Evolved Radio
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...
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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 , 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...
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Today, we have a unique perspective on AI, courtesy of our guest, with Treeline.ai. In this episode, we’re exploring what it truly means to be "AI-first" in the MSP space—not just adding AI as a feature, but building it into every layer of the operation for a fundamentally different approach to service delivery. If you’ve been following the rapid changes in software, automation, and managed services, you won’t want to miss this episode. We’re getting into operational strategy, technology adoption, and the future of MSPs in the age of AI. This episode is brought to you by . A place...
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In today’s episode, I’m joined by to talk about what John calls "VibeOps." If you've ever wondered where network automation and AI intersect—or how the next evolution of IT operations could look almost like managing a team of digital coworkers, you’re going to love this one. Hear how John went from working in an aluminum factory to managing the network for the Canadian House of Parliament. John explains VibeOps and J shares practical advice for MSPs, how to get started with agentic tools safely, and where he thinks the whole industry is headed. If you’re curious about building your...
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Today’s topic is close to my heart and, honestly, one that doesn’t get enough airtime in the IT industry: health and wellness. Joining me for this conversation is my , CEO of VXIT, a return guest you might remember from a . We’re talking about what it takes to prioritize our physical and mental health—while juggling the endless demands of business ownership, parenthood, and life in the tech world. Paul unpacks his personal journey: from the challenges of work-life balance and struggles with unhealthy habits, to discovering the power of change through things like the 75 Hard challenge,...
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Today I’m speaking to , CEO of , once again. If you missed our previous episode together, Advanced Project Management——I highly recommend checking it out for some great insights. Today, we’re diving into a topic that’s been top of mind for me and, honestly, I believe not enough people in the MSP industry are paying close attention to it: project management and profitability. We’ll break down some eye-opening stats about how 25% of the MSP channel is either breaking even or losing money—and how poor project management is often the hidden culprit, even when service delivery is...
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Today I’m joined by , CEO of . We’ll explore how Matt’s background as a software engineer and MSP operator led him to develop Mizo, an AI-powered help desk automation platform. We discuss the realities of AI adoption in the MSP industry, why AI agents can sometimes outperform humans in quality and consistency, and why Canadian companies have such an outsized impact in the global MSP software ecosystem. We’re talking MSP innovation, Canadian tech pride, and the real-world impact of agentic AI in service operations. Let’s get started! This episode is brought to you by . A...
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Today, my guest is , whose journey took him from planning a career in medicine, to becoming a Mandarin-speaking intelligence analyst with the FBI for 15 years, covering everything from cyber issues to counterintelligence and even terrorism. In this episode, we dig into what led Adam to the FBI, the unexpected turns in his career, and how pivotal moments—both personal and professional—prompted deeper reflection on identity, growth, and purpose. We discuss how he’s translated those experiences into his new chapter as a business owner, and talk about the importance of intuition, critical...
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Today’s episode questions whether AI is delivering on all those big promises. There’s been a lot of talk in the industry recently—everything from the “doom cycle of AI” to conflicting opinions on what AI is actually capable of right now. Are we in the trough of disillusionment? Are we overselling the tech? Or are we undervaluing the real impact it’s having behind the scenes? To help break this down, I’m joined by two great guests: , CEO at and , co-founder and Chief of Magic at Thread. We dig into real-world examples, why so many AI projects are considered “failures,” and...
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Welcome back to the Evolved Radio Podcast! Today, I’ve got a really fun and insightful episode lined up for you. and I are diving into the “Peter Principle.” that all-too-familiar scenario where someone keeps getting promoted for being good at your job, but eventually land in a role where you’re suddenly feeling out of your depth. We chat about the common traps people fall into on the career ladder, why owners and managers struggle to let go, and how the difference between delegation, abdication, and micromanagement shapes the success of your team. Plus, we’ll dig into practical...
info_outlineToday’s topic is close to my heart and, honestly, one that doesn’t get enough airtime in the IT industry: health and wellness.
Joining me for this conversation is my Paul Vedder, CEO of VXIT, a return guest you might remember from a Episode 77. We’re talking about what it takes to prioritize our physical and mental health—while juggling the endless demands of business ownership, parenthood, and life in the tech world.
Paul unpacks his personal journey: from the challenges of work-life balance and struggles with unhealthy habits, to discovering the power of change through things like the 75 Hard challenge, ditching alcohol, and building sustainable routines that actually stick. We dig into the importance of accountability, how discipline can unlock true freedom, and why sometimes the smallest steps—like a daily walk—can have the biggest impact.
If you’ve ever felt like you can’t find the time, energy, or motivation to look after yourself, this episode is going to speak to you. We get honest about the trade-offs, the wins, and why choosing to invest in your well-being pays off in every other aspect of your life and business.
So, whether you’re listening on your lunch break, out for a walk, or just looking for that spark to get started—stick around. There’s a lot of practical wisdom, some laughs, and maybe that nudge you’ve been needing to make a positive shift.
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.