All / Stops
Episodes
Wednesdays to Boston. Every stop along the way.
The Road to UNBOUND - Office Hours - The Last One Before Boston: Know Thyself, Then Find the Human Who Slowed Down
Sep 10, 2026
The Road to UNBOUND - One Week Out: Rob Tries to Start an Argument About Whether the Humans Still Matter
Sep 9, 2026
The Road to UNBOUND - Office Hours - The Decision Engine and the Scaffolding Nobody Took Down
Sep 3, 2026
The Road to UNBOUND - Two Weeks Out: An Orange Suit, an Inflatable Alien, and What a Personal Brand Actually Is
Sep 2, 2026

The Road to UNBOUND - Registration Day: Picking My Sessions Live

Sep 1, 2026
The Road to UNBOUND Office Hours - Crossing an Ocean for the Part Nobody Schedules
Aug 27, 2026
The Road to UNBOUND - Three Weeks Out: The Word, Not the Event
Aug 26, 2026
The Road to UNBOUND Office Hours - Return on Involvement, and Where the Serendipity Actually Happens
Aug 20, 2026
The Road to UNBOUND - Four Weeks Out: Two First-Timers, and the Mathematics of One
Aug 19, 202649:47
The Road to UNBOUND Office Hours - Build Your Own Harness, or Outsource Your Understanding?
Aug 13, 2026

The Road to UNBOUND - Five Weeks Out: They Named Twenty-Five Rooms, and Sessions Are One Fifth of It
Aug 12, 2026

The Road to UNBOUND - Seven Weeks Out: Show Us Your AI Build, and Why the Real One Is Invisible
Jul 29, 202646:23

The Road to UNBOUND - The ROI Question: Boston Tickets, Breeze Credits, and the Dashboard That Can't Exist
Jul 22, 202641:37

The Road to UNBOUND - Jun 24, 2026
Jun 24, 2026

The Road to UNBOUND: Revenue Hub Lands, the Agenda Drops, and Why Philosophy Beats Tactics
Jun 17, 2026

The Road to UNBOUND: Failure, Grit, and the Stories Behind the Hosts
Jun 10, 2026

Mile 5 — Surviving Boston
Surviving Boston
May 27, 2026

Pit Stop — South Florida

The Road to UNBOUND — Jay Schwedelson: "The Next Five Years Won't Reward the Smartest People"
May 26, 2026

Mile 4 — Finding Your Lane



Finding Your Lane
May 20, 2026

Mile 3 — Reading the Signs




Reading the Signs
May 13, 2026

Mile 2 — The UNBOUND Agenda Comes Into View



Reading the Map
May 6, 2026

Mile 1 — First Ride


First Ride
Apr 29, 202645:35