Business of Tech

Dave Sobel145 EpisodesOperations & Service Delivery

Open in Podcasts

• When Clients Build Instead of Buy, MSPs Inherit Hidden Upkeep CostsOct 7, 2026 · 13:43
• Usage-Based AI Pricing: Why MSPs Must Own Consumption Records Before RenewalsOct 6, 2026 · 13:34
• Brian J. Weiss: TechStack, Tenant Control, and Redefining PSA Ownership for MSPsOct 5, 2026 · 24:54
• Insightful and Workflow Analytics: Measuring Activity vs. Actual Value for MSPsOct 2, 2026 · 13:42
• Ryan Morris on Why Vendor Growth Depends on Active, Profitable Partners—Not Just Big NumbersOct 1, 2026 · 40:34
• Default Security Choices Leave MSPs Exposed as AI Bots Blend With Legitimate UsersSep 30, 2026 · 13:20
• Measuring False Guidance: The Untracked Risk in AI-Driven Ticket ResolutionSep 29, 2026 · 14:04
• AI-Driven vCISO Platforms Create Pricing and Liability Shifts for MSPs—David Primor of CynomiSep 28, 2026 · 26:49
• Why Aurora AI Agents Only Reduce Ticket Load When Built on Accurate Network Data — Steve PetryschukSep 27, 2026 · 16:16
• AI Margins and MSP Growth: Dr. Gleb Tsipursky on Passing Savings vs. Competing Away ProfitSep 26, 2026 · 28:23
• Active vs. Joined Partners: The Overlooked Risk in Vendor ProgramsSep 25, 2026 · 13:37
• Flamingo’s AI Token Pricing Model Shifts Margin Risk for MSPs – With Rich FreemanSep 24, 2026 · 42:38
• Vendors Build the Meter: MSP Risk Rises as AI Usage Moves to Consumption PricingSep 23, 2026 · 13:11
• Insurers Exclude AI From Liability: What CG 40 47 Means for MSPsSep 22, 2026 · 13:45
• All-in-One or Best-of-Breed? The Real Tradeoffs in Your SecuritySep 20, 2026 · 39:18
• Dave Cava on Why Operational Maturity, Not AI, Determines MSP SurvivalSep 19, 2026 · 20:19
• Entry-Level Tech Roles Shrink with Automation; Senior Talent Harder to Acquire and AffordSep 18, 2026 · 15:09
• Jay McBain on Why AI and SaaS Marketplaces Are Redefining MSP Revenue ModelsSep 17, 2026 · 36:22
• Loss of Vendor-Free MSP Spaces: ASCII Acquisition Means New Risks for Peer ConversationsSep 16, 2026 · 13:49
• AI Channel Programs Shift Forecasting Risk to MSPs as Vendor Sales Fall ShortSep 15, 2026 · 12:36
• Reseller, MSP, Services Merged: Structural Risks and Rewards in Barracuda’s Program – Michelle HodgesSep 14, 2026 · 13:26
• What MSP Operators Overlook in Operations Before Selling—Insights from Evergreen’s Craig FultonSep 12, 2026 · 15:29
• Silent Disqualification Risks Rise as UK Platforms and US Buyers Automate MSP SelectionSep 11, 2026 · 12:28
• Sharon Florentine on Why Most SMBs Deploy AI Without Budgets or GovernanceSep 10, 2026 · 11:32
• DMARC Adoption Exposes Organizational Gaps: Controls Exist but Go UnusedSep 9, 2026 · 12:44
• Slide’s Flexible Contracts: Balancing Client Retention and Revenue Risk - Carlson ChoiSep 8, 2026 · 21:36
• Syncro’s AI Shift: How Model Costs and Adoption Create New Separation Among MSPsSep 7, 2026 · 23:41
• Accountability Shifts to Deployers as EU Sets Timelines for AI and Security IncidentsSep 4, 2026 · 12:57
• Greg Jones: How Vendor Policy Shifts and AI Automation Are Changing MSP Growth StrategySep 3, 2026 · 22:26
