Jason Ryan Dorsey teaches business leaders exactly how to make their multigenerational workforce a competitive advantage.

His specialty is sharing specific strategies and creative tactics that increase communication, innovation, engagement, and performance across all four generations. Jason’s message helps organizations decrease costs, increase efficiency, and drive growth—in any economy.

Known as The Gen Y Guy™, Jason has been featured as a generational expert on 60 Minutes, 20/20, The Today Show, The View, and in Fortune Magazine. Jason’s customized keynotes and in-depth seminars have impacted more than 1,800 audiences across the United States and as far away as Egypt, Norway, and India. During a typical year Jason headlines over 100 events ranging from CEO Summits and executive retreats to annual management conferences. In recognition of his business achievements, Jason won the Austin Under 40 Entrepreneur of the Year Award at age 25—one of the youngest winners ever.

Jason’s focus on bridging the generations in the workplace began when he was asked to teach executives how to motivate, develop, and retain Gen Y employees—his own generation. Jason quickly realized that the key to unlocking Gen Y’s employment potential was to address the bigger issue of understanding, connecting, and leading all four generations in the workplace. Now Jason works directly with business leaders around the world to show them how to lead each generation of employee through every step of the employee lifecycle. The end result for companies is improved communication, increased innovation, better engagement, and higher overall employee performance.

When working with your organization, Jason customizes his message to address your current and future workforce demographics, unique company culture, and specific growth plans. Every attendee leaves with a new skill set for bridging the generations and at least ten actions they can implement the very next week!

CLICK HERE TO REQUEST YOUR CUSTOMIZED SPEAKING PROPOSAL AND COMPLIMENTARY DVD
JASON’S MOST REQUESTED BUSINESS AND ASSOCIATION KEYNOTES AND SEMINARS:

For the first time in US history, four distinctly different generations are working side by side. Each of these four generations (Matures, Baby Boomers, Generation X, and Generation Y) is guided by a different set of values, beliefs, and expectations. In Crossing the Generational Divide, bestselling author Jason Ryan Dorsey entertainingly reveals each generation’s preferences and priorities to highlight what they bring to the workforce—and where to build on their common ground.

Jason then shares his frontline-tested process which participants can immediately rely on to lead a culture of cross-generation communication, innovation, engagement, teamwork, and performance. Filled with laugh-out-loud stories, surprising statistics, and step-by-step strategies, participants leave Crossing the Generational Divide prepared to make their multi-generational workplace a competitive advantage.

Crossing the Generational Divide Presentation Outcomes:

  1. Recognize and understand the divergent values, preferences, and priorities of all four generations in the workforce.
  2. Learn a step-by-step process for leading all four generations while respecting employees as individuals.
  3. Impact your organization with ten creative, ready-to-use actions that other organizations have successfully relied on to bridge the generations in their workplace.

Customization and Reinforcement: Jason’s presentation includes a confidential workplace data review, customized multi-page handout, and specific strategies designed for immediate implementation in your organization. Clients have the option of adding a pre- or post-event customized audio recording for distribution to their attendees and a pre- or post-event customized article for their internal or external publications.

Click here to request your customized speaking proposal and complimentary DVD.
“MHCA members and guests thoroughly enjoyed and appreciated your presentation to our 2008 Winter Conference. Your topic, “Crossing the Generational Divide,” resounded with this audience. You might enjoy some of the specific evaluation responses:
  • Love the handout – so refreshing to have a different format than the typical PowerPoint.
  • Good, specific examples and research-based information
  • (Jason) gave me insight as to why I get the ‘deer in the headlight’ look from our younger staff when I think I’m being motivational.
  • Very relevant to challenges we have in motivating staff of all ages…
Again, you were very, very well received by our MHCA members who represent many of the largest behavioral health companies and organizations in the US.”

- Donald J. Hevey, President and CEO, Mental Health Corporation of America
Thank you for an outstanding presentation at our event! Your message really resonated with my audience of salon owners and managers. And the surveys are in ... You were by far the conference favorite! They loved not just your message, but the energy and enthusiasm with which it was delivered. It was a pleasure working with you.”

- Laurel Smoke, Editor-in-Chief, Salon Today Magazine, Executive Editor, Modern Salon Magazine
I thought Jason’s speech was insightful and motivating. I believe that if employers do not adopt his philosophies, they will inevitably lose out on the talent pool that exists today—because other employers will adopt them."

- Pat Mathews, CEO, Webmail.us
“Jason spoke at the TESS 40th Anniversary Exposition in Norway and made a lasting impression on our firm. Jason’s energetic way of speaking and his message about Gen Y struck home. We gained invaluable insight into how the generations work which has given us a good foundation to carry on with our efforts in bringing the generations closer together. Jason is a true expert in his field and we give him our strongest recommendations.

- Tomas Elton Haug, Head of TESS Academy, TESS as, Norway
Click here to to read more testimonials about Jason's business and association keynotes and seminars.
Click here to request your customized speaking proposal and complimentary DVD.


