AI Agents Outnumber IT Admins: Credential Sprawl and Network Risks with Chris BoehmThe episode highlights a structural shift in IT and security governance driven by the proliferation of... By: Dave Sobel/June 19, 2026/Artificial Intelligence, Business Strategy, Guest Interviews, Security
AI Adoption Widens Operational Divide: Peter Kujawa on Service Leadership Index DataThe episode centers on persistent margin pressure and operational discipline as the dominant structural mechanisms in... By: Dave Sobel/June 18, 2026/Artificial Intelligence, Business Strategy, Live Shows
OpenAI Enters the Channel, NinjaOne Hits $12.3B, and Why MSPs Must Sell Judgment Not ModelsBigger Platforms, Unwatched AITwo sets of numbers moved across the channel, and on the surface they... By: Dave Sobel/June 17, 2026/Artificial Intelligence, Product & Company Updates, Security
The Model You Didn’t Choose: How Vendor Frameworks Buried an Unpriced Continuity Risk in Your StackSwitched OffHere’s a pairing that almost nobody put side by side. Start with Anthropic. The company... By: Dave Sobel/June 16, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Product & Company Updates, Regulation
Atera’s AI Shift: Gil Pekelman on Accountability and Risk in Autonomous IT for MSPsThe episode highlights a structural shift from automation that suggests actions to automation that executes actions... By: Dave Sobel/June 15, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Guest Interviews
The AI Cost Squeeze Rolls Downhill — And MSPs Who Out-Buy Instead of Out-Position Will LoseManufactured UrgencyTwo things were moving across the channel this week, and at first they look like... By: Dave Sobel/June 12, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates, Regulation
MSPs Face a Structural Choice: Author AI Methodology or Deliver Someone Else’sChannel AI ShiftThe channel stack moved — at the distribution layer, at the platform layer, and... By: Dave Sobel/June 10, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates
ConnectWise Scraps Asio as AI Billing Chaos, Agent Sprawl, and a $1B Roll-Up Signal the Same Governance Crisis for MSPsConnectWise RebuildsStart with ConnectWise. The company announced that it is dismantling Asio — the platform it... By: Dave Sobel/June 9, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates
Michael Privat: Data Weakness, Not AI Tools, Derails Enterprise AI InvestmentsA central structural mechanism highlighted in this episode is the exposure and amplification of technical and... By: Dave Sobel/June 8, 2026/Artificial Intelligence, Business Strategy, Guest Interviews, Regulation
AI Is Being Franchised — Vendors Build Platforms, MSPs Inherit the AccountabilityMSP AI PlayStart with Anthropic. The company has been building one of the more structured enterprise... By: Dave Sobel/June 5, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Product & Company Updates, Regulation, Security
Jay McBain on How Microsoft’s AI Billing Passes Risk and Liability to MSPsThe episode examines a structural shift in the MSP business model driven by the introduction of... By: Dave Sobel/June 4, 2026/Artificial Intelligence, Business Strategy, Live Shows
Security Channel Shifts to Coverage Economy — MSPs Must Choose: Underwriter or ResellerChannel-Ready SecurityThe security channel is entering the coverage economy. Start with what Intezer just announced. In... By: Dave Sobel/June 3, 2026/Artificial Intelligence, Product & Company Updates, Security
From Multitenant Automation to Token Meters, MSP Stack Resets Around AI as Operational WorkloadMSP Stack ResetsAt the MSP tooling layer, we’re seeing the push toward platform-grade control and multi-customer... By: Dave Sobel/June 2, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates
From Shadow AI to Rogue Agents: Business Has a Governance CrisisShadow AI SurgeThe next operational problem is becoming visible across software teams, enterprise users, vendors, and... By: Dave Sobel/May 29, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates, Security
Vendors Structure MSP Demand; MSPs Absorb the Operational CostPartner Programs FormalizedThe signal is that vendor-to-MSP growth is becoming less informal and more systematized. Vendors... By: Dave Sobel/May 27, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Product & Company Updates
AI Governance Hurdles in Defense: Jason Tierney Examines CMMC Barriers for MSPsThe episode details a tightening regulatory environment driven by new enforcement timelines for Cybersecurity Maturity Model... By: Dave Sobel/May 26, 2026/Artificial Intelligence, Community Sentiment, Guest Interviews, Regulation, Security
Search Is Now an Agent—and MSPs Who Don’t Govern It Will Pay for ItBeyond Blue LinksGoogle I/O just happened, and the clearest signal from that week is not another... By: Dave Sobel/May 22, 2026/Artificial Intelligence, Product & Company Updates
MSPs Are Getting Breached, and Clients Are Already Planning to LeaveBreach, Then SwitchThe observable shift starts with four facts showing up at the same time: MSPs... By: Dave Sobel/May 20, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Product & Company Updates, Regulation, Security
Small Business AI Is No Longer Experimental — It’s Embedded and UngovernedWorkflow TakeoverAI is showing up in small business operations in a way that is more concrete... By: Dave Sobel/May 19, 2026/Artificial Intelligence, Business Strategy, Security
Chad Gaydos on AI Moving Procurement from Record-Keeping to Automated Decision ExecutionThe episode highlights a structural transition from software systems that record tasks to platforms that actively... By: Dave Sobel/May 18, 2026/Artificial Intelligence, Business Strategy, Guest Interviews