

MCP099: Cracking the Code To Getting Booked for Over 400 Speaking Gigs w/ Brian Hilliard
This week on the #MeetCoolPeople Podcast, I hung out with Brian Hilliard—an author, speaker, and, honestly, one of the most down-to-earth experts on helping speakers get booked that I’ve met.
Brian’s done over 400 speaking gigs since launching his business in 2001. He’s figured out how to help other speakers get on stages without giving away big commissions or wasting hours prospecting every day. Instead, he built a process that uses a smart mix of AI, virtual assistants, and his own experience, so his clients can spend less time chasing and more time speaking.
Brian and I got into what really makes conference speaking different from the typical “Speak to Sell” circuit. In his case, it’s much more about mindset, building long-term relationships, and always putting value first.
Highlights from this episode:
- Find Your Why: Brian says having a clear purpose matters. Are you speaking to sell or to serve? Get honest before you pitch yourself.
- It’s a Two-Way Street: Think about what the event gets from you, not just what’s in it for you.
- Mindset Is Everything: Success at conferences is tied to your attitude. If you want more gigs, focus on helping and connecting, not just showing off expertise.
- Be Ready for Anything: From schedule mix-ups to last-minute changes, staying flexible pays off for any speaker.
- Conference Gigs = Higher Stakes: This isn’t just a local lunch-and-learn. Audiences expect more. Go in prepared and treat it like a bigger stage.
Brian’s approach is all about real connection and being a “cool person” both on and off stage. If you want to see how someone blends business, generosity, and professionalism, Brian’s a great model.
E sure to connect with Brian here:
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