80,000,000 members of Generation Y—born 1977 to 1995—are entering the workforce. They adhere to a different set of workplace beliefs and priorities than the three generations currently employed. Generation Y’s attitude toward work can make them a challenge to motivate, lead, and develop. In Gen Y @ Work, bestselling author Jason Ryan Dorsey cuts through the stereotypes to teach participants exactly what Generation Y covets at work—and why. He then reveals a step-by-step process and specific actions that employers can immediately adopt to unlock the talent, loyalty, creativity, and performance of this emerging workforce.

As a member of Generation Y, Jason Ryan Dorsey is uniquely qualified to discuss his generation’s workplace mindset. He balances an insider’s view of Gen Y with the workplace realities facing executives and managers in an increasingly competitive global market. He also customizes his presentation to focus on the aspects of Gen Y employment most important to your organization:

  • Attracting and Hiring Gen Y
  • Onboarding and Engaging Gen Y
  • Motivating and Leading Gen Y
  • Developing and Professionalizing Gen Y
  • Retaining Gen Y

Gen Y @ Work Presentation Outcomes:

  1. Learn Generation Y’s workplace beliefs, preferences, and priorities—all from the perspective of an insider. (Jason even explains why Gen Y doesn't use vowels in text messages.)
  2. Engage Gen Y employees from their first day at work. This is critical because Gen Y decides on their first day if they will stay with an employer long-term.
  3. Impact your organization with ten creative, ready-to-use actions that attract, motivate, and retain Gen Y employees without increasing their pay.

Customization and Reinforcement: Jason’s presentation includes a confidential workplace data review, customized multi-page handout, and specific strategies for immediate implementation in your organization. Clients have the option of adding a pre- or post-event customized audio recording for distribution to their attendees and a pre- or post-event customized article for their internal or external publications.

Click here to request your customized speaking proposal and complimentary DVD.
Jason did a phenomenal job in his presentation of not only breaking down the different generations, but more importantly, giving us actual ideas of how we can implement this information in our day-to-day operations to increase retention of all of our employees. His interactive presentation was extremely well received by our management team. It was very beneficial for our managers to hear what it is that motivates Generation Y and what they can personally do to connect with these employees… I would highly recommend Jason Dorsey as a ‘Generational’ expert speaker.

- Jeanie Landolt, Training Manager, Enterprise Rent-A-Car of Baltimore
"Your presentation, coupled with your handout, helped me gain a much greater understanding of the "Y" generation. You masterfully had the audience slip into the shoes (sneakers or sandals if you prefer) of Gen ‘Y’ and take a glimpse of life from their perspective, which is their reality. Wonderfully good job and thanks for the experience. It was a great way to end the day."

- Mike Ziegenfelder, Onshore Operations Recruiting Lead, Shell Exploration and Production Company
Jason’s presentation and the information he provided were exactly what our state’s business leaders needed and wanted to hear. At a time when North Dakota is struggling with many workforce issues, Jason provided positive and practical ideas for attracting and retaining Gen Y talent. His ability to keep the audience engaged while providing pertinent, timely information is a winning combination.”

- Dave MacIver, President, North Dakota Chamber of Commerce
“I’ve read countless articles and attended many presentations regarding Generation Y. Jason’s presentation was by far the most comprehensive and had the most impact on not only my understanding this group, but also bridging the gap between all generations. His delivery is both professional and entertaining with the ability to reach everyone in the room no matter the diversity of the group—Business, University, etc. The most beneficial aspect of Jason’s message is the ability to take it back to our business and make an immediate impact on what we do every day. Thank you Jason for your energy and compassion for helping us bring ‘ALL GENERATIONS’ together.”

- Wayne D. Terry, Recruiting Manager, College Relations, H-E-B (56,000 employees)
Click here to to read more testimonials about Jason's business and association keynotes and seminars.
Click here to request your customized speaking proposal and complimentary DVD.


Gen Y young professionals and new hires are eager to discover the fastest path to the top. In Outgrow Your Cubicle, Jason teaches them how to add value to their company’s culture and bottom line. These strategies and actions lead to increased responsibility, recognition, opportunity, and promotions. Jason delivers this practical message by sharing wisdom from seasoned managers and executives along with insights gleaned from young professionals who found the fast track to career success. By focusing on practical workplace actions and thinking—what they don’t teach you in college but should—participants in Outgrow Your Cubicle learn to go from a frontline leader, to a team player, to a problem-solver and strategist, to a results-driven professional. Every employee who attends this program leaves with the know-how to stand out in the cubicle crowd and be rewarded for their initiative.

A note to managers and HR professionals: This program is not about shortcuts or avoiding paying your dues. Instead, Outgrow Your Cubicle focuses on tangible workplace skills and a can-do attitude that increase an employee’s value to their employer.

Crossing the Generational Divide Presentation Outcomes:

  1. Learn the actions to take immediately and repeatedly that improve your value to the company.
  2. Become a catalyst for workplace innovation, teamwork, customer service, and communication.
  3. Deliver on commitments large and small while leading others to do the same.

