In this five-part podcast series, Chris Kiefer interviews Tim Leland, the founder of t.ly, the world's shortest URL shortener. They discuss Tim's background in software development and entrepreneurship, his experience scaling extensions to hundreds of thousands of users, and his decision to go full-time on t.ly. They touch on challenges in converting users to paid customers, the importance of clear and straightforward extensions, and concerns about free tools and privacy. They also talk about cross-promotion strategies, support and feature requests, and the reliance on podcasts and online communities for guidance. Tim shares his challenges in starting a new sport, the growth of t.ly, and the potential of expanding into the API and QR code market. They discuss affiliate marketing and its impact on credibility, and Tim recommends book and movie suggestions. The conversation concludes with Tim's contact information and Chris expressing interest in collaborating with entrepreneurs.



Book Recommendations:


Buy Back Your Time by Dan Martell
The SaaS Playbook by Rob Walling
Biography of Elon Musk by Walter Isaacson
Hail Mary" by the author of The Martian


Movie Recommendations:

Steve Jobs



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