All Things MSP

Justin Esgar and Eric Anthony
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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.

  1. 7 hrs ago

    Stop Selling Tech Features: How to Turn Cybersecurity Into a Dollars-and-Cents Pitch | EP179

    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 episode recorded live at GTIA ChannelCon, Eric Anthony sits down with Brad Powell, co-founder of ThreatCaptain, to break down how MSPs can transform complex cybersecurity chatter into clear, business-level financial discussions that decision-makers actually understand. They dive into ThreatCaptain’s Gen 4 platform release, how direct integrations with CRMs like HubSpot and ConnectWise keep sales data flowing cleanly, and why listening directly to community feedback is the real secret to building tools that actually make MSPs money. Back in the studio, Justin and Eric bring their usual candid, operator-first humor to discuss why moving past traditional fear-based selling is the only way forward for modern IT providers. Special thanks to our sponsors for supporting the show:Blumira: https://blumira.comEasyDMARC: https://easydmarc.comChoice Cyber Solutions: https://allthingsmsp.com/sponsorsGozynta: https://allthingsmsp.com/sponsorsMaterial Security: https://allthingsmsp.com/sponsorsSync365: https://allthingsmsp.com/sponsors Connect with Guest Brad Powell:ThreatCaptain Website: https://threatcaptain.comEmail: ahoy@threatcaptain.com Connect with Hosts & All Things/MSP:Justin Esgar (LinkedIn): https://www.linkedin.com/in/justinesgar/Eric Anthony (LinkedIn): https://www.linkedin.com/in/esanthony/ All Things/MSP Website: https://allthingsmsp.comAll Things/MSP Facebook Group: https://www.facebook.com/groups/allthingsmspAll Things/MSP LinkedIn: https://www.linkedin.com/company/allthingsmsp/All Things/MSP YouTube: https://www.youtube.com/@AllThingsMSP

    Stop Selling Tech Features: How to Turn Cybersecurity Into a Dollars-and-Cents Pitch | EP179

  2. Sep 1

    MSP AI Strategy: Beyond Shiny Object Syndrome | EP178

    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 personal accounts without IT oversight or corporate governance policies. Justin and Eric break down why MSPs must move past treating AI as just another "shiny object" and step up as trusted advisors. They discuss the critical three-stage operational framework MSPs need to establish: Discover & Document (knowing what tools staff are using), Govern & Secure (setting acceptable use policies and guardrails to prevent data leakage), and Deploy & Enable (providing secure enterprise tools and training employees). The conversation highlights why technology should come last. Success lies in prioritizing People and Process before deploying Technology. MSPs that fail to guide their clients through AI policy and risk mitigation risk losing accounts to more mature providers who do. Tune in to discover how to move your MSP from basic IT delivery to high-value advisory services in the age of AI. Connect with the HostsJustin Esgar: https://www.linkedin.com/in/justinesgar/Eric Anthony: https://www.linkedin.com/in/esanthony/Join the All Things MSP CommunityWebsite: https://allthingsmsp.comFacebook Group: https://www.facebook.com/groups/allthingsmspLinkedIn: https://www.linkedin.com/company/allthingsmsp/YouTube: https://www.youtube.com/@AllThingsMSPSpecial Thanks to Our SponsorsLearn more about our premier sponsors and special partner offers at https://allthingsmsp.com/sponsorsBlumiraChoice Cyber SolutionsCompliance ScorecardEasyDMARCGozyntaMaterial SecuritySync365 License

    MSP AI Strategy: Beyond Shiny Object Syndrome | EP178

  3. Aug 25

    Preparing for AI: A Large MSP Shares Their Methodology | EP177

    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 than treating AI as a quick tool for cost-cutting or headcount reduction, Logically adopted an "AI-first" leadership mindset designed to amplify employee capabilities, elevate client value, and transform business operations. MJ breaks down the vital groundwork required before deploying AI tools like Microsoft Copilot or custom tenants like Logic AI. From conducting shadow AI assessments to establishing firm internal policies, training, and ongoing change management, she highlights why technology alone is never enough for successful adoption. Furthermore, drawing from her work on the Data Council, MJ dives deep into the non-negotiable role of clean data. She explains why AI is only as good as the underlying data, offering actionable advice on establishing a single source of truth, removing legacy rot, and configuring data sets securely. Special Thanks to Our Sponsors:Blumira: https://blumira.comChoice Cyber Solutions: https://choicecybersolutions.comCompliance Scorecard: https://compliancescorecard.comEasyDMARC: https://easydmarc.comGozynta: https://gozynta.comMaterial Security: https://material.securitySync365: https://sync365license.comLearn more about all our show sponsors: https://allthingsmsp.com/sponsorsConnect with Our Guest:MJ Patent on LinkedIn: https://www.linkedin.com/in/mjpatent/Logically Website: https://www.logically.com Connect with Hosts & All Things MSP:Justin Esgar on LinkedIn: https://www.linkedin.com/in/justinesgar/Eric Anthony on LinkedIn: https://www.linkedin.com/in/esanthony/All Things MSP Website: https://allthingsmsp.comFacebook Group: https://www.facebook.com/groups/allthingsmspLinkedIn Company Page: https://www.linkedin.com/company/allthingsmsp/YouTube Channel: https://www.youtube.com/@AllThingsMSP

