Pilot Graveyard: Lessons from AI that lived (and died)
Why 95% of AI prototypes fail to leave the launch pad, and how to beat those odds.
Webinar on Demand
In 2025, everyone has access to the same AI models. The difference isn’t the tool—it’s the choices teams make. While many creative companies remain stuck in endless pilots, a small group has unlocked transformative impact by combining industry-specific knowledge with relentless experimentation.
This on-demand webinar will uncover how to escape “pilot purgatory” and build AI implementations that truly shift business models and creative possibilities.
Through insights from leaders across music, fashion, hospitality and tech we’ll examine the hidden differentiators that separate stalled experiments from breakthrough AI-native businesses.
Watch the webinar and learn
How industry leaders decide where
AI delivers the most value
What separates failed pilots from business impact
Which lessons from other creative industries can help you succeed faster

Matthew Hawn
Host
Matthew Hawn is a fractional product leader specializing in 0→1 product development for media and entertainment. With experience at Sony Music, Universal, http://Last.fm , and Samsung, he helps companies turn complex media challenges into innovative, customer-focused solutions.

Susan Cummings
Co-Founder 10sixGames
Susan Cummings is a veteran games industry executive and entrepreneur with 25+ years of experience, including co-founding 2K Games and 2K Sports. As CEO of Tiny Rebel Games, she leads innovation in AR, VR, and AI-driven experiences, and is currently exploring the frontier of Generative AI in gaming.

Boris Lacroix
Digital Transformation Executive & Entrepreneur
Boris Lacroix is a digital transformation leader with over 25 years of experience across technology, media, and luxury. Formerly VP of Global Digital Operations at Moncler, he also helped shape the music industry’s shift to streaming while leading digital distribution for Universal, Warner, and Sony Music, and has founded and scaled multiple tech ventures.

Sammy Andrews
Founder & CEO Deviate Digital
Sammy Andrews is an award-winning music industry leader, digital strategist, and CEO of Deviate Digital, advising global entertainment brands on innovation and growth.
Walk away with real-world insights and a practical framework to help you turn AI pilots into lasting business results.
Here's what you can expect
3:00 – 3:10 PM | Welcome chat
3:10 – 3:50 PM | Lessons from AI
3:50 – 4:00 PM | Q&A with the participants
Who is it for?
Creative and digital leaders in music, media, fashion, hospitality, and entertainment
Executives and teams shaping product, operations, and strategy
Entrepreneurs, investors, and innovators building AI-native businesses
