Shawn Schwegman

Shawn Schwegman is a serial entrepreneur, growth strategist, and AI-focused marketing executive with nearly 30 years of experience scaling startups, global brands, and high-growth technology companies. He is the Founder of Ulla, the AI agent marketplace, and Founder & CEO of Cocontent, where he helps businesses drive measurable growth through content strategy and SEO.

Shawn's career spans some of the most consequential growth stories in digital commerce and media. As an early executive at Overstock.com, he played a pivotal role in scaling the company from $3M to over $800M in annual revenue within five years — overseeing marketing, technology, customer service, logistics, and operations. At ChaCha, he led the platform from 12 million to more than 80 million monthly visits in under three years, making it a top 40 US website and a top 5 US mobile destination.

He co-founded DemandJump, an AI-powered marketing platform that redefined how companies prioritize spend to drive revenue, and led strategy for Social Reactor — a platform commanding 7,000 influencers and 191 million followers.

Today, Shawn serves as advisor and Fractional CMO to a diverse portfolio of companies, including ShipSigma, Lionize, Collective[i], and Rally Innovation. He brings rare cross-functional depth — having held C-suite titles across CEO, COO, CMO, CRO, CTO, CPO, and CSO — and a practitioner's command of AI, SEO, e-commerce, and digital growth strategy.