News, Trends, and Insights for IT & Managed Services Providers
News, Trends, and Insights for IT & Managed Services Providers
a close up of a computer screen with a message on it

Oh, and did you notice ChatGPT was significantly more flattering recently?  

OpenAI has rolled back last week’s update to its GPT-4o model due to concerns over sycophantic behavior, which resulted in overly flattering responses that users found disingenuous. The company is now focused on refining its approach to incorporate long-term user feedback and improve the model’s default personality. In the latest update, OpenAI aimed to enhance GPT-4o’s intuitiveness across various tasks. However, they recognized that an overemphasis on short-term user feedback led to skewed interactions that compromised trust.

Why do we care?

The sycophantic behavior—excessive flattery, hedging, and affirmation—may seem harmless, but for professionals using AI in decision-making or client-facing work, accuracy and directness matter more than charm.

This is particularly important in the MSP/IT services space where AI is being integrated into ticketing systems, reports, and even customer communication.  If your AI-generated report starts telling clients their backup strategy is “visionary” when it’s barely compliant, you’re in trouble.

AI tone isn’t cosmetic—it shapes trust. As service providers increasingly deploy AI to interface with customers, partners, or even internal ops, model behavior must be direct, accurate, and appropriately assertive. This rollback should prompt every IT leader using generative AI to ask: “Is my AI saying what’s true—or just what I want to hear?”

Choose your upgrade:

Get the full benefits of Business of Tech Plus

Insider Access

$12/month

Perfect for MSPs and ITSPs that want full interviews, early access, and ad-free listening

  • Programmatic Ad-free private podcast feedSame show, little interruptions
  • Channel Chatter previews1–2 topics with light insights
  • Early access to interview episodesHear it days before public release
  • Monthly Insider BriefTighter analysis you can share internally
  • Extra audio segmentsCut interviews, behind-the-scenes commentary, quick competitive notes
  • Become an Insider for $12/month

    Leadership Access

    $149/month

    Perfect for MSPs and Vendors that run a team and need the extended tactics, executive summaries, and weekly alignment brief

  • All Insider Access benefits plus . . .
  • Invite your teamIncludes access for 5 team members with option to add more
  • Vendor Strategy BriefsThe entire library, plus new analysis every month
  • Channel ChatterAll topics, full insights, complete vendor discussion + sentiment list
  • Quarterly State of the Channel Briefing
  • Monthly AMA submission priorityAsk Dave direct questions, and skip the line
  • Get the Leadership Edge for $149/month

    Vendor Partner

    $500/month

    Perfect for channel companies or vendors looking to deepen their engagement with the show.

  • All Leadership Access benefits plus . . .
  • Get highlighted as a show sponsor You'll get placement in the show notes, throughout the website, and on our dedicated sponsors page.
  • Enjoy regular shout outs You'll be featured in a rotating format during the show
  • Become a show sponsor for $500/month

    Search all stories