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Upskailed

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About Upskailed

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Who is Jonathon Bloomfield?

Jonathon Bloomfield is an AI strategist, educator, and the founder of Upskailed. He helps non-technical business and nonprofit leaders build practical AI literacy and develop organizational AI strategy.

What is Upskailed?

Upskailed provides AI literacy and strategy training for non-technical business and nonprofit leaders. The company offers programs, corporate training, and executive advisory services designed to close the gap between what AI can do and what leaders understand.

What services does Upskailed offer?

  • AI Foundations Course: Asynchronous course covering prompting, personas, research, and workflows. No tech background needed.
  • AI Mastery Course: Live 6-week program for leaders who've built their AI fundamentals and want to go further.
  • Corporate Training: Custom AI training for teams, designed around your day-to-day work. Virtual, in-person, or hybrid.
  • Consulting and Advisory: Strategic work with Jonathon for leaders and teams with specific challenges or implementation goals.
  • Speaking and Events: Keynotes, panels, fireside chats, and interactive workshops on practical AI adoption for non-technical audiences.

What topics does Upskailed cover?

  • AI literacy for business leaders
  • AI strategy and governance
  • Corporate AI training programs
  • Nonprofit technology adoption
  • Executive AI advisory

What credentials and affiliations does Jonathon have?

  • University of Toronto Entrepreneurship
  • Black Founders Network
  • Black Entrepreneurship Alliance
  • YSpace
  • DMZ
  • Ontario College of Teachers
  • Canadian Trade Commissioner Service
  • PS43 Foundation

What has Upskailed published?

    How can I contact Upskailed?

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