Just Go Grind

Shawn Sheikh: From Y Combinator Founder to Cash Flowing Empire (Just Go Grind, Episode #354)


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Episode 354: Justin Gordon interviews Shawn Sheikh, Co-Founder and Managing Partner of Adly, about how he builds, acquires, and invests in companies.

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This episode is also brought to you by TRIBE. TRIBE is a community for fast growing early to mid-stage entrepreneurs. It includes facilitated peer groups of 6, retreats, guest speakers, book club, forums, and more. Qualifications: Entrepreneurs generally doing between $500k and $15 million per year in revenue. Apply to TRIBE today and save $300 off the yearly membership price when you mention Just Go Grind!

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Show Notes: 

00:00 What’s coming in the episode…

01:14 Introduction

02:55 Shawn Sheikh’s background

04:45 Starting Solve

09:15 Starting PivotCMO

11:29 Meeting Adly’s co-founder, Fred Chiang

13:38 Selling PivotCMO

17:14 Moving on to company investment and acquisition

22:04 Raising capital

25:10 Shawn’s goals and motivations

27:26 Adly’s deal flow

29:30 What to look for in a deal

31:46 Red flags in a deal

34:21 Why is Adly winning the deals?

36:32 Next steps after the deal

38:45 Building Adly’s team

40:06 Shawn’s day to day at Adly

42:33 Adly’s portfolio companies

44:17 Adly’s purchase of Smodin AI

48:57 Shawn’s approach to starting something new

50:50 What’s next?

52:26 How to reach out to Shawn

 

Referenced: 

  • Adly

  • Solve (acquired by Blacklane)

  • Pivot CMO (acquired by Conspiracy Theory and Unfold)

  • DoubleList

  • Smodin

  • Guthy Renker

 

Connect with Justin: 

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

 

What Justin is working on: 

  • Just Go Grind Newsletter: https://www.justgogrind.com/subscribe
  • Running (Strava): https://www.strava.com/athletes/52394979
  • Hiring: https://partnerslink.athyna.com/pod
  • Scouting: https://headline.com/
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Just Go GrindBy Justin Gordon

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