All Things MSP

All Things MSP

Join hosts Justin Esgar and Eric Anthony as they discuss weekly the many facets of the IT services business and have some fun along the way. There will also be a steady flow of guests to provide their unique insights into the topic of the week.

Episodes

October 27, 2026 • 28 mins
Chasing late client payments is awkward, and spending three to five hours copy-pasting vendor screenshots into a slide deck only to have the client cancel an hour before the meeting is pure torture. Running an MSP means constantly getting stuck between uncomfortable debt collection and broken account management processes that bleed profit. In this episode live from the Pax8 Beyond floor, Justin and Eric ditch the polite indust...
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An advertisement claiming a 67-person IT firm was offered over $1 million for their ticket archive started circulating in MSP communities. While the offer turned out to be fake news from an unverified source, the underlying danger is dangerously real. MSPs are sitting on vast troves of client passwords, network diagrams, and confidential records—and both malicious actors and AI vendors are eyeing that data.In this episode, Er...
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October 13, 2026 • 30 mins
Most MSP owners are brilliant at solving technical nightmares, but when it comes to getting new clients or getting paid on time, it’s a total free-for-all. You're grinding away fixing networks and putting out fires, yet you're leaving thousands of dollars on the table because sales feels uncomfortable and billing is a monthly chore. Why are we still running critical business operations without the same discipline, processes, ...
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Running an MSP is ridiculous, especially when everyone is screaming that AI will make you a millionaire overnight while nobody shows you how to actually bill for it. In this episode, Justin Esgar and Eric Anthony sit down with industry analyst Dave Sobel (Business of Tech) to cut through the hype, vendor webinars, and sunshine-and-rainbows marketing around AI.  They dive deep into recent research revealing that a staggering 68...
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Most MSP owners talk a big game about cybersecurity and compliance, yet operate their own businesses with zero formal governance. You try selling $10k/month agreements or pitching enterprise-level clients, but as soon as an RFP asks for a SOC 2 report, you’re instantly disqualified. Running an MSP while pretending governance doesn't apply to you is ridiculous. In this episode, Justin and Eric break down Justin’s ac...
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Everyone is trying to sell AI solutions to MSPs promising faster ticket resolution and automated triage, but nobody is talking about the hidden financial trap underneath: token economics. In this episode, Eric and Justin pull back the curtain on how AI tokenization actually works, why "cheap" AI models can end up costing you significantly more, and how variable consumption costs threaten to blow up the predictable flat-rate pricing...
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SaaS vendors are aggressively raising prices, cutting reseller margins, and squeezing MSP profit margins to satisfy investor expectations. Between forced AI additions, changing reseller tiers, and minimal advance notice, running a profitable MSP feels like a constant battle against your own stack. In this episode, Eric and Justin dive straight into the absurdity of current vendor behavior, exploring whether it still makes sense to ...
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Running an MSP is weird. Most business owners aren’t driving to work thinking about cybersecurity; they care about their financial bottom line. Yet, so many MSP owners default to dumping technical jargon, feature lists, and fear-mongering FUD on prospects, only to wonder why deals stall. If you want to close higher-margin security business, you have to stop pitching tech and start pitching financial consequences. In this...
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In this episode of All Things MSP, hosts Justin Esgar and Eric Anthony dive into one of the most pressing topics facing Managed Service Providers today: AI adoption and governance. Unlike past technology waves where MSPs introduced new tools to clients, AI has caught the attention of end-users first. Clients are already experimenting with tools like ChatGPT and Claude—often uploading sensitive company data, PHI, or PII using ...
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In this episode of the All Things MSP podcast, founder and co-host Eric Anthony sits down with MJ Patent, Chief Marketing Officer at Logically—one of the nation's leading managed security service providers (MSSPs)—and a key member of CompTIA’s Data Advisory Council. Recorded live at ChannelCon in San Diego, MJ shares an insider look into how Logically approached artificial intelligence from the inside out. Rather ...
