🎙️ In this episode, we sit down with Kyle Wilson — Founder & Managing Partner of 2iC Ventures and the strategic force behind AI-native business transformation in both tech startups and frontline services. From launching Azure Marketplace at Microsoft to scaling Design Pickle into a nine-figure AI-powered creative platform, Kyle has lived at the intersection of product innovation, operational excellence, and value creation.

At 2iC Ventures, Kyle combines private equity-style acquisitions with deep AI transformation advisory. He’s helping service businesses become tech-enabled and guiding AI startups on product strategy, monetization, and go-to-market optimization. Previously, as CPO/COO of Design Pickle, Kyle led the development of a generative + agentic AI platform stack (GPT-4, DALL·E, Midjourney, etc.)—achieving 70% client AI adoption and a 300% revenue surge.

We unpack his frameworks for value creation, platform strategy, and why “AI-native” transformation isn’t just about automation—it’s about rethinking your entire operating model.

🔍 Topics we cover:

• AI-powered operational excellence for services

• Scaling creative platforms with agentic AI

• How to position AI startups for growth

• Product-led growth meets private equity

• Lessons from building at Microsoft & Cisco

🧠 A must-listen for AI founders, product leaders, and investors navigating the next wave of AI-driven business transformation.

#AITransformation #PrivateEquity #AIProductStrategy #KyleWilson #AgenticAI #StartupPodcast #DesignPickle #GTM #GenerativeAI