Mile 1 — First Ride
The Road to UNBOUNDEpisode 1
First Ride
- Chris CarolanHost
- Rob JonesHost
- George B. ThomasHost
- Kyle JepsonHost
- Casey HawkinsHost
April 29, 2026 · 45:35
The first ride. Rob Jones takes the wheel as tour guide, Chris Carolan drives, and George B. Thomas climbs aboard for the inaugural Road to UNBOUND. The Mayor of Inbound earns his title, AI in the HubSpot ecosystem gets the first hot take of the season, and the Inbound slip counter starts at zero—for now.
Moments from this stop
12 short cuts from this conversation.
Chapters
Chapter times not yet verified
- 00:01Welcome Aboard: Hosts Introduce the ShowTopic
- 00:54What Is Unbound? Defining the ConferenceQuestion
- 01:53Rob's Orange Suit Origin StoryTopic
- 03:44Chris Finds His People at Inbound 2023Topic
- 07:50The Show's Purpose: More Than a ConferenceTopic
- 10:47First Stop: George B. Thomas Boards in NCTopic
- 13:14George's 14 Years and a HubSpot Academy MomentTopic
- 17:42Driving North: Casey Hawkins Joins the BusTopic
- 19:50Casey's First Conference and Internet Friends Made RealTopic
- 21:27Advice for the FOMO-Struck and Conference-SkepticalTopic
- 23:50Kyle Jepson's Stop: Boston AlreadyTopic
- 25:09Naming the Thing: Inbound vs. Unbound RulingTopic
- 26:45Kyle's Admin Session That Changed EverythingTopic
- 28:40Unbound's Expanding TAM and the Generalist EraTopic
- 33:32Grow Better: Detaching Identity to Keep GrowingTopic
- 44:33Arrived at Boston — Road Trip WrapsTopic
Transcript
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On the bus
Chris Carolan
Driver
Rob Jones
Tour Guide
George B. Thomas
Hallway Philosopher
MAKyle Jepson
Chief Evangelist
MDCasey Hawkins
Cultural Antenna