The Road to UNBOUND
Wednesdays to Boston
Five hosts talking around HubSpot, not about it. A weekly ensemble show riding from now through UNBOUND 2026, entertaining first, educational second.
This show has its own home.
The Road to UNBOUND runs its own site at theroadtounbound.com — the full schedule, the hosts, and how to be part of it live there. Studios is where it connects to the rest of the work.
Episodes
The Road to UNBOUND
Reading the Map
The crew breaks down the UNBOUND 2026 agenda for the first time on the show — what to make of the session tracks, which keynotes hint at the bigger story, and…
Watch the episodeThe Road to UNBOUNDSeptember 1, 2026
The Road to UNBOUND - Registration Day: Picking My Sessions Live
Registration opens and Chris builds his UNBOUND schedule live and unplanned — picking, in his own words, "based on the who. And not necessarily the what." Four…
Open the episodeThe Road to UNBOUNDJuly 29, 2026
The Road to UNBOUND - Seven Weeks Out: Show Us Your AI Build, and Why the Real One Is Invisible
Four hosts, seven weeks from Boston. Session signup dates and Kyle's 21 pre-built videos for his month away — then an unplanned hour on feeling behind, asking…
Open the episodeThe Road to UNBOUNDJuly 22, 2026
The Road to UNBOUND - The ROI Question: Boston Tickets, Breeze Credits, and the Dashboard That Can't Exist
Rob is on vacation, so Chris, George and Kyle ask the ROI question twice: is a trip to UNBOUND defensible on a spreadsheet, and can you prove what an AI credit…
Open the episodeThe Road to UNBOUNDMay 13, 2026
Reading the Signs
The crew reads the road signs on the way to UNBOUND 2026 — decoding how HubSpot chooses its headliners, what the Loop looks like five years in, and why the…
Open the episodeClips
186 short cuts from The Road to UNBOUND — most under a minute, straight into the conversation.
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