Jess’s
Workshops and Programs
Jess Pettitt is one of the few speakers and educators uniquely equipped to deliver both in-person workshops and virtual trainings with the same level of structure, engagement, and lasting impact. Whether onsite or online, her sessions provide reliable, actionable tools for organizations navigating uncertainty, change, and growth. Now, Jess brings you her proven workshop series—trusted by over 20,000 participants—which has helped teams and organizations build their strongest, most high-performing, and collaborative cultures yet.
Jess’s
Workshops and Programs
Jess Pettitt is one of the few speakers and educators uniquely equipped to deliver both in-person workshops and virtual trainings with the same level of structure, engagement, and lasting impact. Whether onsite or online, her sessions provide reliable, actionable tools for organizations navigating uncertainty, change, and growth. Now, Jess brings you her proven workshop series—trusted by over 20,000 participants—which has helped teams and organizations build their strongest, most high-performing, and collaborative cultures yet.
Oh Wait… There’s More!
Educational Workshops (In-Person Break Outs or Virtual)
Jess Pettitt, MBA, M.Ed., CSP, has led participants through her signature 3–5 part workshop series—both in person and online—with the same results: engaged teams, honest conversations, and real cultural shifts. Her unique blend of humor, structure, and candor makes even the toughest topics approachable and actionable, whether she’s standing in front of a room or lighting up a virtual meeting.
Originally developed to support organizations working across multiple shifts and time zones, Jess’s workshops are designed to flex—without losing impact. That means your team gets consistent, high-quality training that sparks meaningful change, no matter where or how they come together.
Same great Jess, fewer name badges. Her in-person workshops and online webinars bring the learning, laughs, and lightbulb moments—no conference room required. Think webinars can’t be engaging? Think again.
Jess’s virtual workshops are the rare combo of smart, funny, and actually useful—yes, even over Zoom. For virtual options, learn more here!
Tailored to Your Needs
Whether you’re looking for a high-impact training series on its own or a way to sustain the momentum after one of Jess’s keynotes, this workshop series delivers. It works beautifully as a standalone program, a follow-up to reinforce leadership and culture takeaways, or even as a lead-in to energize participants for an upcoming conference or organizational initiative.
Structured, engaging, and sneakily transformative, the series helps teams strengthen collaboration, sharpen leadership skills, and maintain high performance long after the applause fades—or sets the tone before the first speaker even hits the stage.
Tailored to Your Needs
Whether you’re looking for a high-impact training series on its own or a way to sustain the momentum after one of Jess’s keynotes, this workshop series delivers. It works beautifully as a standalone program, a follow-up to reinforce leadership and culture takeaways, or even as a lead-in to energize participants for an upcoming conference or organizational initiative.
Structured, engaging, and sneakily transformative, the series helps teams strengthen collaboration, sharpen leadership skills, and maintain high performance long after the applause fades—or sets the tone before the first speaker even hits the stage.
WORKSHOP #1
Building Stronger Teams:
A Starting Place
Unlike other trainings bogged down with theory or irrelevant material, this course introduces concepts that participants can apply immediately to improve team dynamics and leadership effectiveness.
Regardless of role or experience, understanding how we work together, influence one another, and impact team performance is essential for building stronger connections, higher engagement, and more effective collaboration.
Spend an hour reflecting on your role in shaping workplace culture. The foundation of high-performing teams lies in understanding how our choices, communication, and leadership behaviors—both intentional and unintentional—affect others. This is the starting place for stronger teams, more resilient leaders, and lasting organizational impact.
Learning Outcomes:
- Understand how individual behaviors and choices impact team dynamics and cohesion.
- Reflect on personal leadership styles and their influence on workplace culture.
- Apply practical strategies to foster trust, accountability, and effective communication.
- Implement behaviors that support inclusion, respect, and collaboration across all levels.
Attendees Love
Jess Pettitt
Want to learn to communicate more effectively and be entertained at the the same time? Jess is your person. She’s smart, engaging, funny, self-deprecating and full of energy. Zoom is no match for Jess’s energy. Most importantly you’ll get great advice that you can actually use. My personal favorite: approach communications with curiosity and generosity.
TAMMY AMMON
With good intentions, many of us endure countless trainings each year, now often on-line and asynchronous, with little or no direct engagement. It’s a safe bet to say we hardly remember any of it weeks or even days later.
Just shy of a decade later, I still remember Jessica’s workshops, and still draw on lessons and observations she shared. In a time when trainings have gotten less personal about some of the most personal things we face in the work place, Jessica’s trainings and insights carry even greater importance and value, and lasting impact.
