Jon M.

Observer
DISC Type : ic

Senior Cloud & AI Specialist at Microsoft

Toronto, Ontario, Canada

Overview

Jon is a Senior Cloud & AI Specialist at Microsoft, focusing on digital transformation for Canadian enterprises. His career includes leadership roles at AWS and Onix, reflecting deep expertise in cloud, data, and generative AI. He holds an AWS Certified Cloud Practitioner certification and a Bachelors degree from the University of Calgary.

He is passionate about the intersection of technology, business, and community, dedicating his time to helping others succeed. Jon actively volunteers for career mentorship programs, demonstrating a strong commitment to fostering growth and development in the tech community.

His career path uniquely mirrors the evolution of enterprise technology, from on-premise infrastructure to cloud computing and now to the forefront of generative AI.

Personality Overview

Example Seeker

Curious

Assertive

They can sound friendly and charming but can quickly change gears to become inquisitive and probing.  They ask a lot of questions and rely heavily on information and collaterals. They are generally strong communicators and are not easy to convince.

Topics They Care About

Generative AI Impact
He is passionate about the positive impact of Generative AI on critical areas like healthcare treatments and improving business processes for health and safety.
Cloud Transformation
His entire recent career has focused on helping organizations transition to the cloud, with leadership experience across Microsoft Azure, AWS, and Google Cloud platforms.
Canadian Tech Ecosystem
In his roles at both Microsoft and AWS, he has focused specifically on partnering with and advising innovative Canadian enterprises and tech firms.

Media Appearances

Jon has no verified media appearances

Work History

2025
Senior Cloud & AI Specialist at Microsoft
2023 - 2025
National Account Director, AWS at Amazon Web Services (AWS)
2020 - 2023
Google Cloud Leader, Canada at Onix
2017 - 2020
Director of Sales, Canada at MicroAge
2012 - 2017
Enterprise Sales Executive at Xerox

Education

Bachelor's degree from University of Calgary

More Information

Social Presence :

Prographics :

Exp : 14 Location : Toronto, Ontario, Canada Job Level : Junior Designation : Senior Cloud & AI Specialist at Microsoft
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Insights For Selling To Jon

During A Call Or A Meeting

DO's

  • Help them realize that there is no personal risk in making this decision
  • Build rapport, it will come handy to handle hard questions later
  • Invite them for a social do but don’t rely solely on the relationship

DONT's

  • Don’t brush off any concerns, take all questions seriously
  • Don’t rely excessively on your relationship with them to win the deal
  • Don’t try to rush them into a decision, provide all necessary information first

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Jon is

  • Proven value, strong testimonials are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from Jon

  • They are practical yet friendly, don’t expect a clear no very often.

Insights For Deal Planning

    How fast (or slow) will Jon move?

  • They like to analyze well and then make their decisions.
  • Can Jon take some risk or not?

  • They weigh all decisions systematically and are unlikely to take many risks.

You And Jon

Personality Compatibility


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