Just Go Grind

How to Actually Scale a Startup, From a Founder Who Did It 3x (Just Go Grind, Episode #364)

May 24, 2025·54 min
Episode Description from the Publisher

Episode 364: Justin Gordon interviews Waseem Daher, Co-Founder of Pilot, about his experience as a 3x founder building a startup that's raised $150M+ in venture capital.  Check out the founder salary report. Watch this episode and others on YouTube. --- This episode is brought to you by Rho. With Rho, founders get: A single pane of glass they can use to run and scale their business from Day 1: Bank account, corporate cards to start running – and expense management, bill pay automation, and accounting to help you move fast as you scale. Rho is trusted by thousands of companies ranging from two-person YC companies to brands like Perplexity, Cal.com, Splitwise and more. The big thing with Rho: Every customer has a "person" at Rho. 24/7 customer support - phone, text, email - we will be there at every critical milestone in your startup's journey. To learn why startups choose Rho, visit www.rho.co today. --- Show Notes: 00:00 What's coming in the episode… 00:27 Introduction 01:36 Waseem's passion for startups  03:58 Starting Pilot  05:43 Why was it the right time to start Pilot  13:30 Early days at Pilot 19:27 Raising capital for Pilot 22:32 Waseem's mentality on fundraising 26:36 The story behind Pilot's Series A round 30:22 Pilot's first sales  34:09 Pilot's ICP  36:44 Growth strategies back then  40:09 Growth strategies today 48:34 The evolution of Waseem's role as a founder 54:25 Be a part of Pilot --- Connect with Justin:  Twitter: https://x.com/justingordon212 Instagram: https://www.instagram.com/justingordon8/<

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