while solving their regulatory challenges.
Venture capitalist and host of How I Invest podcast. Based on his questions and approach, he brings experience from government work at city, state, and federal levels to his conversations with industry leaders.
When regulators threaten your business, mobilize your users as constituents. Uber sent a message to 50,000 DC customers, who then contacted city council members within a week. (01:36) This grassroots pressure not only killed the anti-Uber bill but passed their own legislation 9-0. Politicians fear losing voters more than losing campaign contributions—your passionate customers are your strongest political asset.
Every politician makes decisions solely based on winning their next election. (03:07) Show them how supporting your initiative helps them get reelected or how opposing it could cost them votes. Map out which constituents care about your issue and can vote in their district. If you can't demonstrate clear political benefit or risk, you become irrelevant to them.
Rather than waiting for politicians to decide, publicly thank them for supporting your cause before they've committed. (13:17) In New York's universal school meals campaign, they ran ads immediately crediting politicians for their support, making it politically costly to reverse course. This creates emotional investment and a template where your outcome becomes inevitable.
Create a stack ranking of jurisdictions from easiest to hardest based on political landscape, opposition strength, and regulatory complexity. (19:23) Win early battles in friendly markets to establish precedent and prove your model works, then leverage that success to tackle harder markets as your resources and credibility grow. Points on the board create momentum.
Map when you need government approval in your product lifecycle—some companies like Lemonade needed insurance licenses on day one, while FanDuel operated in gray areas until regulatory backlash hit at Series E. (20:45) Understand the consequences of non-compliance: impounded cars are manageable, but SEC violations mean prison time. Budget and plan accordingly based on your specific risk profile.