Can AI make you a better manager? with Hilary Gridley
Aug 11, 2026 · 46m
Summary
Molly Graham interviews Hilary Gridley about using AI to enhance, not replace, human-centric management. They discuss how AI can automate menial tasks, allowing leaders to focus on judgment, taste, and relational work. Gridley shares practical examples, like creating custom GPTs for communication coaching, while warning against "slop" from lazy prompting. The episode emphasizes that AI amplifies existing skills, requiring managers to clarify standards and teach teams to use tools thoughtfully.
Topics discussed
Sponsors: LinkedIn, Kohler, and Range Rover
Introduction: AI as an amplifier for human judgment
Guest Intro: Hilary Gridley's background in wilderness instruction
The Manager's Role: Context, truth, and team alignment
AI in Management: From skepticism to building useful tools
Sponsors: Upwork, AT&T, and Whatnot
Case Study: Building a custom GPT for executive communication
AI Pitfalls: Why synthesis and formatting shouldn't be automated
Defining Quality: Using AI to articulate taste and judgment
Sponsors: Apple Card, Panoxal, and Rula
Adoption Strategies: Combating lazy AI use and holding standards
Conclusion: The value of explicit context and final sponsors
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