Craig Short, Co-Founder & CTO of Gigged.ai

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Leaders,

In this episode, Craig Short, Co-Founder and CTO of Gigged.ai, shares how a side project connecting freelancer friends turned into an enterprise platform trusted by global brands. Craig walks through Gigged’s evolution from a simple gig-matching tool to a skills intelligence platform helping companies manage AI, internal talent, and flexible workforces.

He explains how AI is boosting productivity without replacing people, and why human interaction remains critical in enterprise hiring. Craig also shares what it’s like to build a tech company in Scotland, why job titles are becoming less meaningful, and how the future of work depends on visibility into skills and the ability to match people and agents effectively.

Chapters

00:00 Introduction to Gigged and Its Founders

05:45 The Evolution of Gigged’s Technology and Vision

12:26 Client Engagement and the Role of Technology

17:55 The Impact of AI on Freelancing and Enterprises

27:35 Building a Company in Scotland vs. Silicon Valley

37:46 The Human Element in Technology and Future of Work

Follow Up Material & Links

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Craig Short, Co-Founder & CTO of Gigged.ai