Welcome to The Optimism Library

We're so happy that you're here.

This dashboard has everything you need to Grow@Work:

  • Signature Courses and Playlists
  • Monthly LIVE Events
  • 300+ Lessons and Counting
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Grow@Work Playlists

Don't know where to start? Look no further!
Each playlist below is a customized journey through our best lessons to help you solve a specific workplace problem.

Meeting Starters
Meeting Starters
Simon's Storytelling Secrets
Simon's Storytelling Secrets
From Middle Manager to Leader
From Middle Manager to Leader
Lead Through Uncertainty & Change
Lead Through Uncertainty & Change
Relationships@Work
Relationships@Work
Build a Better Culture
Build a Better Culture
Get the Promotion
Get the Promotion
Boost Your Confidence
Boost Your Confidence
Find a Job You Love
Find a Job You Love
Coachable Moments from Simon
Coachable Moments from Simon

Conversations with Experts

Supercharge your communication and leadership skills alongside Simon and Library members as they discover new insights in conversations with experts.

a recording from a LIVE Q&A that took place on Sept 4 2025

A recording of a Live conversation that took place on August 11th

A recording of a LIVE Q&A that took place on July 8th with Simon.

A recording of a Live conversation recorded on June 17th 2025.

A recording of Sara's LIVE Q&A, which took place on May 29th, 2025.

A recording from Zach's Live Q&A on May 8, 2025.

A recording from Simon's Live Q&A on April 22nd, 2025.

Simon and Engagement Expert Juliet Funt discuss how to reset your work/life balance.

Simon and Leadership Expert Kristen Hadeed discuss how to approach the challenges of leading Gen Z.

Learn how to listen like a leader with Simon and Executive Coach Andrea Garfield.

The learning continues! Here's part 2 to Simon's conversation on Active Listening with Executive Coach Andrea Garfield.

Hear from Simon and Retired Navy SEAL Commander Rich Diviney on how to build a high-performing team with trust.

Join Simon and The Millennial Therapist Dr Sara Kuburic as they talk about effectively communicating emotions at work.