Jessica Stollings

TEDx Speaker | Generational Diversity Expert | Author

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In-Person Fee Range:

$10,001 - $15,000

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Virtual Fee Range:

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Traveling from:

Tennessee

Jessica Stollings-Holder- Generational Fluency

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Topics

Women In Leadership Speakers Communication Speakers Virtual Keynote Speakers Generation Issues Business Speakers Personal Development Generational Diversity Women In Business Speakers TED Conference

Jessica Stollings

TEDx Speaker | Generational Diversity Expert | Author

Add To My Favorites Check Fee/Availability

In-Person Fee Range:

$10,001 - $15,000

Fee Details

Virtual Fee Range:

Inquire for Fee

Traveling from:

Tennessee

Why Book

Through results-driven speaking and training, Jessica Stollings helps teams honor and optimize their diverse perspectives to fuel success. She brings experiential learning to life through interactive activities—like Trapper Keeper escape games—that help audiences play their way to performance and fun!
Jessica’s passion and smile are contagious! She deeply cares about the insights she shares, and the people she shares them with. Jessica brings warmth, humor and verve to events and aims always to make experiences meaningful and memorable.
Audiences receive research-rooted and results-driven insights through speaking, story-sharing, videos, polling, games, and small-group activities. From leaders on Capitol Hill to workers on the front line, Jessica meets attendees where they are and teaches to all learning styles so that everyone is empowered to understand.

Biography

Jessica Stollings is a TEDx speaker, trainer, author, and executive coach, as well as the co-founder of ReGenerate—a company dedicated to helping organizations bridge generational divides and integrate Gen Z into the workforce.

Jessica Stollings serves as an adjunct faculty member in Lipscomb University’s College of Leadership and Public Service and is an executive education facilitator at Belmont University. She is committed to reclaiming knowledge sharing across generations.

Jessica has held various leadership roles in corporate communication and talent development. She also served as a nationally syndicated news reporter for a radio news program heard by more than two million listeners.

She has studied how to bridge gaps across generations for more than 15 years, serving over 150 clients in 35 states and delivering 500 keynotes and training events. Jessica’s work has been highlighted in SHRM, Ragan/PR Daily, The Chronicle of Higher Education, The Journal of Intergenerational Relationships, The Review of Managerial Science, and more.

Her experiential, collaborative team training using an escape game in a box was voted one of the top 120 trainings in the world by Training Magazine. Jessica’s most recent creation—an inclusive leadership program she developed and taught for BOMA Georgia—received the American Society of Association Executives’ highest honor.

Jessica holds a BS in English and Communication from King University and was an Academic All-American volleyball player honored among professional and Olympic athletes. She is also a graduate of Leadership Tennessee Class V.

Most importantly, Jessica is a dedicated and loving mom. She, her daughter, June, and their doodle, Loula Mae, live in Tennessee, where they are committed to a life of intention and adventure.

Programs

Regenerate: Empower different generations to work with (and not against) each other

Amid one of the most disruptive times in history, workforce trends are changing daily.
Generational viewpoints provide a fascinating lens to discern current and future realities-
turning chaos into clarity.

In this forward-thinking and interactive keynote, national speaker and author Jessica Stollings will empower you with the most recent insights to understand and engage each generation in the workforce and share tools to harness their collective strengths to fuel success today and into the future.

Learning outcomes include:

Why generations are an important cultural competency
How the unique journey of each generation has impacted its perspectives, expectations, and styles and how their strengths can be used to benefit your organization
How to respectfully engage each generation and combine their diverse strengths for success

See Differences Differently: Honor and include all perspectives to fuel success

Our personal backgrounds influence our perspective. Among a wide spectrum of backgrounds, it’s no wonder perspectives collide and cause conflict… even when everyone means well. It doesn’t have to be that way. With the right understanding, our different views can serve as our greatest strength.

In this interactive keynote, national speaker and author Jessica Stollings will share how to break down barriers that divide and build up awareness that unites and empowers all people to create a more inclusive and innovative future.

