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05/20/2026 - Human GPT: Lessons from AI to Live, Work, and Lead Better with Jeff Sigel

  • Orchard Hill Sudbury 761 Boston Post Road Sudbury, MA, 01776 United States (map)

Human GPT: Lessons from AI to Live, Work, and Lead Better with Jeff Sigel

Human GPT: Lessons from AI to Live, Work, and Lead Better

AI is forcing a quiet but profound shift—not just in how work gets done, but in how humans think, decide, communicate, and lead.

As machines become better at execution, the true differentiator isn’t technical expertise—it’s clarity, judgment, and intentionality. The opportunity isn’t simply learning new tools, but using the lessons of AI to become more effective humans.

In this session, we’ll flip the script. Instead of asking “How do I use AI better?”, we’ll explore “What does AI reveal about how humans work best?” From prompting and alignment to iteration and feedback loops, AI exposes timeless principles of leadership that apply far beyond technology.

You’ll be introduced to Human GPT—a practical framework for improving how you communicate, lead, and create impact in an AI-augmented world. The goal isn’t to compete with machines, but to show up more clearly, consistently, and human alongside them.

What You’ll Learn

  • Why prompting is the foundation of influence—with AI, teams, and yourself

  • How clarity, constraints, and iteration improve decision-making and leadership

  • What should be automated, what should be augmented, and what must stay human

  • How to use AI as a mirror to improve focus, alignment, and trust at work

Attendees will leave with practical strategies they can apply immediately to how they interact with bosses, direct reports, and co-workers as well as how they manage priorities and support their teams—no technical background required.

Take-Home Resource: Human GPT Prompts

All attendees will receive a 1-page Human GPT Prompt Guide with impactful prompts designed to help you:

  • Clarify goals and decisions faster

  • Prepare for difficult conversations

  • Reflect more effectively before reacting

  • Turn vague ideas into clear action

These prompts are built to work with any AI tool—or simply as mental models you can use without AI at all.

Special Giveaway

All attendees will be entered into a drawing for a 60-minute Human GPT Strategy Call with Jeff Sigel.

The winner will receive:

  • A personalized executive coaching session focused on a real leadership or work challenge

  • Ideas for applying AI-inspired thinking to address the challenge

  • AI prompts tailored to their role, challenges, and goals

The winner will be announced at the event—don’t miss it.

About Jeff

Jeff Sigel is passionate about creating better work environments and more fulfilling careers for middle managers and senior business leaders. After more than 20 years of corporate experience across U.S. food manufacturing, grocery retail, and restaurant brands, Jeff now coaches mid-to-senior level executives and partners with organizations to strengthen their leadership capabilities.

He is also the author of The Middle Matters: A Toolkit for Middle Managers and the CEO of Twinning Edge, where he helps teams leverage AI, automation, and digital-twin thinking to work smarter and build trust at scale. Jeff holds a bachelor’s degree from Harvard University in Chemistry and Physics and an MBA from the University of Rochester.

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