Evolved Radio
Evolved Radio
Todd Kane
AI, RPA, and MSP Automation - ERP138
51 minutes Posted Jun 15, 2026 at 9:55 pm.
) Automation First Mindset
) Aaron Origin Story
) From Scripts to Platforms
) Beyond the RMM Beehive
) Is RMM a Zombie
) Managing Complexity Safely
) Build vs Buy ROI
) Token Costs and Pair Coding
) AI Security Reality Check
) Scaling with Playbooks
) Hunt the Bad Stuff
) Blueprints Before Automation
) Ticket Volume and Vision
) Saying No as Integrator
) Healthy Disagreement Dynamics
) Client Facing vs Backend AI
) AI Hallucinations and Guardrails
) Voice AI and Live Answer
) Costs and Subsidized AI Era
) Outcome First and RPA Focus
) Wrap Up and Thanks
Automation First Mindset
Aaron Origin Story
From Scripts to Platforms
Beyond the RMM Beehive
Is RMM a Zombie
Managing Complexity Safely
Build vs Buy ROI
Token Costs and Pair Coding
AI Security Reality Check
Scaling with Playbooks
Hunt the Bad Stuff
Blueprints Before Automation
Ticket Volume and Vision
Saying No as Integrator
Healthy Disagreement Dynamics
Client Facing vs Backend AI
AI Hallucinations and Guardrails
Voice AI and Live Answer
Costs and Subsidized AI Era
Outcome First and RPA Focus
Wrap Up and Thanks
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Show notes
Automation as Core Strategy: Aarin Bailey on RPA, AI, and Scaling MSP OperationsOn the Evolved Radio podcast, Todd interviews Aarin Bailey, COO at Webit Services and former COO at MSP Bots, about treating automation as a core MSP operating strategy. Aarin describes how his automation focus accelerated around COVID by chaining PowerShell scripts, later expanding into Python, GUIs, and modular systems connected via RESTful APIs, with much of the computation running outside the RMM on servers (including SQL and Python) while the RMM remains mainly a monitoring and job-push layer. They discuss whether RMM is a “zombie product,” the ongoing role of PSA/ticketing as a system of record, and managing complexity through separate modules and staff literacy in Python/RPA. Aarin explains build-vs-buy decisions driven by ROI and fit, cites automated triage/dispatch with ~98% accuracy and shifting token costs, argues AI should augment rather than replace humans, and emphasizes documentation, playbooks, and focusing on operational “bad” anomalies. They also cover client tolerance for AI, limiting client-facing AI after hallucinated ticket notes, skepticism about voice AI, and concerns about AI economics and subsidies.This episode is brought to you by Opsleader Pro. A place for MSP owners and managers to get the systems and tools they need to build a stable and growing MSP. Part group coaching, part peer group, everything you need to run a successful MSP.
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