    Preparing for AI: A Large MSP Shares Their Methodology | EP177

  4. Aug 20

    Transitioning Clients to Strategic IT Services | EP 176

    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 break down the critical steps of client discovery and onboarding. They discuss why so many traditional MSPs struggle with strategic business conversations, how to address risky client behaviors—such as unmanaged personal devices used by C-suite executives—and how to communicate cyber risk in plain business language rather than technical jargon. The conversation covers handling security incidents as pivotal moments for client buy-in, establishing clear operational tiers, and enforcing mandatory Business Review meetings (QBRs) to align technology with real business outcomes. Whether you are setting pricing thresholds for meeting frequencies or looking to elevate your service stack, this episode provides actionable insights to help push your MSP's operational maturity forward. A special thank you to our premier sponsors for supporting the show: Blumira, Choice Cyber Solutions, Compliance Scorecard, EasyDMARC, Gozynta, Material Security, and Sync365. Learn more about our partners at https://allthingsmsp.com/sponsors. Connect with the Hosts:Justin Esgar: https://www.linkedin.com/in/justinesgar/Eric Anthony: https://www.linkedin.com/in/esanthony/Connect with All Things MSP:Website: https://allthingsmsp.comFacebook Group: https://www.facebook.com/groups/allthingsmspLinkedIn: https://www.linkedin.com/company/allthingsmsp/YouTube: https://www.youtube.com/@AllThingsMSP

    Transitioning Clients to Strategic IT Services | EP 176

  5. Aug 11

    How MSPs Are Implementing AI Internally & Guiding Main Street Clients | EP175

    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 service providers are implementing artificial intelligence internally to boost operational efficiency while safely guiding micro-SMB and Main Street clients through AI governance, security, and technology enablement.Ann Westerheim discusses how Ekaru uses AI tools and automation to handle complex distributor billing reconciliations and license management with custom internal workflows. She also shares effective strategies for helping non-technical Main Street businesses embrace AI productivity without compromising sensitive corporate data. Jeremy Treister shares how CMIT Solutions of Chicago approaches AI enablement through structured governance, acceptable use policies, and practical frameworks designed to combat shadow AI risks while helping small business clients maintain a strong competitive edge in their local markets. Together, they outline actionable strategies for MSPs to transition from simple software license reselling into high-value strategic AI advisors for their clients.Whether you are looking to streamline your internal MSP operations or establish safe AI guardrails for your small business customers, this episode provides essential insights for navigating the rapidly evolving artificial intelligence landscape.Special thanks to our premier sponsors for supporting the All Things MSP community and making this show possible: Blumira, Choice Cyber Solutions, Compliance Scorecard, EasyDMARC, Gozynta, Material Security, and Sync365. Learn more about our valued sponsors and explore their IT security and automation solutions at https://allthingsmsp.com/sponsors.Connect with Our Guest Experts: Ann Westerheim (Ekaru) LinkedIn: https://www.linkedin.com/in/annwesterheim/ Website: https://www.ekaru.comJeremy Treister (CMIT Solutions of Chicago) LinkedIn: https://www.linkedin.com/in/jtreister/ Website: https://www.cmitsolutions.comConnect with Our Podcast Hosts: Justin Esgar: https://www.linkedin.com/in/justinesgar/ Eric Anthony: https://www.linkedin.com/in/esanthony/Follow & Join the All Things MSP Community: Website: https://allthingsmsp.com YouTube Channel: https://www.youtube.com/@AllThingsMSP LinkedIn Page: https://www.linkedin.com/company/allthingsmsp/ Facebook Group: https://www.facebook.com/groups/allthingsmspListen & Subscribe to the Podcast: Apple Podcasts: https://podcasts.apple.com/us/podcast/all-things-msp/id1679331639 Spotify: https://open.spotify.com/show/4gXXVZ9RuVppd4k4hN1jp1

    How MSPs Are Implementing AI Internally & Guiding Main Street Clients | EP175

  6. Aug 4

    Practical Steps to Build Real Operational Maturity in Your MSP | EP174

    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 discussion, Justin and Eric explore the spectrum of MSP operations, discussing how internal SOPs, ticket triage, and AI integration dictate true maturity—regardless of whether you manage Apple endpoints or enterprise setups. Learn how to set baseline technology stacks for your clients, build consistent internal governance, and transition from basic reactive maintenance to providing outcome-oriented strategy that drives client value. Connect with the Hosts:Justin Esgar: https://www.linkedin.com/in/justinesgar/Eric Anthony: https://www.linkedin.com/in/esanthony/Join the All Things MSP Community:Website: https://allthingsmsp.comFacebook Group: https://www.facebook.com/groups/allthingsmspLinkedIn: https://www.linkedin.com/company/allthingsmsp/YouTube: https://www.youtube.com/@AllThingsMSPSponsors:A special thanks to our sponsors for making this show possible. Learn more about our partner programs here: https://allthingsmsp.com/sponsorsBlumiraChoice Cyber SolutionsCompliance ScorecardEasyDMARCGozyntaMaterial SecuritySync365

