LH133 The Great AI Steal with Ross Stevenson

12 Oct 2026 · 60 min
The Learning Hack podcast

12 Oct 2026 · 60 min

0:00

In this episode of The Learning Hack, host John Howell interviews Ross Stevenson, founder of Steal These Thoughts and self‑described AI enablement architect. Ross recounts his career path—from HR roles that gave him a 360‑degree view of organisations, through senior L&D positions at Tesco and Trainline, a brief stint at the AI‑focused vendor Filtered, to his current independent consultancy. The conversation centres on the distinction between AI adoption (licenses, logins, one‑off workshops) and AI enablement, which Ross defines as embedding AI into everyday workflows, mapping friction points, and continuously iterating as tools evolve. He outlines a consulting playbook: discovery sessions to gauge maturity, workflow analysis, pain‑point identification, and iterative rollout with ongoing support. Ross notes that 70‑80% of teams are still limited to basic chatbot queries, highlighting a maturity gap. He discusses advanced concepts such as context layering, headless LMS/LXP integrations, and the need for “AI fluency” – understanding how to partner with AI while protecting human cognition. Privacy, data sharing, and personal discipline (e.g., what writing to outsource) are explored as ethical considerations. The episode also examines market dynamics: AI interest has peaked, causing stress, but Ross sees this as an opportunity for enablement. Finally, Ross speculates on the future of L&D—either a dystopian content‑only trajectory or a hopeful shift toward enablement roles—emphasising that outcomes will depend on organisational choices. The interview ends with a light‑hearted karaoke question.

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