

OK7: How to Scale Outbound: From Founder to 20+ Reps with Zach Rego, CRO at Triple Whale
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On this episode, we talk about:
- How to go from founder-led sales to a scalable team,
- The real secrets behind outbound that works,
- Scaling fast with 20 high-performing reps.
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Who is Zach?
- Chief Revenue Officer of Triple Whale,
- He’s the master chef behind Triple Whale’s growth, joining as Head of Sales and now CRO.
- Built a team from scratch and hit 10,000+ customers in just 3 years.
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Connect with Zach:
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When you're ready
👨🍳 Want to work with me? Send me a DM
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Connect with me
Chapters
(00:00) Intro
(00:41) Building the Initial Sales Team
(07:24) Building the Outbound Motion
(09:26) Hiring Strategies and Team Dynamics
(19:12) Compensation Plans and Pipeline Management
(24:25) Evolution of the Team
(25:08) Challenges in Transitioning to Outbound
(25:56) Maintaining Brand Integrity
(27:08) Scaling and Personalization
(30:07) Leveraging Partnerships for Growth
(32:50) Headcount Planning and Hiring Strategies
(38:51) Reflections and Lessons Learned
Get full access to Outbound Kitchen at https://outboundkitchen.substack.com/podcast