The Connected AI Podcast The Connected AI Podcast: How to get employeees to embrace AI, possible threats to the AI boom, and the importance of tokens as signing bonuses
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Mar 27, 2026 
Dee Coakley, founder of Boundless and now head of workforce management at Payoneer Europe, brings HR tech and AI-in-workplace experience. She recounts practical company-wide AI kickoffs, mandatory upskilling and hands-on sessions. Conversation covers geopolitical risks to AI investment, token-based compensation, and how AI reshapes engineering into product thinking.
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Run Hands-On AI Offsites For Immediate Skill Gains
- Do run hands-on AI workshops where every employee solves a real problem during the session.
- Dee Coakley held a three-day offsite where each person used AI on their laptop to produce a concrete outcome within hours.
Classify AI Tasks By Risk And Require Human Oversight
- Do classify AI use by risk level and enforce human oversight for medium and high risk tasks.
- Dee used EU AI Act categories and required human spot checks for hiring and other high-impact automation decisions.
Use Built Sessions To Bring Non-Tech Staff Into AI
- Do create regular, supported build sessions to help non-technical staff adopt AI.
- Boundless ran weekly "builders breakfasts" and offered hands-on pairing so HR and legal staff could build small AI projects with engineers.