The Cloud Gambit

The Road Less Traveled: From Mackinac Island to Tech with Nicholas Calcutti


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Meet Nicholas Calcutti: Manager of IT Operations at US Assure and Adjunct Professor at Florida State College Jacksonville. Nick shares his fascinating journey from collecting garbage via horse and buggy on Mackinac Island to managing complex network and cloud infrastructures. We explore the challenges of transitioning from on-premises infrastructure to the public cloud, the importance of unlearning old habits, embracing new paradigms, and teaching the next generation of IT professionals.


Where to Find Nicholas

  • LinkedIn: https://www.linkedin.com/in/nicholas-calcutti-0660aa94/
  • Twitter: https://x.com/NicholasCalcut1
  • Website: https://www.technicalcutti.tech/

Show Links

  • US Assure: https://usassure.com/
  • Azure Cloud: https://azure.microsoft.com/
  • Mackinac Island: https://www.mackinacisland.org/
  • KTech CONNECT: https://www.knoxtech.org/ktech-connect/
  • Daniel Pelfrey: https://www.linkedin.com/in/danielpelfrey/
  • Florida State College Jacksonville: https://www.fscj.edu/
  • Oak Ridge National Laboratory: ​​https://www.ornl.gov/

Follow, Like, and Subscribe!

  • Podcast: https://www.thecloudgambit.com/
  • YouTube: https://www.youtube.com/@TheCloudGambit
  • LinkedIn: https://www.linkedin.com/company/thecloudgambit
  • Twitter: https://twitter.com/TheCloudGambit
  • TikTok: https://www.tiktok.com/@thecloudgambit
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The Cloud GambitBy William Collins

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