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Episode 109: Inherited Chaos

Erick and Rich discuss the impact that security and AI maturity are having on MSP valuations and three concrete techniques for increasing valuations by increasing EBITDA. Then they’re joined by Michael Assraf, CEO and founder of Flamingo, to explore...

Episode 109 of the MSP Chat podcast, hosted by MSP Chat, titled "Episode 109: Inherited Chaos" was published on January 30, 2026 and runs 72 minutes.

January 30, 2026 ·72m · MSP Chat

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Erick and Rich discuss the impact that security and AI maturity are having on MSP valuations and three concrete techniques for increasing valuations by increasing EBITDA. Then they’re joined by Michael Assraf, CEO and founder of Flamingo, to explore that company’s unconventional open-source approach to MSP tooling. And finally, one last thing: A data-based look at the most overused buzzwords in email, and a confession by Erick and Rich that they use most of them. Discussed in this episode:Flamingo home page (including links to OpenMSP and OpenFrame)Flamingo’s Unorthodox Plan to Turn MSP Systems of Record into Loss LeadersThe Top 10 Most Overused Email Buzzwords 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.

Erick and Rich discuss the impact that security and AI maturity are having on MSP valuations and three concrete techniques for increasing valuations by increasing EBITDA. Then they’re joined by Michael Assraf, CEO and founder of Flamingo, to explore that company’s unconventional open-source approach to MSP tooling. And finally, one last thing: A data-based look at the most overused buzzwords in email, and a confession by Erick and Rich that they use most of them. 

Discussed in this episode:

Flamingo home page (including links to OpenMSP and OpenFrame)
Flamingo’s Unorthodox Plan to Turn MSP Systems of Record into Loss Leaders
The Top 10 Most Overused Email Buzzwords 

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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