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

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.

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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.

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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

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• Twitter: https://x.com/justingordon212
• Instagram: https://www.instagram.com/justingordon8/
• LinkedIn: https://www.linkedin.com/in/justincharlesgordon/

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What Justin is working on: 

• Just Go Grind Newsletter: https://www.justgogrind.com/subscribe
• The LA Grind Local Newsletter: https://thelagrind.beehiiv.com/subscribe
• Newsletter Founder Course & Community: https://newsletterfounder.com/
• Running (Strava): https://www.strava.com/athletes/52394979
• Hiring: https://partnerslink.athyna.com/pod
• Scouting: https://headline.com/