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


The 229 Podcast · Jul 16 · ~25 min listen
The Power of No and a New Perspective on Ambient | The 229 Podcast with Everett Weiss, MD


Newsday · Jul 13 · ~26 min listen
Exploring AI Wellness Coaches and Epic Leadership Stepdowns | Newsday With This Week Health



Newsday · Jul 6 · ~29 min listen
The Directionless AI Phenomenon and the Technology IT Can’t Say No to | Newsday





Newsday · Jun 29 · ~41 min listen
Fable Goes Dark and The Demo Derby Problem| Newsday with Scott D’Entremont


Newsday · Jun 22 · ~35 min listen
Small Health System’s AI Advantage and the ROI Question Nobody's Ready For | Newsday

The 229 Podcast · Jun 18 · ~50 min listen
Innovating at the Speed of Trust and Fixing the Rev Cycle | The 229 Podcast with Shiv Rao


Newsday · Jun 15 · ~36 min listen
Healthcare's AI Reckoning: Real Wins, Real Costs, Real Questions | Newsday


2 Minute Drill · Jun 10 · ~4 min listen
Fox Tempest: The Dark Web Storefront That Sold Microsoft's Trust to Ransomware Gangs

