Scaling companies is hard. Exiting them successfully is even harder. Doing it repeatedly takes a different mindset.

In this episode of Sales Lead Dog, host Chris sits down with Jeff Fleischer, a senior operating executive, capital advisor, and entrepreneur with more than 25 years of experience scaling technology and cybersecurity companies through hypergrowth, acquisitions, and strategic exits.

Jeff has held CRO, SVP, and CEO roles across public and private markets, helping build and sell multiple businesses to acquirers, including McAfee, JPMorgan Chase, Raytheon, BlackRock/Pamplona, and Audax. Today, he is the Founder of ProScale Partners and is launching Grainview Capital, advising founders, private equity firms, family offices, and strategic investors during critical inflection points.

This conversation dives deep into growth strategy, leadership alignment, go-to-market execution, capital formation, and what truly breaks companies during scale. Jeff shares real-world lessons from operating inside fast-moving environments where clarity, speed, and execution matter most.

Whether you’re a founder, operator, executive, or investor navigating growth or preparing for an exit, this episode delivers practical insight from someone who has done it repeatedly.

🔍 What You’ll Learn in This Episode:

- How operators scale companies through hypergrowth - Why leadership alignment is critical to execution - What founders misunderstand about scaling and exits - The role of capital strategy in growth and M&A - Lessons from cybersecurity, AI, and infrastructure platforms

🎧 About Sales Lead Dog

Sales Lead Dog is a podcast for founders, executives, and revenue leaders focused on leadership, growth, culture, and modern go-to-market strategy.

🔗 Connect & Learn More

Guest Links 🔹 Jeff Fleischer on LinkedIn: https://www.linkedin.com/in/jeffreylfleischer/ 🔹 ProScale Partners: https://proscale.ai/

Sales Lead Dog & Resources 🔗 Sales Lead Dog & Resources 🎙️ All Sales Lead Dog Episodes: https://empellorcrm.com/salesleaddog/ CRM Shouldn’t Suck: https://www.crmshouldntsuck.com Empellor CRM: https://www.Empellorcrm.com

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