Episode 3 December 1, 2025 37 min

Strategic AI Deployment for Private Equity and Venture Capital

Serial CEO Meshach Amuah-Foster has deployed AI across 20+ companies under PE/VC pressure—including putting AI agents directly in front of customers at Kayako before it was trendy. Learn his Use Case Matrix Framework for prioritizing initiatives, why “technically impressive” AI features often fail, and how to get board buy-in by presenting multiple options with impact analysis. Plus: why shadow AI creates hidden risks in enterprise environments.

Most people deploy AI once and call themselves experts. Meshach Amuah-Foster has deployed AI multiple times across multiple companies in multiple high-stakes environments – and lived to tell about it.

Serial CEO with 20+ years driving SaaS revenue growth at Vimeo, Kayako, ESW Capital portfolio companies, and Singletrack. He put AI agents directly in front of customers at Kayako (before everyone was doing it). He deployed AI-driven tools for sell-side bankers. He’s overseen AI strategies across 12 portfolio companies simultaneously, each at different maturity levels.

When you’ve done it that many times under PE/VC pressure, you see patterns others miss.

Guests & Hosts

Serial CEO, Singletrack

Meshach Amuah-Foster is a serial entrepreneur and technology executive with a proven track record of building and scaling innovative companies in the tech ecosystem. As the CEO of Singletrack, he brings deep expertise in strategic leadership and technology development, having successfully launched and grown multiple ventures across different sectors. Meshach is recognized for his forward-thinking approach to business strategy and his ability to drive transformative technological solutions that create meaningful impact.

Founding Team Member, Olakai

Paul Brzozowski is a seasoned technology and product leader with extensive experience in building innovative digital solutions. As a Founding Team Member at Olakai, he brings strategic insight and technical expertise to developing cutting-edge products at the intersection of AI and business transformation. With a proven track record of driving entrepreneurial ventures and leveraging emerging technologies, Paul is recognized for his ability to translate complex technical challenges into scalable, user-centric solutions.

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