Episode 394: Navigating Multiple Exits Across Tech's Evolution with Raj Singh

About this episode

Raj Singh shares insights on navigating multiple successful exits in the tech industry and the emotional journey of founders post-sale.

From installing network cards as a teenager to navigating four successful exits across decades of tech evolution, Raj Singh shares lessons on acquisition timing, building buyer relationships, and the emotional journey founders experience after selling. Raj Singh is VP of Product at Mozilla, leading new zero-to-one product initiatives. He joined Mozilla in 2022 via acquisition of his startup Pulse (AI meeting summarization). Previously, he co-founded Tempo AI (acquired by Salesforce 2015), All the Cooks (acquired by CookPad), and served as VP of Business Development at Skyfire (acquired by Opera). WHAT YOU'LL LEARN You'll discover why exit windows matter more than plans, how to build relationships with potential acquirers years in advance, the four emotional stages after selling, why 80-85% of acquisitions are CEO-driven, and how founder fatigue is the number two reason startups fail. RAJ'S JOURNEY Raj's entrepreneurial instincts showed up early. Before college, he installed network cards in friends' computers for students heading to dorms. Desktop computers didn't have Ethernet ports back then, so he bought cards from Fry's Electronics, installed them, set up drivers, and charged…

People in this episode

Host: Corey Kupfer

Guest: Raj Singh

Topics covered

• entrepreneurship
• tech evolution
• acquisition strategies
• founder experiences
• emotional journey after selling

Keywords

• acquisition timing
• founder fatigue
• CEO-driven acquisitions
• emotional stages
• exit windows

Mentioned in this episode

Organizations: Mozilla, Pulse, Tempo AI, Salesforce, All the Cooks, CookPad, Skyfire, Opera

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