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Evolved Radio

Evolved Radio

By: Todd Kane
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Evolved Radio Podcast: Interviews with technology experts, industry thought leaders, business leaders, and other interesting minds. Exploring the evolution of business and technology. Economics Management Management & Leadership
Episodes
  • Selling your MSP - ERP136
    May 25 2026
    Preparing to Sell Your MSP: Emotions, Valuation, Deal Structure, and Exit Planning with Amy Babinchak Today on the Evolved Radio podcast, I welcome Amy Babinchak, a 22-time Microsoft MVP and author of "20 Questions Every Owner Asks Before Selling Their MSP," about planning an MSP sale years in advance. Babinchak describes the emotional impact of selling—often resembling grief—and stresses having a purpose and plan for life after the exit. They discuss avoiding pressure to "time the market," noting there is always demand for a well-run profitable business, and the need to prepare both operations and personal finances with a CPA, tax lawyer, financial planner, and business lawyer. The conversation covers deal structure tradeoffs (cash, time commitments, and total value), common earn-out/retention periods owners find miserable, valuation drivers like profitability, standardization, and running without the owner, typical multiples for small and mid-sized MSPs, and options for smaller firms such as selling a book of business or rare seller-financed sales to employees.

    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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    42 mins
  • ERP135 - AI Assisted Coding
    May 11 2026

    Ashley Cooper on Lovable, Local-First AI Apps, and Safe Agent Workflows for MSPs

    The host interviews Ashley Cooper (COO at Cyber Drain, VP of Community at Rewst) about her use of Lovable and other AI coding tools to build small, local-first, deterministic apps and learn through prompting. Ashley describes receiving a Lovable contributor gift after ranking in the top 0.01% of users, her early failed attempt to rebuild community software, and her shift to rapid, browser-based prototypes like JSON-to-CSV converters, receipt/expense and food trackers, and a webhook-driven PSA time-entry timer. She explains her workflow moving from Lovable scaffolding to GitHub/VS Code with Copilot, plus experimenting with Bolt and tools like OpenClaw, emphasizing trust boundaries, least privilege, and treating agents like employees. They discuss prompt engineering using philosophical mental models, risks of unvetted "vibe-coded" SaaS, and advising MSPs to start with data readiness and education before deploying AI for clients.

    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.

    00:00 Meet Ashley Cooper

    01:17 Lovable Gift Surprise

    03:01 Early Builds and Lessons

    05:25 Hackathon One Shot Apps

    09:34 Finding Ideas to Build

    11:00 Viral AI Side Projects

    14:09 Keeping or Killing Projects

    18:22 Local First Automation Wins

    19:51 Beyond Lovable Toolchain

    24:03 OpenClaw Risks and Power

    30:49 AI As Employee

    31:18 Stress And Bias

    32:02 Context Anxiety

    34:52 Prompt Writing Workflow

    37:23 Mental Model Prompts

    41:44 Deep Instruction Sources

    47:20 SaaS Apocalypse Debate

    49:53 MSP AI Readiness

    53:47 Education And Governance

    56:30 Closing Thoughts

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    51 mins
  • ERP134 - Navigating Rapid Change in the MSP Channel
    Apr 27 2026

    Ever wonder what really happens behind the scenes when a rocket-ship MSP vendor goes from scrappy startup to multi-billion dollar public company? Today, I'm talking with Michael Fass, former Datto general counsel and now CEO at Slide. Michael's seen the vendor/MSP relationship from every angle—legal, operational, and now as a co-founder, building Slide for the MSP channel.

    If you want a brutally honest look at what hypergrowth actually looks like from the inside, why most MSPs never get past "just technical," and how to avoid being the cobbler with ragged shoes, this episode is for you.

    You'll walk away knowing how to spot your "butter zone" in leadership, and a new way to think about partnering with the tech vendors in your stack.

    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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    33 mins
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