• Adoption, Not Hardware: Voya Financial Shows AI Value Comes From Training, Not ToolsSep 2, 2026 · 14:34
• AI Results in Service Agreements: Why Providers Hold Uncovered LiabilitySep 1, 2026 · 14:09
• When AI Outpaces Humans: Jason Kemsley on What Happens to MSP Roles as Automation AdvancesAug 31, 2026 · 17:25
• Hollie Whittles on Why Incomplete AI Governance Leaves MSPs Vulnerable to Data LiabilityAug 29, 2026 · 16:17
• “Pricing Not Disclosed” Becomes a Risk as AI Screens MSPs Out of DealsAug 28, 2026 · 14:39
• Per-User Pricing Under Strain: Rich Freeman Explains the AI Impact for MSP OperatorsAug 27, 2026 · 41:01
• When AI Operates with User Credentials: Accountability Gaps at N-able and BeyondAug 26, 2026 · 13:58
• Readiness vs Reliability: Most AI Gains in MSPs Absorbed by Existing WorkloadsAug 25, 2026 · 15:04
• ThreatCaptain Gen 4 Unbundles Pricing: Brad Powell Explains Impact for MSP Growth StrategiesAug 24, 2026 · 15:42
• Ben Morrell on How Unified Security Platforms Shift MSP Operational Risk and Staff NeedsAug 21, 2026 · 17:31
• Vendor Tiering Locks Out Small Partners: Anurag Agrawal on Allocation, Not CapabilityAug 20, 2026 · 37:32
• AI Watermarks and the End of Document TrustAug 19, 2026 · 12:40
• AI-Driven Vulnerabilities and Bonded Licenses: Why Permission Is the Hidden Business RiskAug 18, 2026 · 14:54
• ConnectWise CEO Manny Rivelo: AI Agents Shift Ticket Resolution and Labor Costs for MSPsAug 17, 2026 · 22:23
• Automation's Cost Curve: Why AI Usage Is Squeezing Profits Across IT ServicesAug 14, 2026 · 13:55
• Lexful’s AI-Native Documentation: New Accountability and Risk for MSPs – With Pinar OrmeciAug 13, 2026 · 19:34
• N-able’s Security Revenue Faces Decline as License Portability Undercuts MSP MarginsAug 12, 2026 · 12:21
• Vendor License Loopholes Shift Breach Liability to MSPsAug 11, 2026 · 14:42
• Consortium for Responsible IT Services: Cole Knuth Outlines New Path for MSP AccountabilityAug 10, 2026 · 13:43
• CMMC Pause Exposes High Compliance Costs for Small Defense Contractors — Jeremiah JensenAug 5, 2026 · 22:01
• Dave Bloom: Why Small MSPs Can Sustain High Margins by Limiting Tool OverheadAug 4, 2026 · 25:10
• How Blue Mantis Navigates AI and Security Demand Without Enterprise Budgets – Josh DinneenAug 3, 2026 · 23:44
• Losing Your Ticket Data: How Atera’s Automation Shifts Baseline Control to VendorsJul 31, 2026 · 14:40
• Jessica Davis: How AI Usage Models Are Disrupting MSP Revenue PredictabilityJul 30, 2026 · 35:07
• Platform Vendors Now Dictate Which AI Agents Can Buy from Your Clients’ SitesJul 29, 2026 · 13:33
• Microsoft Patch Volumes and AI Shifts Deliver More Work, Less Margin for MSPsJul 28, 2026 · 13:16
• Justin Fox on How ValorC3 Adapted to Broadcom’s VMware Licensing DeadlineJul 27, 2026 · 24:36
• Operator Implications of Cloud Scarcity: Why AI Spending Now Demands Active MonitoringJul 24, 2026 · 13:07
• AI Adoption Shifts Costs to Individual Level: Seth RobinsonJul 23, 2026 · 35:32
• Why Security Work is Now Free for MSPs: Automation and CommoditizationJul 22, 2026 · 12:15
