20VC: Deel CEO Alex Bouaziz on Raising $300M+ at a $17BN Valuation | Deel vs Rippling: WTF is Going On | Management Lessons from Ben Horowitz and Nik Storonsky | Deel's M&A Playbook: Lessons from 13 Acquisitions: What Works & What Doesn't

20VC: Deel CEO Alex Bouaziz on Raising $300M+ at a $17BN Valuation | Deel vs Rippling: WTF is Going On | Management Lessons from Ben Horowitz and Nik Storonsky | Deel's M&A Playbook: Lessons from 13 Acquisitions: What Works & What Doesn't

Author: Harry Stebbings October 23, 2025 Duration: 1:15:23

Alex Bouaziz is the Co-Founder and CEO @ Deel, the $17BN global payroll juggernaut that just last week announced their latest $300M fundraise led by Ribbit, a16z and Coatue. Deel has been on the most insane journey, they do $1BN+ in ARR, they just had their first $100M revenue month and they have been profitable for over 3 years. 

AGENDA:

03:38 Announcing $300M Fundraise at a $17BN Valuation

06:24 Rippling vs Deel: WTF is Going On? Where is the Lawsuit? 

14:01 Why 1-1s Are BS and Leaders Should Stop Doing Them

17:31 Do Rich Leaders Make Better Leaders

28:33 Biggest Lesson from Ben Horowitz? Why Most CMOs Are Bad?

34:48 Lessons from Nik @ Revolut and Why Companies Need to Make Their Own Software

42:23 Deel's Acquisition Playbook: Lessons from 13 Acquisitions

45:17 How to Price Acquisitions? How to Align Incentives with Founders?

55:45 Deel is Profitable and Growing Fast: When is the IPO?

01:01:35 Best Acquisition Ever + Worst Ever: What Did We Learn?

 


Hosted by Harry Stebbings, The Twenty Minute VC (20VC) pulls back the curtain on the high-stakes worlds of venture capital and startup building. Each episode is a compact, twenty-minute dive into the minds shaping the future of technology. You’ll hear candid conversations with legendary investors, the very individuals who fund and guide the next generation of companies, featuring voices like Sequoia's Doug Leone and Benchmark's Bill Gurley. Beyond the capital, this podcast dedicates time to the founders themselves. Weekly, Stebbings sits down with transformative entrepreneurs such as Spotify's Daniel Ek, LinkedIn's Reid Hoffman, and Snowflake's Frank Slootman, unpacking the real journeys behind their iconic companies. The format is direct and focused, cutting straight to the core insights on funding strategies, pitch dynamics, and the personal philosophies that drive success. Tuning into this podcast means gaining an unfiltered perspective from both sides of the table, all delivered in a concise and accessible style that fits into your day.
Author: Language: English Episodes: 100

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
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