Culture Transformation: Build Environments Where People Thrive.
Transforming Workplace Culture, Inspiring Leaders, and Building High-Performing Teams.
Leading with Resilience & Belonging – Cultivate engagement and retain top talent by creating a culture where people feel seen, valued, and empowered.
Culture Transformation: Build Environments Where People Thrive.
Transforming Workplace Culture, Inspiring Leaders, and Building High-Performing Teams.
Warning: Jess Is NOT Your Typical Keynote Speaker
Jess Pettitt, MEd, MBA, CSP
Jess develops and delivers keynotes that put audiences at ease, spark courageous conversations, and give leaders and teams the tools they need to transform workplace culture.
As a top facilitator and educator with master’s degrees in crisis management and group counseling (MEd) and corporate social responsibility and sustainability (MBA), Jess brings nearly two decades of experience helping organizations strengthen leadership, inspire engagement, and build high-performing teams. She has taught, motivated, and entertained more than half a million people across North America, blending academic expertise with real-world business insight.
With her unique mix of humor, honesty, and practical strategies, Jess is the perfect partner for organizations ready to bridge gaps, foster trust, and drive cultural transformation. She creates experiences where leaders and teams can laugh while they learn—and leave prepared to lead bravely, work collaboratively, and thrive together.
What Jess Can Do for Your Organization
Jess offers customized programs to help organizations:
- Strengthen leadership at all levels
- Build resilient, high-performing teams
- Foster psychological safety and trust
- Enhance communication and collaboration
- Create a culture of accountability and belonging
in a way that fuels your people’s innovation, engagement, and
job satisfaction and your organization’s bottom-line growth.
TESTIMONIALS FROM ATTENDEES
Hear What They
Are Saying
JESS’S SERVICES
Are You Ready To
Make an Impact?
Even when change promises growth, it can shake the foundation of any organization. Shifts in direction, structure, or strategy often test a team’s trust, resilience, and ability to perform at their best. That’s why building a strong workplace culture isn’t optional—it’s essential. Organizations that thrive during transitions are the ones where leaders step up with vision, teams stay connected through trust and accountability, and every person feels empowered to contribute at their highest level.
With more than two decades of experience, Jess Pettitt shows leaders and teams how to turn uncertainty into momentum. Her keynotes and workshops combine humor, hard-hitting insights, and actionable tools that strengthen culture, inspire authentic leadership, and transform groups into high-performing teams. Jess doesn’t just help organizations adapt—she equips them to grow stronger, more connected, and more effective than ever before.
Jess Pettitt, MEd, MBA, CSP
Jess develops and delivers keynotes that put audiences at ease, spark courageous conversations, and give leaders and teams the tools they need to transform workplace culture.
As a top facilitator and educator with master’s degrees in crisis management and group counseling (MEd) and corporate social responsibility and sustainability (MBA), Jess brings nearly two decades of experience helping organizations strengthen leadership, inspire engagement, and build high-performing teams. She has taught, motivated, and entertained more than half a million people across North America, blending academic expertise with real-world business insight.
With her unique mix of humor, honesty, and practical strategies, Jess is the perfect partner for organizations ready to bridge gaps, foster trust, and drive cultural transformation. She creates experiences where leaders and teams can laugh while they learn—and leave prepared to lead bravely, work collaboratively, and thrive together.
Sparking Connection, Reimagining
the Future of Inclusive Leadership
Jess offers customized programs to help organizations:
- Strengthen leadership at all levels
- Build resilient, high-performing teams
- Foster psychological safety and trust
- Enhance communication and collaboration
- Create a culture of accountability and belonging
in a way that fuels your people’s innovation, engagement, and
job satisfaction and your organization’s bottom-line growth.
Through live and virtual programs as well as deep-dive
consulting projects, Jess will show you how you can improve
- communication,
- relationships,
- trust,
- and culture
in a way that fuels your people’s innovation, engagement, and
job satisfaction and your organization’s bottom-line growth.
JESS’S SERVICES
Are You Ready To
Make an Impact
Even when change promises growth, it can shake the foundation of any organization. Shifts in direction, structure, or strategy often test a team’s trust, resilience, and ability to perform at their best. That’s why building a strong workplace culture isn’t optional—it’s essential. Organizations that thrive during transitions are the ones where leaders step up with vision, teams stay connected through trust and accountability, and every person feels empowered to contribute at their highest level.