• AI Capability vs. Accountability: Who Owns the Harness?Jul 21, 2026 · 13:55
• Closing the Gap Between Finding M365 Problems and Actually Fixing Them, with Nick Ross of Cloud CapsuleJul 20, 2026 · 23:43
• IBM’s $70B Signal: AI Spend Reshuffles IT Budgets, Exposing MSP Revenue RiskJul 17, 2026 · 14:01
• Vendor and Token Risk in AI: Howard Cohen Explains Shifting Economic Pressure on MSPsJul 16, 2026 · 33:29
• When Deadlines Disappear: CMMC and AI Policy Shifts Force MSPs to Rethink Revenue AnchorsJul 15, 2026 · 12:44
• Agent Identity Gaps: Why Apple and CISA Are Redefining the Security PerimeterJul 14, 2026 · 12:30
• Certification Without Accountability: Adwait Nadkarni on the Liability Gaps Facing MSPsJul 13, 2026 · 24:56
• Usage, Not Compliance: The New Benchmark for MSP Value in AI Tool AdoptionJul 10, 2026 · 12:43
• Microsoft Copilot and the Threat to MSP Margins: Ryan Morris on AI-Driven Channel ShiftsJul 9, 2026 · 42:07
• AI Drives Small Business Buyers to Self-Serve as Most MSPs Stay SilentJul 8, 2026 · 14:17
• AI Agents Undermine Seat-Based SaaS: Microsoft and OpenAI Pivot to ServicesJul 7, 2026 · 13:45
• Why Unmanaged Access Is Increasing MSP Liability: Access Governance Gaps with Kyle BoveJul 3, 2026 · 48:25
• Why PAX8’s Managed Intelligence Push Raises the Bar for MSPs — with Rich FreemanJul 2, 2026 · 36:39
• Vendor AI Push Leaves MSPs Holding Liability as Courts Shift ResponsibilityJul 1, 2026 · 12:08
• MSP Risk: Continuing to Sell Predictable Execution as AI Removes Price FloorJun 30, 2026 · 13:51
• Hybrid Endpoint Management Is the New Normal: Jake Mosey on Visibility and ControlJun 29, 2026 · 23:04
• Navigating Shrinking Seat Counts: How AI Pressures MSP Revenue Streams and Security OperationsJun 25, 2026 · 24:14
• Memory Inflation: Why All-Inclusive MSP Hardware Pricing Is No Longer SustainableJun 24, 2026 · 11:14
• MSPs Face New Risk: Customer Loyalty Drops When AI Replaces Human InteractioJun 23, 2026 · 12:04
• Operational Maturity vs. Service Uniformity: Insights from Joshua Liberman’s TransitionJun 22, 2026 · 25:33
• AI Agents Outnumber IT Admins: Credential Sprawl and Network Risks with Chris BoehmJun 19, 2026 · 22:37
• AI Adoption Widens Operational Divide: Peter Kujawa on Service Leadership Index DataJun 18, 2026 · 38:11
• The Real AI Risk for MSPs: Who Verifies the Output When Clients Don’t Ask?Jun 17, 2026 · 12:31
• Government AI Shutdown Exposes Hidden Vendor Dependencies for MSPsJun 16, 2026 · 11:57
• Atera’s AI Shift: Gil Pekelman on Accountability and Risk in Autonomous IT for MSPsJun 15, 2026 · 33:22
• New AI Governance Tools Are Table Stakes—Positioning, Not Stack, Drives MSP GrowthJun 12, 2026 · 12:00
• Abraham Garver: Why Private Equity Rollups Push Smaller MSPs Into New Market NichesJun 11, 2026 · 31:39
• Pressure to Adopt AI Forces MSPs to Absorb Risks Designed by Platform VendorsJun 10, 2026 · 13:47
• ConnectWise Abandons ASIO: AI-Driven Platforms Shift Risk and Governance to MSPsJun 9, 2026 · 13:30