Learning outcomes include:

Manage change and conflict in a constructive way
Evaluate personal paradigms and see self and other more clearly
Honor and include all perspectives to create positive breakthroughs

Be Well: Live at your best, manage your mind and succeed against stress

Overwhelmed. Burned out. Exhausted. And stressed.

These are common words professionals use to describe how they feel as they continue to
navigate the ever changing and blurring dynamics of work and home life.

It’s time to pause and check on each other.
In this keynote, national speaker and author Jessica Stollings will honor the journey you have been on and equip you with insights and tools to thrive. Come prepared to be refreshed, encouraged, and restored.

Learning outcomes include:

Know your well: Explore what is needed to reach your optimal emotional and mental health and create a plan to be at your best.
Manage your mind: Examine your thought patterns. Identify limiting beliefs and learn how to replace them with positive, growth-oriented thoughts, feelings, and behaviors.
Succeed against stress: Learn and practice techniques to ease daily stress. Identify areas that trigger your stress levels and discern how to manage them.

Speak Up: Bring out your strengths, engage your audience, and make your message memorable

Public speaking has a bad rap. Most people are more afraid of it than death!

It doesn’t have to be that way. With the right mindset and tools, public speaking can be a
pathway to sharing a mission and message that matters and positively impacts lives.
In this keynote, national speaker and author Jessica Stollings will tackle the art and science of public speaking- empowering you to share your message with confidence and effectiveness.

Specifically, you’ll learn how to:

Prepare your Mind: Much of your speaking success comes from how you are thinking about it, and the confidence you exude.
Learn cognitive reframing techniques and confidence hacks to see your public speaking possibilities in a positive, empowering light.
Prepare your Presence: Learn the basics of presence, non-verbal communication, tone, and first impressions. Customize learnings through a body language audit and tools to maximize your strengths and minimize your struggles.
Perfect your Pitch Learn the basics of making a compelling presentation and learn strategies to create succinct communication that influences an outcome.
Discover how to engage diverse audiences and to include all learnings styles in the conversation.

Richard Branson once wisely said, “Good speakers aren’t just talented or lucky- they work hard.” Your voice matters. Your message matters. And when preparation meets purpose, you can step onto any stage with confidence and leave a lasting impact.

Team Chemistry: School yourself in the elements of collaboration

What was elementary school like when you were growing up? What do you remember about your teachers and classmates? What items filled up your bookbag or lunchbox?
National speaker and author Jessica Stollings draws on your fondest memories of elementary school via Team Chemistry, a game which empowers you to accomplish more together through fun, interactive puzzles and activities all housed in retro Trapper Keepers.

Set in a 1990s classroom, the game turns players into students as they use calculators, crayons and rules in teams of 6-8, and with the larger class, to finish all the lessons in hopes of winning a pack of fruit stripe gum!

Rooted in adult-learning theory, and inclusive of all learning styles, the nostalgia-fueled game drives personal and workforce-strengthening outcomes that include how to:

• Draw on commonalities to connect diverse teams.
• Tap into the power of play to boost engagement, learning retention, well-being, and joy!
• Break down silos and ensure a common goal across the organization.
• Create strengths-based teams that empower all people to thrive.
• Reflect on experiences, create strategies to improve, and teach others what you learn.
•Come school yourself. Because adults need playtime, too!

Books

ReGenerate: Empowering Generations to Work with (and Not Against) Each Other

Topics

Women In Leadership Speakers, Communication Speakers, Virtual Keynote Speakers, Generation Issues, Business Speakers, Personal Development, Generational Diversity, Women In Business Speakers, TED Conference,

Jessica Stollings Reviews

“I count Jessica’s time with us in Mayport as a highlight for me professionally and personally. I found it gratifying to have someone with Jessica’s knowledge, poise and experience addressing challenges with members of my organization and doing it so well.”

