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
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
Forced Arbitration in Tech Contracts: Brendan Ballou on Vendor Accountability RisksForced arbitration clauses have become embedded as a dominant mechanism in technology vendor contracts, shifting legal... By: Dave Sobel/June 1, 2026/Business Strategy, Guest Interviews, Regulation
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
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
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
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
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