• Michael Privat: Data Weakness, Not AI Tools, Derails Enterprise AI InvestmentsJun 8, 2026 · 21:55
• Consumption-Based AI Billing Increases Financial Risk for Unprepared MSPsJun 5, 2026 · 13:46
• Jay McBain on How Microsoft’s AI Billing Passes Risk and Liability to MSPsJun 4, 2026 · 39:04
• Vendor Outcomes, Warranties, and the Shift from Risk Manager to Delivery Arm for MSPsJun 3, 2026 · 13:03
• AI as Production Workload Makes Spend Limits and Logging Mandatory for MSPsJun 2, 2026 · 13:02
• Forced Arbitration in Tech Contracts: Brendan Ballou on Vendor Accountability RisksJun 1, 2026 · 23:49
• Governance, Not Enablement: Why Agentic AI Demands New MSP Service ModelsMay 29, 2026 · 15:22
• AI Liability and Data Risk Shifts: Veeam’s Platform Pivot and Rich Freeman on MSP ReadinessMay 28, 2026 · 39:36
• Structured Vendor Programs Increase Operational Load for MSPsMay 27, 2026 · 15:23
• AI Governance Hurdles in Defense: Jason Tierney Examines CMMC Barriers for MSPsMay 26, 2026 · 26:33
• Google Redesigns Search: Automation Control Emerges as Core MSP ResponsibilityMay 22, 2026 · 13:42
• Security Proof Becomes an MSP Service: Insurance, Trustmarks, and the Evidence Operating ModelMay 20, 2026 · 14:04
• Vendor-Integrated AI Increases Liability Exposure for MSPs Managing Client SystemsMay 19, 2026 · 14:54
• Chad Gaydos on AI Moving Procurement from Record-Keeping to Automated Decision ExecutionMay 18, 2026 · 22:11
• AI Integration Into PSA and Security Platforms Forces New Governance Demands on MSPsMay 15, 2026 · 11:53
• AI Accelerates Exploit Creation and Evidence Burden for MSPs, Says Google and ProofpointMay 13, 2026 · 13:55
• AI Agents Create New Accountability Risks for MSPs Managing Cloud EnvironmentsMay 12, 2026 · 14:25
• New AI Metering Forces MSPs to Rethink Contracts and Prove Control Over UsageMay 11, 2026 · 13:52
• Consumption-Based AI Shifts MSP Role from Access to Governance and Cost ControlMay 8, 2026 · 12:42
• Jessica Davis on AI-Driven Pricing: How Microsoft and Kaseya Are Pressuring MSP MarginsMay 7, 2026 · 41:43
• Shadow AI Shifts MSP Role: From AI Access to Proving Control and RecoveryMay 6, 2026 · 12:51
• When Agents Can Buy and Provision: The Shift from Automation to Enforced GovernanceMay 5, 2026 · 13:28
• Microsoft and AWS Shift MSPs Toward Metered AI Pricing and Governance ExposureMay 4, 2026 · 15:46
• Microsoft and Federal Agencies Shift Security from Best Effort to Verified Service OperationMay 1, 2026 · 14:23
• AI Automation Shifts MSPs from Per-Seat Pricing to Variable, Metered Cost ModelsApr 30, 2026 · 15:47
• OpenAI and Deepseek Drive AI Costs Up, Forcing MSPs to Rethink Pricing ModelsApr 29, 2026 · 11:48
• AI Moves to Metered Utility: Microsoft, Cisco, and the Demand for Explicit GovernanceApr 28, 2026 · 14:12
• Data Gaps, Not Hype, Block Productive AI for MSPs: Insights from Dr. Fern HalperApr 27, 2026 · 24:13
• AI Adoption Hinges on Trust, Not Features: MSPs Must Deliver Governance and AccountabilityApr 24, 2026 · 10:45
• Thrive Acquisitions Reshape MSP Operator ChoicesApr 23, 2026 · 31:30
