Exploring Careers with AI: Lessons Learned from the Career E-Sandbox

How can AI help us explore career possibilities without simply telling us what to do? In this interactive session, we’ll explore lessons learned from the development of Career E-Sandbox and experiment with how AI can support career discovery, compare career options, and challenge assumptions. Attendees will work in small groups to try prompts, refine questions, and examine how different approaches to AI-assisted career exploration produce different insights and limitations. Please bring your own internet-connected device so you can participate in the hands-on activities.

You’ll leave with:

A set of reusable AI prompts for exploring careers and transferable skills.

A practical framework for comparing career options and identifying potential matches, mismatches, and unanswered questions.

Strategies for recognizing assumptions, limitations, and biases in AI-generated career advice.

Ideas for applying AI-assisted career exploration to your own goals or work with students and clients.

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Built Here. Backed Here.

This event is part of Calgary Innovation Week, the city-wide moment that brings Calgary's innovation ecosystem into full view. Across the week, founders, industry, investors, talent and community organizations come together to share what they're building, make connections, and show the strength of what's being built here — and backed — here.

See the full week of events: Calgary Innovation Week 2026 | Nov 2 to 5, Calgary

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