PAUL HIA
Jessica’s workshops with our company was one of the most memorable, encouraging, and thought provoking class. Months later I still refer back to the very interesting way she presented information that challenged the way I think – or thought I was supporting a broader community. She brings a LOT of knowledge and thought-provoking messages to the table that help upgrade our conversations and how we think, talk, and react to others. Thank you Jessica! “
Kaneen Christensen
Want to learn to communicate more effectively and be entertained at the the same time? Jess is your person. She’s smart, engaging, funny, self-deprecating and full of energy. Zoom is no match for Jess’s energy. Most importantly you’ll get great advice that you can actually use. My personal favorite: approach communications with curiosity and generosity.
TAMMY AMMON
With good intentions, many of us endure countless trainings each year, now often on-line and asynchronous, with little or no direct engagement. It’s a safe bet to say we hardly remember any of it weeks or even days later.
Just shy of a decade later, I still remember Jessica’s workshops, and still draw on lessons and observations she shared. In a time when trainings have gotten less personal about some of the most personal things we face in the work place, Jessica’s trainings and insights carry even greater importance and value, and lasting impact.
PAUL HIA
Jessica’s workshops with our company was one of the most memorable, encouraging, and thought provoking class. Months later I still refer back to the very interesting way she presented information that challenged the way I think – or thought I was supporting a broader community. She brings a LOT of knowledge and thought-provoking messages to the table that help upgrade our conversations and how we think, talk, and react to others. Thank you Jessica! “
Kaneen Christensen
WORKSHOP #2
From Insight to Impact: Understanding Yourself and Your Team
Every team’s success starts with self-awareness. This interactive workshop helps participants uncover how their perceptions, communication styles, and behaviors influence team dynamics, trust, and overall workplace culture. Through engaging exercises, real-world examples, and thought-provoking reflection, attendees learn to recognize their impact on others, adapt their approach, and foster stronger collaboration.
Participants will leave with actionable tools to enhance leadership presence, improve team communication, and navigate challenges more effectively. Whether you’re a team member, manager, or executive, this workshop empowers you to turn insight into action—strengthening relationships, driving engagement, and creating high-performing, resilient teams that thrive in any environment.
Learning Outcomes:
- Identify difference through self-reflection activities
- Recognize the role of positive bias in our Conscious and Unconscious Bias
- Recognize the role of negative bias in our Conscious and Unconscious Bias
- Pay attention to our own habits and beliefs and reinforce or edit them to
align with our own personal values.
Whether you want the whole shebang or just a single slice, Jess’s workshop series is available à la carte or all-in. Bonus: she can customize each session to fit your team’s flavor, vibe, and learning needs—no cookie-cutter content here (unless you’re into that, in which case… we can talk cookies).
WORKSHOP #3
Working Across Difference:
Making Better Connections
We communicate across difference, in passing or on purpose. And while we “know” our coworkers, we often struggle to understand the cultural nuances that come with working with people of different cultural backgrounds, religions, languages, sexual orientations, gender expressions, socioeconomic variety, and more. We may be well-intentioned when we enter or step back from a conversation yet still slight, offend, or outright insult someone. We know better, but how can we do better?
The way forward is to make sure everyone understands what is required to work with people who are not the same as you.
Spoiler alert—it’s not about them—it’s all about you!
Learning Outcomes:
- To recognize that cultural and social differences exist
- To function better in a diverse workplace, using a few tips to
clarify cultural differences - To open ourselves to an understanding of, and respect for,
each other - To address forbidden or contentious topics
- To develop skills to significantly and powerfully change the
culture around difficult topics and see others as differently
right
WORKSHOP #3
Working Across Difference:
Making Better Connections
We communicate across difference, in passing or on purpose. And while we “know” our coworkers, we often struggle to understand the cultural nuances that come with working with people of different cultural backgrounds, religions, languages, sexual orientations, gender expressions, socioeconomic variety, and more. We may be well-intentioned when we enter or step back from a conversation yet still slight, offend, or outright insult someone. We know better, but how can we do better?
The way forward is to make sure everyone understands what is required to work with people who are not the same as you.
Spoiler alert—it’s not about them—it’s all about you!
Learning Outcomes:
- To recognize that cultural and social differences exist
- To function better in a diverse workplace, using a few tips to
clarify cultural differences - To open ourselves to an understanding of, and respect for,
each other - To address forbidden or contentious topics
- To develop skills to significantly and powerfully change the
culture around difficult topics and see others as differently
right