• Insurance Mandates and AI Regulation Shift MSPs from Tool Support to Proof and Liability ManagementApr 22, 2026 · 12:53
• Metered AI and Variable Output Are Shifting MSP Accountability and Margin RisksApr 21, 2026 · 11:35
• Tiffani Bova on AI Compressing the MSP Transition: Faster Change, Higher RiskApr 20, 2026 · 32:27
• Network and Infrastructure Limits Force New Guardrails as AI Expands in MSP OperationsApr 17, 2026 · 13:08
• Rich Freeman on How VC-Backed AI MSPs Like Treeline Reshape Operator Labor NeedsApr 16, 2026 · 34:11
• Hyperscaler Cloud Expansion Creates New AI Runtime Risks for MSPsApr 15, 2026 · 11:38
• Buyer Trust and Budget Tighten: Data Residency and Auditability Redefine MSP EligibilityApr 14, 2026 · 12:18
• AI Collapsing the Software Layer: Risks for MSP Roles and Tech Debt with Dusty GullesonApr 13, 2026 · 21:19
• Why Remediation Capacity, Not Detection, Now Defines MSP AccountabilityApr 10, 2026 · 12:12
• AI Monetization Remains Out of Reach for Most MSPs, Say GTIA’s Carolyn April and CompTIA’s Seth RobinsonApr 9, 2026 · 35:12
• AI Governance Moves Center Stage: Why Audits and Policy Now Define MSP RiskApr 8, 2026 · 12:59
• AI Deployment Exposes Workflow Gaps—MSPs Face Increased Liability and Coordination DemandsApr 7, 2026 · 13:06
• Richard Luna: MSPs Risk Margin Erosion by Relying on Rented Stacks and App ResellingApr 6, 2026 · 26:40
• AI Moves MSPs From Tool Support to Operational Liability as Hybrid Platforms ExpandApr 3, 2026 · 10:49
• AI Agents Shift MSP Accountability: Howard Cohen on Liability Beyond IT InfrastructureApr 2, 2026 · 34:52
• Control Layer Becomes Essential: Clients Trust AI Outputs Less, MSPs Must Provide Audit TrailsApr 1, 2026 · 11:48
• Why Stack Complexity, Not Automation, Drives MSP Margin VolatilityMar 31, 2026 · 11:07
• Howard Rubin: Why Tech Spending Benchmarks Often Mislead OperatorsMar 30, 2026 · 20:12
• Draup Data Shows Cybersecurity Hiring Pressure Will Persist Into 2028 - Vijay SwaminathanMar 27, 2026 · 21:13
• How AI and Vendor Defaults Are Redefining MSP Liability: Brad Gross on Contract RiskMar 26, 2026 · 42:21
• Agentic AI Shifts Liability to MSPs: The Operational Risks Behind Autonomous AgentsMar 25, 2026 · 11:14
• Government Policy Moves Vendor Choice from Preference to Proof for MSPsMar 24, 2026 · 11:42
• AI Cost Volatility Forces MSPs to Rethink Cloud, On-Prem, and Hybrid GovernanceMar 23, 2026 · 12:07
• Flat-Fee Dispute Resolution: Rich Lee Examines the Operational Shift for IT Service ProvidersMar 22, 2026 · 21:19
• How MSPs Are Reshaping Staffing With AI and Automation: Insights From Peter KujawaMar 22, 2026 · 37:12
• AI Adoption Is Funding Itself Through Labor Cuts, Not Productivity GainsMar 20, 2026 · 11:03
• How Cyber Insurance Analytics Are Changing Risk Accountability for MSPs – Nir Perry of CyberwriteMar 19, 2026 · 22:09
• Vendor Consolidation Shifts MSP Value from Tool Management to Proof of EnforcementMar 18, 2026 · 11:59
• Margin Pressure for MSPs: How Microsoft Autopatch Moves Governance UpstreamMar 17, 2026 · 11:39

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