AI Enters MSP-Managed Systems, Bringing Governance Gaps and Unpriced LiabilityManaged AI RiskThe signal is that AI is moving out of isolated experiments and into the... By: Dave Sobel/May 15, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates, Security
AI Compresses Exploit Timelines and Evidence Burden—MSPs Must Deliver BothZero-Day AIWe’re seeing a very specific shift in the security landscape: artificial intelligence is showing up... By: Dave Sobel/May 13, 2026/Artificial Intelligence, Community Sentiment, Product & Company Updates, Security
Unmanaged AI Participants Are Creating Records, Liability, and Audit Gaps MSPs Don’t Own YetAgents UncheckedWIRED has a new, ugly data point on what happens when “anyone can ship software... By: Dave Sobel/May 12, 2026/Artificial Intelligence, Business Strategy, Regulation, Security
The Bottleneck Has Shifted: AI Demand Is Real, Governance Isn’t Ready, and MSPs Are in the MiddleAI Infrastructure SurgeWe’re seeing a specific pattern across the largest tech platforms: AI is no longer... By: Dave Sobel/May 11, 2026/Artificial Intelligence, Business Strategy
AI Consumption Billing Creates Accountability Gap in MSP ContractsAI Bill DueStart with Microsoft. In late April, BleepingComputer reported that admins can now remove the... By: Dave Sobel/May 8, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Product & Company Updates, Regulation
AI Agents Shift MSP Accountability From Support to Operator of RecordAgents Gone RogueWe’re seeing a cluster of public signals that AI is moving from “advice” to... By: Dave Sobel/May 6, 2026/Artificial Intelligence, Product & Company Updates, Regulation, Security
From AMD PCs to Stripe Wallets, Agentic AI Demands Operating-Model Redesign, Not Feature RolloutAgents Take OverWe’re seeing four very specific signals across endpoints, cloud platforms, payments, and infrastructure provisioning... By: Dave Sobel/May 5, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Security
MSPs Still Bundling AI as Support Are Volunteering to Eat the VarianceSeats Meet MetersThe economics and operating model underneath IT delivery are shifting—because the big platform vendors... By: Dave Sobel/May 4, 2026/Artificial Intelligence, Business Strategy, Security
AI Compresses Exploit Windows While MSPs Still Price Security as Best EffortAI Patches GapsWe’ll start with federal confirmation. The Hacker News reports that CISA has added two... By: Dave Sobel/May 1, 2026/Artificial Intelligence, Business Strategy, Regulation, Security
Agentic AI Breaks MSP Bundle Economics as Token Pricing Replaces Per-Seat ModelsAI Overhead CrisisAI is showing up everywhere in the workday now, and the numbers are starting... By: Dave Sobel/April 30, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Product & Company Updates, Security
AI Metering Kills Seat Revenue, Expands Variable Costs — MSP Math Breaks Without Scoped ContractsMetered AI We’re seeing a specific set of signals that AI is moving from “interesting capability”... By: Dave Sobel/April 29, 2026/Artificial Intelligence, Business Strategy, Community Sentiment
MSPs Must Sell AI Governance as a Product or Absorb It as Unpaid SupportAI Reality Check AI is moving from “interesting capability” to “operational reality,” and the proof is... By: Dave Sobel/April 28, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates, Security
Data Gaps, Not Hype, Block Productive AI for MSPs: Insights from Dr. Fern HalperThe episode reveals a persistent and widening governance gap as organizations rush to implement AI without... By: Dave Sobel/April 27, 2026/Artificial Intelligence, Business Strategy
The Pivotal Point of IT: Building Services for the AI-First EraShadow AI RiskWe’re seeing a clear pattern in how generative AI is colliding with security and... By: Dave Sobel/April 24, 2026/Artificial Intelligence, Community Sentiment, Regulation, Security
Proof Replaces Tools as Core MSP Value as Governance Becomes a Delivery ObligationSovereignty SqueezeStart in Europe. France’s Interministerial Digital Directorate is ordering government ministries to move workstations off... By: Dave Sobel/April 22, 2026/Artificial Intelligence, Business Strategy, Regulation, Security
GenAI Breaks the MSP Fixed-Fee Model—Cost Controls and Audit Logs Become the ProductAI Cost ReckoningWe’ve gotten a pretty clear set of signals that AI inside organizations is moving... By: Dave Sobel/April 21, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates, Security
Tiffani Bova on AI Compressing the MSP Transition: Faster Change, Higher RiskThe structural shift facing MSPs is the rapid movement from the traditional “model era” to the... By: Dave Sobel/April 20, 2026/Artificial Intelligence, Business Strategy, Security
Agentic AI Forces MSPs to Own Governance, Infrastructure Costs, and Execution RiskAI Tax: NetworksAI is showing up as something that runs, consumes resources, and changes what the... By: Dave Sobel/April 17, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates, Security
AI Is Becoming a Running System, Not a Feature — and Someone Has to Manage What It DoesCloud Capacity CrunchCloud infrastructure is having a moment — and not in a subtle way. First,... By: Dave Sobel/April 15, 2026/Artificial Intelligence, Business Strategy
AI Collapsing the Software Layer: Risks for MSP Roles and Tech Debt with Dusty GullesonThe episode focuses on the ongoing collapse of traditional software and service delivery layers, accelerated by... By: Dave Sobel/April 13, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Regulation