229 Podcasts
Every show in the network: interviews, security programming, and the daily read on what is moving health IT.
New episode · November 4
Solution ShowcaseTwo Agents Stuck in a Loop | Solution Showcase with Donald Pollard
November 4, 2026: Donald Pollard, Field CTO at SHI, with Drex DeFord. Two agents stuck in a loop produced a $40,000 bill. The hard problems return dollars, email summaries return pennies, and an AI router prices a routine question at a nickel instead of $50.
The shows

The 229 Podcast
with Bill Russell, Sarah Richardson, Drex DeFord

Newsday
with Bill Russell, Drex DeFord, Sarah Richardson

Executive Interview
with Bill Russell, Sarah Richardson, or Drex DeFord

2 Minute Drill
with Drex DeFord

Solution Showcase
with Bill Russell, Sarah Richardson, or Drex DeFord

UnHack the Podcast
with Drex DeFord
Latest episodes

Podcast · Mar 20 · ~7 min listen
How AI Is Supercharging the Same Old-School Attacks with Ryan Witt



Executive Interview · Mar 18 · ~17 min listen
Executive Interview: Why Your Legacy Records Are an AI Goldmine with James Hammer

Executive Interview · Mar 18 · ~15 min listen
Executive Interview Live From HIMSS ‘26: From CapEx to Cloud with Tim Calahan

Executive Interview · Mar 18 · ~14 min listen
Executive Interview: Redefining the Data Platform for Healthcare with Chris Kopinski

Flourish · Mar 17 · ~52 min listen
Flourish: Rewriting and Overcoming the Burnout Narrative with Bree Bacon

The 229 Podcast · Mar 17 · ~9 min listen
The 229 Podcast: AI Is Gullible, And Hackers Know It With Blake Sallé

Newsday · Mar 16 · ~42 min listen
Newsday LIVE at HIMSS '26: AI Agents, Workforce Reality, and the CIO Pressure Cooker

2 Minute Drill · Mar 12 · ~17 min listen
2 Minute Drill: How a Cybersecurity Researcher Took Down a Hacker with Drex DeFord

The 229 Podcast · Mar 12 · ~33 min listen
The 229 Podcast: Surviving and Understanding the AI Feature Flood with Joseph Evans


Newsday · Mar 9 · ~30 min listen
Newsday: Unsanctioned AI Risk, Governance, and the Path Forward with Dr. Holly Urban

The 229 Podcast · Mar 5 · ~31 min listen
The 229 Podcast: CMIO 3.0 - The Role Nobody Trained You For with Veena Lingam

2 Minute Drill · Mar 4 · ~8 min listen
2 Minute Drill: Accidentally Raising Your Own Robot Army with Drex DeFord

Solution Showcase · Mar 4 · ~38 min listen
Solution Showcase: Ambient AI Mythbusting and Successful Pilots with Kali Ihde

Newsday · Mar 2 · ~43 min listen
Newsday: Rapid Innovation, Safe AI, and the Chief Velocity Officer with This Week Health