With more than two decades of experience, Jess Pettitt shows leaders and teams how to turn uncertainty into momentum. Her keynotes and workshops combine humor, hard-hitting insights, and actionable tools that strengthen culture, inspire authentic leadership, and transform groups into high-performing teams. Jess doesn’t just help organizations adapt—she equips them to grow stronger, more connected, and more effective than ever before.
Speaking
Jess Pettitt is a dynamic keynote speaker who connects deeply with her audience—whether she’s lighting up the room in person or inspiring attention through virtual sessions. With warmth, clarity, and compelling storytelling, she brings complex ideas on leadership, change, and personal growth to life. Live on stage, Jess creates an immersive experience—leading interactive exercises, sparking meaningful conversations, and building genuine rapport. Online, she harnesses the power of digital platforms to deliver engaging, polished presentations that hold attention and drive action from anywhere in the world.
Whether in the same room or across the country, Jess’s presence is consistently authentic and impactful. She leaves audiences equipped with actionable insights, proven leadership tools, and the confidence to strengthen workplace culture, inspire their teams, and drive lasting performance and transformation.
Speaking
Jess Pettitt is a dynamic keynote speaker who connects deeply with her audience—whether she’s lighting up the room in person or inspiring attention through virtual sessions. With warmth, clarity, and compelling storytelling, she brings complex ideas on leadership, change, and personal growth to life. Live on stage, Jess creates an immersive experience—leading interactive exercises, sparking meaningful conversations, and building genuine rapport. Online, she harnesses the power of digital platforms to deliver engaging, polished presentations that hold attention and drive action from anywhere in the world.
Whether in the same room or across the country, Jess’s presence is consistently authentic and impactful. She leaves audiences equipped with actionable insights, proven leadership tools, and the confidence to strengthen workplace culture, inspire their teams, and drive lasting performance and transformation.
Emcee
When Jess Pettitt emcees an event, she brings the perfect blend of humor, heart, and professionalism. With a sharp wit and inclusive presence, she keeps the energy high, the agenda on track, and the audience fully engaged. Jess seamlessly weaves in context, connects the dots between speakers, and ensures that everyone—from the mainstage to the back row—feels welcomed and included.
Whether it’s a high-stakes conference, a multi-day retreat, or a virtual summit, Jess creates a cohesive and memorable experience that elevates the entire event. Her background in stand-up comedy, education, and facilitation makes her a master at reading the room and keeping the momentum flowing.
Workshops and Programs
Jess Pettitt’s training, workshops, and consulting go beyond standard leadership programs—they’re bold, interactive experiences that challenge assumptions, sharpen real-world skills, and fuel cultural transformation. With her trademark blend of humor, honesty, and deep expertise, Jess creates engaging spaces where leaders and teams can explore challenges, strengthen trust, and build the confidence to perform at their best.
Whether she’s facilitating a team workshop, leading a multi-day leadership training, or consulting with executives, Jess helps organizations move from good intentions to measurable impact. Her approach combines self-reflection, practical tools, and authentic connection—empowering people to communicate effectively, collaborate with purpose, and lead with clarity, courage, and accountability.
Workshops & Programs
Jess Pettitt’s training, workshops, and consulting go beyond standard leadership programs—they’re bold, interactive experiences that challenge assumptions, sharpen real-world skills, and fuel cultural transformation. With her trademark blend of humor, honesty, and deep expertise, Jess creates engaging spaces where leaders and teams can explore challenges, strengthen trust, and build the confidence to perform at their best.
Whether she’s facilitating a team workshop, leading a multi-day leadership training, or consulting with executives, Jess helps organizations move from good intentions to measurable impact. Her approach combines self-reflection, practical tools, and authentic connection—empowering people to communicate effectively, collaborate with purpose, and lead with clarity, courage, and accountability.
Two Books, One Bold Mission:
Jess Pettitt’s two groundbreaking books, Good Enough Now and Almost Doing Good, offer a refreshingly honest roadmap for personal and professional growth. In Good Enough Now, Jess challenges readers to stop waiting for perfection and start using their everyday choices as tools for deeper connection and impact. With humor, vulnerability, and practical insights, she empowers people to own their biases, get curious, and take responsibility — starting exactly where they are.
Almost Doing Good continues the journey by unpacking what it really means to “do good” in a messy, complex world. It’s a thoughtful (and often hilarious) invitation to move beyond performative action and into meaningful, consistent progress. Together, these books are equal parts mirror, toolkit, and wake-up call — designed for anyone ready to show up better, lead more authentically, and make change that sticks.
