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MSP Chat

MSP Chat
MSP Chat
Latest episode

153 episodes

  • MSP Chat

    Bonus Episode: Dark Side, Light Side

    06/10/2026 | 1h 4 mins.
    In this special bonus episode of MSP Chat, sponsored by Kaseya, Erick and Rich discuss the large ongoing risk posed by deepfakes and other sophisticated AI threats, as well as what MSPs need to do about them, plus how MSPs can and should help their clients protect clients from social engineering threats with more than just passwords. Then they’re joined by Kaseya’s Matt Sywulak for a deep dive into the email security threat landscape and the latest tools for mitigating those threats. And finally, one last thing: The world’s first inconvenience store.
     
    Discussed in this episode:
    Gartner Survey Finds 41% of CISOs Reported At Least One Social Engineering Incident Involving a Deepfake in the Past 12 Months
    Coalition 2026 Cyber Claims Report
    Gartner Forecasts the Market for Securing AI Will Reach $4.8 Billion in 2027
    Seattle’s ‘Inconvenience Store’ features pre-tangled USB cords
     
    Some guests on this podcast are clients of Channel Mastered. Compensation plays no part in their appearance or the content of the discussion unless the episode they appear on is a “bonus episode” explicitly labeled as sponsored.
  • MSP Chat

    Episode 142: People, People, People

    02/10/2026 | 1h 7 mins.
    Coming to you live from the MSP Summit in Orlando, Erick and Rich discuss why Shield Technology Partners views cutting edge AI as a means to empower people rather than replace them and what MSPs can learn from that strategy, as well as why MSPs must make themselves “customer zero” for AI services before offering anything to clients. Then they’re joined by Omdia analyst Jay McBain for an expert tour through market conditions and AI opportunities for MSPs today, and the power of community in the channel. And finally, one last thing: Batman takes down an evildoer in real life.
     
    Discussed in this episode:
    Shield’s Secret Weapon Isn’t AI. It’s People.
    Jay McBain linked in post on channel profits
    Jay McBain linked in post on partner-led AI opportunity
    Jay McBain linked in post on vendor incentive models
    Jay McBain linked in post on GTIA buying ASCII Group
    Pow! Man in Batman costume chases down suspected Norwich handbag thief
     
    Some guests on this podcast are clients of Channel Mastered. Compensation plays no part in their appearance or the content of the discussion unless the episode they appear on is a “bonus episode” explicitly labeled as sponsored.
  • MSP Chat

    Episode 141: Sales Profanity

    25/09/2026 | 1h 12 mins.
    Erick and Rich explain why MSPs and their clients are far less insured against AI-related damages than they think they are, as well as why “what should I charge?” is the wrong first question MSPs should ask about a new service. Then they’re joined by Jeff Gaines of AI-forward MSP Treeline for a front-line view of AI in managed services today. And finally, one last thing: proof that “who’s a good boy?” is sometimes not a rhetorical question about your dog.
     
    Discussed in this episode:
    Treeline is Different
    Treeline’s Buying
    Worst guard dog in the world exposed by Ring camera in San Diego — and the breed won’t surprise you
     
     Some guests on this podcast are clients of Channel Mastered. Compensation plays no part in their appearance or the content of the discussion unless the episode they appear on is a “bonus episode” explicitly labeled as sponsored.
  • MSP Chat

    Episode 140: Working Out

    18/09/2026 | 1h 23 mins.
    Erick and Rich discuss Flamingo's hybrid flat-rate/token-based pricing scheme for managed services software and whether or not it’s how all MSP vendors will eventually bill, as well as three strategies for augmenting profits and stickiness with your best clients by going deep with them on business outcomes. Then they’re joined by James Mignacca and Larry Meador, two cyber software vendors who now also help run an initiative named MSP Well aimed at getting stressed-out IT entrepreneurs the mental health support they need. And finally, one last thing: Sometimes that awesome Airbnb listing really is too good to be true.
     
    Discussed in this episode:
    Somebody Had to Test Token Pricing for MSPs. Flamingo Volunteered.
    MSP Well Offers a Helping Hand Out of the IT Pressure Cooker
    MSP Well home page
    988 Lifeline home page
    Fake 10 Downing Street listing on Booking.com highlights security failures
     
    Some guests on this podcast are clients of Channel Mastered. Compensation plays no part in their appearance or the content of the discussion unless the episode they appear on is a “bonus episode” explicitly labeled as sponsored.
  • MSP Chat

    Episode 139: Smokejumping

    11/09/2026 | 1h 1 mins.
    Erick and Rich discuss how a new tool from Clairify illustrates why context quality beats context quantity when it comes to AI tools for MSPs and their clients, as well as three tips for making sure your services prices don’t exceed their fresh-by date. Then they’re joined by MSP and ransomware recovery specialist Oli Thordarson for a front-line view of today’s ransomware threatscape. And finally, one last thing: a new smart device that measures something … unflattering that your Oura ring isn’t tracking for you.
     
    Discussed in this episode:
    Clairify Builds a Chief of Staff for the Rest of Us
    How often do you fart? This smart flatulence underwear can tell you that and more
     
    Some guests on this podcast are clients of Channel Mastered. Compensation plays no part in their appearance or the content of the discussion unless the episode they appear on is a “bonus episode” explicitly labeled as sponsored.
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About MSP Chat
A look at the strategies, services, and success tips IT providers need to make it big in managed services from two of the industry’s most experienced MSP authorities, Erick Simpson and Rich Freeman of Channel Mastered
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