Flight Path is a video-first series created specifically for AI startup founders. Drawing on candid conversations with C-suite executives at leading corporations, we unpack what it takes to become a trusted AI partner in a variety of different industries. Each episode and complementary Q&A addresses key practical themes, from landing a government contract and engaging with e-commerce leaders, to navigating the build vs. buy decision, scaling enterprise AI, and successfully embedding AI into an organization’s culture.
As enterprise AI rapidly evolves, corporate buyers are increasingly looking beyond flashy features. They’re seeking partner-vendors who truly understand their business, solve tangible problems, integrate securely, and scale effectively. Without this alignment, startups risk being sidelined by organizations that prioritize clarity, trust, and impact. Through the Flight Path series, we offer founders a front-row seat to how large organizations evaluate AI partnerships—what drives a “yes,” what’s required post-implementation, and how a startup can move from vendor to strategic ally. In this era of swift pilot-to-production cycles and heightened scrutiny around risk, speed and alignment are no longer nice-to-haves: they’re table stakes for success.
StubHub’s Bob Kupbens (StubHub) on how AI Can Uplevel Live Experiences
In this installment of Flight Path, Bob Kupbens, CEO of StubHub International, shares how live-event platforms are using AI not to invent new problems, but to solve the ones that already matter. He explains why brands must deeply understand what fans love and expect, why replacing humans with bots can backfire, and where real-world automation elevates the experience.
