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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