Two Books,
One Bold Mission:
Jess Pettitt’s two groundbreaking books, Good Enough Now and Almost Doing Good, offer a refreshingly honest roadmap for personal and professional growth. In Good Enough Now, Jess challenges readers to stop waiting for perfection and start using their everyday choices as tools for deeper connection and impact. With humor, vulnerability, and practical insights, she empowers people to own their biases, get curious, and take responsibility — starting exactly where they are.
Almost Doing Good continues the journey by unpacking what it really means to “do good” in a messy, complex world. It’s a thoughtful (and often hilarious) invitation to move beyond performative action and into meaningful, consistent progress. Together, these books are equal parts mirror, toolkit, and wake-up call — designed for anyone ready to show up better, lead more authentically, and make change that sticks.
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Audiences Love
Jess Pettitt
While it was a long time ago and only a one day experience, Jessica was a very memorable and impactful speaker. This bold and intelligent woman came in, addressed the direct issues happening within our group, and helped my organization learn to understand each other with respect while giving us tools to find a path to move forward on. Until that moment I had never realized the impact one person could have on a situation. I still use a lot of her advice regularly as a manager now.
BRYNN HARTLEY
Jess! As you took the stage at the NIGP Form I prepared myself for another Keynote speaker that connects with their audience through heartfelt funny stories only to fall short of inspiring or motivating me to take action. I absolutely loved your message yesterday. You gave me truly tangible actions that I can do to create a more inclusive environment. I was so inspired, that I went back to my hotel and told my wife, who is the Chair of a nonprofit called Business Diversity Institute in Portland OR, that they need to hire you as a keynote for their gala. I just want to thank you for not just inspiring me, but giving me tangible actions that I can do to make this world a better place.
THOMAS LUNSFORD
I have never seen a funnier or more fabulous event emcee than Jess! It inspired me to buy her signature program which completely changed how I look at appreciating others.
After working with Jess, I am more clear than ever that we shouldn’t be attached to an idea of what an amazing human “looks or acts-like”. We all have a very unique level of amazing and I am so thankful that ALONE is always good enough! She ALSO inspired me to build a mastermind team of my own that is my most cherished and impactful small community! Jess is a superstar and I am so thankful for being in her audience and program!
MEREDITH BREITSTEIN
While it was a long time ago and only a one day experience, Jessica was a very memorable and impactful speaker. This bold and intelligent woman came in, addressed the direct issues happening within our group, and helped my organization learn to understand each other with respect while giving us tools to find a path to move forward on. Until that moment I had never realized the impact one person could have on a situation. I still use a lot of her advice regularly as a manager now.
BRYNN HARTLEY
Jess! As you took the stage at the NIGP Form I prepared myself for another Keynote speaker that connects with their audience through heartfelt funny stories only to fall short of inspiring or motivating me to take action. I absolutely loved your message yesterday. You gave me truly tangible actions that I can do to create a more inclusive environment. I was so inspired, that I went back to my hotel and told my wife, who is the Chair of a nonprofit called Business Diversity Institute in Portland OR, that they need to hire you as a keynote for their gala. I just want to thank you for not just inspiring me, but giving me tangible actions that I can do to make this world a better place.
THOMAS LUNSFORD
I have never seen a funnier or more fabulous event emcee than Jess! It inspired me to buy her signature program which completely changed how I look at appreciating others.
After working with Jess, I am more clear than ever that we shouldn’t be attached to an idea of what an amazing human “looks or acts-like”. We all have a very unique level of amazing and I am so thankful that ALONE is always good enough! She ALSO inspired me to build a mastermind team of my own that is my most cherished and impactful small community! Jess is a superstar and I am so thankful for being in her audience and program!
MEREDITH BREITSTEIN
Elevating Leadership, Strengthening Culture, Driving Change
JESS’S LATEST BLOG POSTS
Leadership Training for Managers: Why It Matters
Leadership Training for Managers: Why It Matters The Challenges Managers Face Today Being a manager today is more complex than ever. Modern managers are expected to balance...
Building High-Performing Teams That Last
Building High-Performing Teams That Last What Makes a High-Performing Team Every organization aspires to build high-performing teams, but these teams don’t appear by...
How Leaders Shape Workplace Culture
How Leaders Shape Workplace Culture Why Leadership and Culture Are Connected Workplace culture doesn’t appear overnight, nor does it exist in a vacuum. It is the outcome of...