From Bootstrapping to $500M exit: Matt Brown on Engineering Profitable Growth with AI

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AI Revenue Loop

Trung Vu

5 episodes

3 months ago

Join us as influential founders and executives reveal how AI is reshaping their businesses. Hear about the highs, the lows, and the lessons that pushed them forward. Walk away with fresh insights to stay ahead in an ever-changing world.

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Marketing

Business,

Entrepreneurship

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From Bootstrapping to $500M exit: Matt Brown on Engineering Profitable Growth with AI

AI Revenue Loop

38 minutes

8 months ago

From Bootstrapping to $500M exit: Matt Brown on Engineering Profitable Growth with AI

Join us for an in-depth conversation with Matt Brown, a three-time entrepreneur whose strategic thinking led to an incredible $500M exit. Discover how he leveraged AI-powered solutions to reinvent B2B SaaS, engineer standout unit economics, and transform go-to-market strategies. Whether you’re an aspiring startup founder or an experienced executive, you’ll gain invaluable insights into bootstrapping, scaling, and navigating high-stakes M&A negotiations—all while staying ahead in the fast-evolving world of AI-driven business.

Key Topics Covered
• How Matt built multiple B2B SaaS ventures, including successful exits
• Structuring deals entirely over Zoom and managing partner egos in M&A
• Engineering profitable growth with AI and smart GTM strategy
• Why data ownership and feedback loops are crucial for AI-based workflows
• Transitioning from per-seat pricing to usage-based models in the new era of SaaS

If you’re looking for real-world lessons on entrepreneurship, early-stage growth, product innovation, and AI adoption, this episode is a must-watch! Hit the subscribe button to stay updated on the latest trends in revenue leadership, SaaS, and AI.

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Connect with Matt Brown:
• LinkedIn: Matt Brown
• Website: CustomerOS.ai

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