Name
Why Your AI Strategy Is Failing (And It’s Not a Technology Problem)
Date & Time
Thursday, May 7, 2026, 3:00 PM - 3:30 PM
Greg Kaupp
Description

Summary: You bought the licenses. You ran the training. You sent the encouraging emails. And adoption is flat. This session explains why—and it’s not because you chose the wrong platform. After 40+ weeks of documenting AI transformation across personal, team, and client contexts, one pattern is clear: the barriers that block AI adoption are rarely informational. They’re about values (“this feels like cheating”), identity (“this threatens who I am professionally”), and interest (“this threatens something I have”). When leaders treat every adoption problem as an information problem, they invest in training and communication that actively reinforces resistance. This session gives leaders a diagnostic framework to identify which barriers they’re actually facing—and why only one of the four types responds to better information.

Outcome: Leaders can diagnose whether their AI adoption barriers are informational, values-based, identity-based, or interest-based—and adjust their strategy accordingly

Takeaway: The Barrier Diagnostic framework and the uncomfortable truth that most AI adoption programs are solving the wrong problem

Key Discussion Points:

  • The adoption paradox: why access and training don’t produce usage
  • Real measurement data: what happened when one organization moved from “encouragement” to “expectation”—and why encouragement alone is abdication dressed as empowerment
  • The Knowledge Trap: how AI makes leaders more knowledgeable but not more persuasive—and why that matters for adoption
  • Four barrier types: informational (“I don’t know how”), values (“this conflicts with what I believe”), identity (“this threatens who I am”), and interest (“this threatens what I have”)
  • The diagnostic question every leader should ask before designing an adoption program
  • Why the person who resists AI loudest may understand it best—and what that means for your approach
  • The Spectator vs. Participant divide: how organizations accidentally train their people to wait
  • Literacy before agency: why leaders cannot effectively deploy AI tools for their teams without first experiencing personal AI fluency
  • What actually works: removing the pressure to convert and focusing on problems people already care about
  • The uncomfortable mirror: recognizing your own barriers before trying to address your team’s 
Location Name
Grand Ballroom I-II
Full Address
Grand Hyatt Atlanta in Buckhead
3300 Peachtree Road NE
Atlanta, GA 30305
United States