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Moving clients beyond basic, commoditized IT support into a mature, strategic partnership is one of the toughest challenges facing Managed Service Providers today. In this episode of the All Things MSP Podcast, hosts Justin Esgar and Eric Anthony dive into the operational maturity curve, focusing specifically on how to handle new and existing clients who aren't yet sold on higher-level strategic offerings. Justin and Eric brea...
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In this episode of the All Things MSP podcast, hosts Justin Esgar and Eric Anthony dive into one of the most critical topics facing managed service providers today: practical AI adoption for MSPs and their SMB clients. Recorded live on-site at GTIA ChannelCon in San Diego, Eric sits down with two leading MSP business owners, Ann Westerheim of Ekaru and Jeremy Treister of CMIT Solutions of Chicago, to explore how real-world IT servi...
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In this episode of the All Things MSP podcast, hosts Justin Esgar and Eric Anthony dive deep into what it truly means to achieve operational maturity as a Managed Service Provider. Challenging the common misconception that operational maturity is tied directly to annual revenue metrics, they break down the levels of technology maturity from reactive break-fix setups to fully proactive and strategic partnerships. Throughout the...
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In this special edition of the All Things MSP Podcast recorded at Pax8 Beyond, hosts Justin Esgar and Eric Anthony bring you essential insights from top IT channel experts.First, Craig Fulton, M&A Advisor at Evergreen, dives into what makes a Managed Service Provider (MSP) truly sellable. Craig explains why investors care about recurring contract revenue over project work, the dangers of client concentration, and how "juicing" ...
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Welcome to another exciting episode of the All Things MSP podcast! In this special episode recorded live on Podcast Row at Pax8 Beyond, hosts Justin Esgar and Eric Anthony bring you high-value "hallway track" conversations directly from industry leaders and channel innovators.First, Justin sits down with JP Keesy from F1 Technologies to discuss how implementing the Entrepreneurial Operating System (EOS) alongside Pax8 Academy coach...
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In this episode of the All Things MSP podcast, hosts Justin Esgar and Eric Anthony dive headfirst into one of the most polarizing topics hitting the IT channel today: replacing Tier 1 support and helpdesk triage with Artificial Intelligence. Inspired by a recent trending Reddit thread, the duo breaks down the core conflict between automated efficiency and the golden rule of "unreasonable hospitality."While vendors and large service...
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In this special episode of the All Things MSP Podcast, recorded live on location at Pax8 Beyond, hosts Justin Esgar and Eric Anthony bring you exclusive insights from three leading forces in the IT channel: Rewst, Slide, and Blumira. The episode kicks off with a look into how automation is changing the game for modern service providers. The team from Rewst shares how their purpose-built orchestration platform allows MSPs to leverag...
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In this episode of the All Things MSP Podcast, hosts Justin Esgar and Eric Anthony catch up on a busy week before diving into exclusive conversations straight from the Pax8 Beyond conference. They are joined by Libby McIlhany, Chief Product Officer at Pax8, and Cynthia Schreiner, Senior Manager of Channel Engagement at Pax8, to discuss the major announcements and strategic shifts happening within the IT channel ecosystem.Libby brea...
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In this episode of the All Things MSP Podcast, hosts Justin Esgar and Eric Anthony sit down with Andrew Jordan, CPA and President of Nodewise, to unpack the complex and often emotional world of MSP finances. Many managed service providers find themselves growing quickly and generating more revenue than ever, yet they face a common, frustrating paradox: an empty bank account. Andrew explains how technical founders often fall into th...
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In this special episode of the All Things MSP Podcast recorded live at Pax8 Beyond, host Eric Anthony sits down with channel veteran Rex Frank, the Americas Academy Leader at Pax8. Over the last four decades, the IT services industry has navigated waves of raw hardware invention, system integration, and complex management. Now, artificial intelligence is arriving at an unprecedented speed, turning decades of traditional evolution i...
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