Audience: Outgrow Your Cubicle is ideal for young professionals, management trainees, soon-to-be graduates, and employees with less than 10 years of workforce experience.

Events: Outgrow Your Cubicle is a great fit for Leadership Development Programs, Talent Development Programs, Orientation Programs, Management Trainings, Internship Programs, and Young Professional tracks at industry conferences and company meetings.

Customization and Reinforcement: Jason’s presentation includes a pre-event phone call, confidential employment data review, customized multi-page handout, and personalized follow-up actions.

Click here to request your customized speaking proposal and complimentary DVD.
“Jason Ryan Dorsey is an amazing speaker for Young Professionals. His boundless energy and enthusiasm permeated the entire room and kept our audience entertained and focused. I was so impressed at his ability to tell his story and weave real life examples into his presentation. He left the audience filled with a sense of optimistic energy that was palpable. I highly recommend Jason as a speaker for your next Young Professionals event.

- Nicole Tierney Weber, Association Education Alliance
“At Random House, we have access to an abundance of training and seminar options. Jason’s message was unique in that he quickly connected with our entry level employees through his energy, stories, and message. They responded extremely well and left his program with specific actions they could use immediately. Working with Jason was a pleasure. He customized his presentation to meet our needs and did his homework in advance to understand our population. As HR professionals we’re always looking for ways to motivate our staff—especially our entry level employees—and Jason was able to do exactly that.”

- Ann Weinerman, Manager, Training and Employee Development, Random House, Inc.
“To know Jason is to know a man with great passion and sizzling with excitement! He is one of the most dynamic communicators of our time. He inspires business owners of all ages to dream big with his straight talk and love of people.”

- Delano Wilson, 29-year-old Owner-Operator, McDonald’s Franchises
Click here to to read more testimonials about Jason's business and association keynotes and seminars.
Click here to request your customized speaking proposal and complimentary DVD.


Enter your e-mail address to receive Jason’s monthly take on newsworthy Gen Y events.

Jason cuts through the hype to give you the candid insight you need to make informed decisions.


Jason with HR and training leaders from Enterprise Rent-A-Car. Enterprise is the largest hirer of new college grads in the US. Jason presented his Loyalty@ Any Age program for their branch managers!


Jason speaks at Intuit National Headquarters! Here he is with Terilyn Monroe, Director of Human Resources. Now he knows who to go to for help with Quickbooks...

Jason with Don Hevey and Erv Brinker after keynoting the Mental Health Corporations of America National Conference. Over 150 CEOs attended Jason’s 2.5-hour presentation on Crossing the Generational Divide!

Jason with business leaders in Juneau, Alaska. His customized keynote on bridging the generations received a standing ovation from the 550 attendees.

Jason with Laurel Smoke after delivering his Gen Y @ Work keynote at the Salon Today National Conference. Jason taught salon owners creative (and free!) ways to retain and motivate their Gen Y employees.

Jason keynoting the TESS 40th Anniversary Exposition in Oslo, Norway! Jason’s Norwegian is not good, but the audience enjoyed his stories, humor, and high energy.

Jason with HR executives and civic leaders in Roanoke, Virginia. Jason delivered his Gen Y @ Work program and then keynoted their regional economic development gala.

Jason with Rahul Barua after speaking at the Numaligarh Oil Refinery in Numaligarh, India. Jason spoke to engineers on how to get promoted and to company officers on how to create a culture of loyalty.

Jason with Lori Dalton after keynoting the Michigan Works statewide workforce summit. Jason received a huge standing ovation from 700 business leaders!

Jason tries to ride a camel in front of the pyramids! Jason was in Egypt to teach social entrepreneurship to young professionals from around the world at the Global Youth Employment Summit in Alexandria, Egypt.

Jason signs his newest book after delivering the keynote speech at an Executive Sales Summit. The summit focused on leadership strategies for a multigenerational workforce.

Jason with Steve Bowler, Conference Chairman, after keynoting the International Council of Shopping Centers Mountain States Idea Exchange.

Jason keynotes the Raytheon Leadership Development Program for participants from across the US. Jason spoke immediately before the Chairman and CEO of Raytheon.

Jason receives the Key to the City from Johnny Dupree, Mayor of Hattiesburg, Mississippi after keynoting a city-wide career conference.

Jason with leaders from the Lincoln Young Professionals Group. Jason keynoted their annual luncheon which was sponsored by the Lincoln Chamber of Commerce and attracted record attendance!

Jason keynoting the Missouri Scholars Academy at the University of Missouri.

Jason hangs out at Graph Expo in Chicago after keynoting a career readiness program for 1,000 prospective graphic designers. Jason’s talk was sponsored by the printing and graphic arts industry.

Jason with young professionals at Random House headquarters after they attended his Outgrow Your Cubicle!™ program. The talk was a BIG hit!

Jason signs books for college leaders after keynoting the Virginia Community College System Leadership Conference. Every attendee received a copy of Jason’s book!
To bring Jason to your corporation, college, or conference contact Jason’s Office at info@jasondorsey.com