All / Stops

Episodes

Season 2 adds a new stop every Wednesday. Every stop is here, newest first, all the way back to the first ride in April.

The Road to UNBOUND - Season 2, Third Stop: Why Don't People Ask for Help: Trust, a Witness, and Where Your Worth Comes From

The Road to UNBOUND - Season 2, Second Stop: AI-Native Teaching and Learning: Ask for an Immersive Experience, Not a PowerPoint Deck

The Road to UNBOUND - Season 2, First Stop: AI Taking the Joy Out of the Work: Passing Plates or Cooking, and Don't Delegate the Things You Love

The Road to UNBOUND - UNBOUND 2026 Reflections: Already on the Road to Next Year, and the Gems Are in the Rejects

The Road to UNBOUND - Office Hours - The Last One Before Boston: Know Thyself, Then Find the Human Who Slowed Down

The Road to UNBOUND - One Week Out: Rob Tries to Start an Argument About Whether the Humans Still Matter

The Road to UNBOUND - Office Hours - The Decision Engine and the Scaffolding Nobody Took Down

The Road to UNBOUND - Two Weeks Out: An Orange Suit, an Inflatable Alien, and What a Personal Brand Actually Is

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

Nico Lafakis

The Road to UNBOUND Office Hours - Crossing an Ocean for the Part Nobody Schedules

The Road to UNBOUND - Three Weeks Out: The Word, Not the Event

The Road to UNBOUND Office Hours - Return on Involvement, and Where the Serendipity Actually Happens

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?

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

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

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

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

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

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

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

Surviving Boston

Mile 5 — Surviving Boston

Surviving Boston

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

Pit Stop — South Florida

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

Mile 4 — Finding Your Lane

Finding Your Lane

Mile 3 — Reading the Signs

Reading the Signs

Mile 2 — The UNBOUND Agenda Comes Into View

Reading the Map

Mile 1 — First Ride

First Ride

Apr 29, 202645:35