    Practical Steps to Build Real Operational Maturity in Your MSP | EP174

  7. Jul 29

    Pax8 Beyond Takeaways: MSP M&A Secrets, AI Contracts & GTIA Trends

    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" your margins before a sale can backfire during due diligence. He shares practical advice on building an independent sales engine to maximize valuation and prepare your business for M&A.Next, Kim Simmonds, CEO and Founder of Cloud Contracts 365, tackles one of the most dangerous trends in the IT space today: using generative AI to draft client contracts. Kim breaks down a real-world horror story where an AI-generated Master Service Agreement accidentally gave clients a 30-day cancellation clause on a three-year contract. She outlines how MSPs can properly leverage legal AI for reviewing risk without exposing their businesses to massive liability.Finally, Dan Wensley (CEO) and Nancy Hammervik (Chief Channel Officer) from GTIA join the show to discuss the future of the Global Technology Industry Association. They share what to expect at ChannelCon, including $20,000 innovation awards for AI adoption, trust circles, mentorship programs, and how GTIA is supporting MSPs as they navigate shifting market dynamics and vendor relationships.Thank You to Our SponsorsA massive thank you to our premier sponsors who make this show possible! Learn more about our partners at https://allthingsmsp.com/sponsors:BlumiraChoice Cyber SolutionsCompliance ScorecardEasyDMARCGozyntaMaterial SecurityOIT VoIPSync365Connect with HostsJustin Esgar: https://www.linkedin.com/in/justinesgar/Eric Anthony: https://www.linkedin.com/in/esanthony/Join the All Things MSP CommunityWebsite: https://allthingsmsp.comFacebook Group: https://www.facebook.com/groups/allthingsmspLinkedIn Company Page: https://www.linkedin.com/company/allthingsmsp/YouTube Channel: https://www.youtube.com/@AllThingsMSP

    Pax8 Beyond Takeaways: MSP M&A Secrets, AI Contracts & GTIA Trends

  8. Jul 21

    Pax8 Beyond Insights: Scaling with EOS, Unified AI Security, and Channel Speed | EP 172

    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 coaching enabled his MSP to more than double its revenue in just two years. JP shares how niched positioning around regulated industries and pursuing early CMMC Level 2 certification creates massive market opportunities for growing MSPs.Next, Dor Eisner from Guardz joins the show to explore how cybersecurity is evolving in the age of AI. As bad actors leverage AI to execute multi-vector attacks across identity, email, and endpoints, MSPs face severe risks from tool fragmentation. Dor explains how Guardz acts as an AI-driven data fabric and automation layer, unifying point solutions to enable automatic detection, response, and agentic reporting that proves tangible value to clients.Finally, channel journalist Rich Freeman from Channelholic breaks down the overarching theme of Pax8 Beyond: speed. Rich discusses how MSPs must quickly adapt to client demands for AI adoption, highlighting new developments from Pax8 including the Agent Store, the Agent Gateway for managing token economics, and managed intelligence services.Links & ResourcesConnect with Our Guests:JP Keesy (F1 Technologies): https://f1it.comDor Eisner (Guardz): https://www.guardz.comRich Freeman (Channelholic): https://www.channelholic.newsConnect with Our Hosts:Justin Esgar: https://www.linkedin.com/in/justinesgar/Eric Anthony: https://www.linkedin.com/in/esanthony/All Things MSP Community & Pages:Website: https://allthingsmsp.comFacebook Group: https://www.facebook.com/groups/allthingsmspLinkedIn Company Page: https://www.linkedin.com/company/allthingsmsp/YouTube Channel: https://www.youtube.com/@AllThingsMSPListen & Subscribe:YouTube: https://www.youtube.com/@AllThingsMSPApple Podcasts: https://podcasts.apple.com/us/podcast/all-things-msp/id1679331639Spotify: https://open.spotify.com/show/4gXXVZ9RuVppd4k4hN1jp1Thank You to Our Sponsors! Special thanks to our incredible sponsors for supporting the show: Blumira, Choice Cyber Solutions, Compliance Scorecard, EasyDMARC, Gozynta, Material Security, and Sync365.Explore Our Sponsors: https://allthingsmsp.com/sponsors

    Pax8 Beyond Insights: Scaling with EOS, Unified AI Security, and Channel Speed | EP 172
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About

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.

Information

  • Creator
    Justin Esgar and Eric Anthony
  • Years Active
    2023 - 2026
  • Episodes
    179
  • Rating
    Explicit

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