Jess
Diamond
Speaker and Coach for College Students and Managers in the Workplace
Helping bridge the gap between generations, because no one is special (and that’s a good thing).
As Seen on The TEDx Sugar Creek Women Stage:
Meet Jess!
At 23, Jess Diamond lost her job on a Zoom call. At 25, she left another one on purpose.
Everything in between taught her what it takes to live in this post-pandemic world.
Now, with a unique blend of certifications, personal experience, and 5 years of entrepreneurship, Jess speaks to both sides of the same coin, working to bridge the gap between generations by reminding everyone that they’re NOT special and that’s a good thing.
She helps college students master their inner confidence and fully Own Their Life. And she helps the managers and teams working alongside them understand what this generation is actually walking in with, and how to lead it well. As a Zillennial herself, she knows the frustrations on both sides of the conversation.
Jess is a Certified Life and Nutrition Coach, Certified Personal Trainer, Podcast Host, TEDx Speaker, and was named one of Charlotte’s Top 30 Under 30 in 2025.
Signature Keynote for Colleges and Universities
The Different Degrees of Special
How to Stop Chasing Validation and Start Trusting Yourself.
In This Keynote, Audiences Discover:
- Why we often define ourselves by our greatest successes or biggest setbacks.
- The three “degrees of special” that shape our confidence, relationships, and decision-making.
- How chasing applause and believing we’re alone can quietly keep us stuck.
- Practical strategies for building self-trust that lasts beyond life’s highs and lows.
- What it means to truly own your life, regardless of who’s watching.
Perfect for organizations looking to help students, young professionals, and emerging leaders build confidence, resilience, and self-trust in an increasingly comparison-driven world.
Signature Keynote for the Workplace
Inside the Mind of Your Gen-Z Employee
What Every Leader Needs to Know About the Post-Pandemic Workforce
In This Workshop, Audiences will walk away with:
- Reframes of common workplace frustrations (e.g., disengagement, lack of initiative, resistance to feedback) into deeper behavioral and environmental insights.
- Tips to break down generational stereotypes and create cohesive environments
- Strategies to increase employee confidence, initiative, and follow-through without increasing managerial burnout or micromanagement.
- A practical approach to improving engagement and accountability.
- Better ways to interpret and respond to Gen-Z behavior.
Perfect for businesses and organizations looking to help their managers cut through frustration, outdated expectations, and "when I was your age" thinking so they can lead Gen-Z with curiosity and build confident, capable future leaders.
What people are saying:
“Jess Diamond was nothing but extraordinary during her visit to our campus. She brought the energy needed to keep students engaged and eager to hear more. Not only was she a wonderful speaker, she displayed consistent courtesy and was incredibly easy to work with. We cannot wait to bring her back!”
~ Anthony McDaniel
Wingate University
“Jess Diamond was able to relate to my students and provide them with key exercises that helped them develop amazing tools to be able to create change. She was able to break down the presentation into a series of guiding questions and activities that helped students develop a great tool box to be able to learn, grow and build confidence to create social change. She is great! We have been having her come for years now and every student leaves positive feedback for us about her workshop.”
~ Vinny Evola
University of North Carolina Charlotte
“Jess is an incredible speaker! After working with her and hearing her speak at multiple events, she is destined for greatness on the stage. Her message, passion, and delivery make for a captivating presentation. “
~ Robyn Riedlinger
Charlotte Girls Who Walk;
Power of Voice Charlotte
“Jess spoke to my networking group, Charlotte Networking Knowledge, and delivered her “This is NOT Your Life” presentation on overcoming comparison and tuning out external noise to take confident action in business and life. Her presentation was engaging, interactive, and thought-provoking, and our members were actively involved throughout the discussion. I would absolutely recommend Jess as a speaker to other organizations looking for an inspiring, practical, and impactful presentation.”
~ Dana Alfirevic
Charlotte Networking Knowledge
What Makes Jess Different
Most motivational speakers teach confidence as something you have.
Jess teaches confidence as something you build.
As The Adulting Coach and TEDx Speaker, Jess speaks from inside the generation everyone else is trying to figure out. She was furloughed at 23, took the leap into entrepreneurship at 25, and has spent years coaching twenty-somethings through the same messy middle she lived. So she doesn’t just understand what they’re dealing with. She can explain it to the managers, parents, and leaders around them in a way that actually lands.
No blame. No eye rolls. No “kids these days.”
Younger audiences hear her because she’s one of them. Older audiences hear her because she translates.
And everyone leaves with tools they can use on Monday, like asking “worst case, and then what?” until fear stops running the show.
Because inspiration is great. But transformation happens when people leave knowing exactly what to do next.