As AI grows more powerful and takes on more rote work, what should humans stop doing? Fertility benefits company Progyny took on this question as a company to re-evaluate routines and norms and how AI might help work evolve. Chief Human Resources Officer Cassandra Pratt shares how her team is using AI to reduce rote work, rethink job design, improve meeting culture and give people more time for the human side of work that machines cannot do: building trust, sparking creativity and strengthening relationships. The first in a three-part AI and Jobs series.

Key takeaways:

• The importance of clear goals and prep during AI implementation
• How the "Start, Stop, Continue" framework from author Barry O'Reilly can reduce burnout and sharpen execution
• How to turn teams into superfans of your company and business to strengthen engagement
• What fluid job design will look like in the years ahead - and how to help teams navigate it

About this episode:
Progyny: https://progyny.com/

Book: Unlearn: Let Go of Past Success to Achieve Extraordinary Results, Barry O'Reilly

Report: 2026 Chief People Officer Outlook, World Economic Forum: https://www.weforum.org/publications/chief-people-officers-outlook-may-2026/


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