— MWR | United States Navy

Jessica Stollings is an energetic and engaging virtual speaker! Her vibrant smile brightens up the event, and her compelling insights provide audiences with actionable take-a-ways. I learn something different each time I hear Jessica speak. #rockstar

— Diversity and Inclusion, Healthcare

“The Tennessee Bureau of Workers’ Compensation was fortunate to have Jessica serve as a keynote presenter. Her topic was the perfect kick-off for our conference and helped lay the foundation for its theme. The audience loved her! Post-event surveys proved to be some of our best yet! Jessica’s unique ability to connect with her audience, even large groups, and to engage them in the presentation make her a HIT!”

— Assistant Administrator | Tennessee Bureau of Workers’ Compensation

“Jessica Stollings appreciates and empowers all people while boasting a cutting-edge philosophy of engagement, ultimately bridging the widening chasm between our ever-evolving world. Her entertaining, informational and solution-driven style is a must- for everyone interested in improving understanding and communication across a spectrum of differences.”

— Speaker, Trainer, Success Coach

Frequently Asked Questions

Who is Jessica Stollings?

Jessica Stollings is a national speaker, trainer, author, executive coach, and researcher who specializes in helping organizations bridge generational divides and strengthen workplace collaboration. Often described as a “generational translator,” she works with leaders and teams to turn differences into opportunities for growth and innovation. Jessica is also the co-founder of ReGenerate, a company focused on helping organizations integrate Gen Z into the workforce and build stronger multigenerational teams.

What does Jessica Stollings speak about?

Jessica Stollings speaks on topics including, generational diversity in the workplace, leadership and inclusive culture, team collaboration and communication, bridging workplace differences, employee engagement and retention, Gen Z workforce integration and organizational culture and conflict management. Her presentations help organizations improve communication, build stronger teams, and create workplaces where multiple generations can work effectively together.

What audiences is Jessica Stollings best suited for?

Jessica is best suited for corporate leadership teams human resources professionals, higher education institutions, association and conference audiences, multigenerational workplaces, emerging leaders and managers, and organizations navigating culture change or workforce transitions She has worked with businesses, universities, government organizations, and professional associations across the country.

What makes Jessica Stollings different from other business speakers?

Jessica combines research-based insights with interactive, experiential learning that keeps audiences engaged and involved. Her background in corporate communications, talent development, and executive coaching allows her to connect strategy with real-world workplace challenges. She is especially known for her expertise in generational dynamics and for creating memorable training experiences, including award-winning interactive programs and team-based activities. Her approach blends practical solutions, storytelling, humor, and audience participation to help teams “see differences differently.”

How do I book Jessica Stollings for an event?

To check the speaker’s availability or request a quote, call 973-313-9800, email info@eaglestalent.com, or
visit the speaker’s profile at EaglesTalent.com and complete the booking inquiry form.

What are Jessica Stollings' speaking fees?

Jessica Stollings speaking fee varies depending on the event format, location, and specific requirements. To get an exact quote, contact Eagles Talent Speakers Bureau by calling 973-313-9800, emailing info@eaglestalent.com, or completing the check Availability form on the speaker’s profile page.

Can Jessica Stollings customize the keynote for my audience?

Yes. Jessica Stollings customizes her presentations to align with each organization’s goals, industry, and audience needs. She takes time to understand the challenges and dynamics of the group beforehand, allowing her to tailor examples, strategies, and interactive elements that resonate with attendees. Whether speaking to corporate teams, higher education professionals, associations, or emerging leaders, Jessica designs her sessions to be relevant, engaging, and actionable.

What do audiences say about Jessica Stollings’ presentations?

Audiences frequently describe Jessica Stollings’ presentations as energetic, engaging, interactive, and highly relatable. Attendees appreciate her ability to break down generational differences in a practical and approachable way while creating meaningful conversations around leadership, communication, and workplace culture. Many participants note that they leave her sessions with actionable strategies, a fresh perspective, and a stronger understanding of how to work effectively across generations.