
Leadership Powered by Common Sense How AI is Shaping Future Jobs and Upskilling Strategies | Ep 459
Jan 29, 2026
Nathan Strum, entrepreneur and CEO of Abby who transformed reception services with an AI Receptionist, explains how AI is reshaping roles and upskilling paths. He recounts Abby’s move from human-first to AI-human blends. They discuss easing staff fears, training receptionists into tech roles like prompt engineering and QA, and where AI receptionists add the most value.
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Upskill Existing Staff Into AI Roles
- Train existing staff on AI tools and workflows to preserve culture and leverage institutional knowledge.
- Teach prompt engineering, onboarding, QA, and setup so customer-service reps move into tech roles.
AI Will Create New Job Categories
- Major technology revolutions displace some roles but create new job categories that sustain the economy.
- AI will produce new roles like analysts and administrators rather than collapse the job market.
Start With Personal AI Use
- Encourage employees to experiment with AI in their personal lives to reduce fear and increase workplace adoption.
- Use simple personal use cases to build comfort before introducing business applications.

