Robert Irvine, Gary Vee, Megan Thee Stallion Host Business Summit

Every business owner has a problem they know they need to fix, whether it’s stalled growth, a struggling customer segment, or a team issue that keeps resurfacing. Entrepreneur has partnered with celebrity chef Robert Irvine, known for helping struggling business owners on “Restaurant: Impossible,” to launch Overcoming Impossible Live, a one-day Entrepreneur Level Up event scheduled for October 23, 2026, at 1 Hotel Brooklyn Bridge in New York City.

A Working Session, Not a Conference

Unlike traditional business conferences built around back-to-back keynotes, this event is designed as a working session. Attendees will identify the specific “impossible” issue holding their company back, then tackle it in structured small groups alongside founders facing similar challenges, whether that’s growth, leadership, operations, or tough strategic calls. Robert Irvine and Entrepreneur Editor in Chief Jason Feifer will coach participants through the process, aiming to send them home with clarity on their problem, feedback from peers, and a concrete action plan.

Star Power and Candid Lessons

The afternoon session brings together three entrepreneurs who have built, rebuilt, and made difficult decisions at scale. Gary Vaynerchuk will deliver his “State of the Union on Attention,” while Megan Thee Stallion will share lessons on overcoming the odds and owning tough decisions. Both will speak candidly about moments they were stuck, what it cost them, and how they moved forward.

The event also carves out space for entrepreneurs to ask direct questions about their own businesses, pressure-testing real situations with candid input from peers and experts. For founders who’ve been working around a problem instead of confronting it, organizers say this is the day to put it on the table.