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
ConnectWise Abandons ASIO: AI-Driven Platforms Shift Risk and Governance to MSPsThe episode identifies a growing governance gap as a central structural issue for MSPs and IT... By: Dave Sobel/June 8, 2026/Artificial Intelligence, Business Strategy, Product & Company Updates
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
Consumption-Based AI Billing Increases Financial Risk for Unprepared MSPsThe current structural shift centers on the transfer of accountability for AI risk from vendors and... By: Dave Sobel/June 4, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Product & Company Updates, Regulation, Security
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
Vendor Outcomes, Warranties, and the Shift from Risk Manager to Delivery Arm for MSPsOutcome-based managed security and attached vendor warranties are driving a new form of coverage-based vendor lock-in... By: Dave Sobel/June 2, 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
AI as Production Workload Makes Spend Limits and Logging Mandatory for MSPsA fundamental structural shift underway is the movement of AI from isolated features to operationalized, production-level... By: Dave Sobel/June 1, 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
Governance, Not Enablement: Why Agentic AI Demands New MSP Service ModelsThe structural shift highlighted in this episode is a move from simple AI enablement to a... By: Dave Sobel/May 28, 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
Structured Vendor Programs Increase Operational Load for MSPsThe dominant structural shift highlighted is the increasing systematization and formalization of vendor-to-MSP growth channels, where... By: Dave Sobel/May 26, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Product & Company Updates
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
Google Redesigns Search: Automation Control Emerges as Core MSP ResponsibilityThe structural shift outlined in this episode is the rapid evolution of search and productivity interfaces... By: Dave Sobel/May 21, 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
Security Proof Becomes an MSP Service: Insurance, Trustmarks, and the Evidence Operating ModelSecurity operations for MSPs are undergoing a structural shift from simply deploying additional tools to establishing... By: Dave Sobel/May 19, 2026/Artificial Intelligence, Business Strategy, Community Sentiment, Product & Company Updates, Regulation, Security
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 Integration Into PSA and Security Platforms Forces New Governance Demands on MSPsThe core structural shift described in this episode is the integration of AI as an active... By: Dave Sobel/May 14, 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
AI Accelerates Exploit Creation and Evidence Burden for MSPs, Says Google and ProofpointThe central structural shift identified is the acceleration and scaling of cyber risks due to artificial... By: Dave Sobel/May 12, 2026/Artificial Intelligence, Community Sentiment, Product & Company Updates, Security