James Robilotta

LEADERSHIP SPEAKER • JAMES ROBILOTTA

I help create a community in the workplace where people actually give a crap about each other


Organizational Culture •  Motivational Speaker •  Improv Comedian

Based in: 🇺🇸

Speaker Fee: Contact for fee

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About James

James Robilotta, CSP, is a seasoned motivational speaker, author, emcee, and professionally-trained improv comedian sought after for his ability to bring humor and genuine connection to the stage. With nearly two decades of experience engaging audiences through both comedy and speaking, James leverages a unique blend of relatable storytelling, comedy, and profound insights to leave his audiences both laughing and deeply moved.

James has captivated both willing and unwilling audiences at over 700 events for a variety of organizations, including American Express, GE, Minnesota Twins, Canadian Olympians, and MIT. With a professional background in counseling and education, and through years of building, training, and leading teams, James has mastered the art of using humor as a tool to create an environment where walls come down and meaningful messages get through.

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Choosing to Care: How curiosity creates community in the workplace

No organization wants its people to be apathetic—toward the work, the people, or the community. Community ignites loyalty and drives retention in both in-person and hybrid workplaces, and is built with one simple thing: curiosity. Curiosity is the opposite of apathy. Events are ideal opportunities to authentically connect, reflect, validate, and innovate.

In this hysterical and motivational keynote we will talk about how to ask better questions, change the way we hear people’s stories and insights, and adapt the mindset of curiosity. Let’s stop the apathy and the assuming and start learning about each other because curiosity creates community

Leading Imperfectly: The value of being authentic for leaders, professionals, and human beings

 Hey Superwoman, take off your cape. Hey Batman, take off your mask. Hey decision makers, put away your ego. Let's talk about who you are personally as a leader and as a partner. As humans, we can't learn things from people who are perfect, we can only learn things from people who are imperfect. So, it is time to own who you are so you can be real to others and lead through your faults.

This deep but hysterical session will leave you feeling introspective about the person you show to others and recognize the rapport and trust building power of authenticity in your communication and relationships. If you're looking to master the art of courageous feedback and authentic relationship building, this is the session for you.

Awards & Publications

Earned my CSP delegation from the National Speakers Association, was given a mug that says "Best Dad" by my kids


More About James

James Robilotta, CSP, is a seasoned motivational speaker, author, emcee, and professionally-trained improv comedian sought after for his ability to bring both humor and genuine connection to the stage. After nearly two decades of engaging audiences through his stand-up comedy and speaking work, James has mastered the art of using humor as a tool to create an environment where walls come down and meaningful messages get through.

As a full-time speaker at conferences, retreats, trainings, and more, James leverages a unique blend of relatable storytelling, comedy, and profound insights to leave his audiences both laughing and deeply moved. His secret sauce? The ability to connect with audiences authentically, leading with humor and then diving deeper into principles that build stronger individuals, teams, and company cultures.

With a professional background in counseling, education, and successful entrepreneurship (one business incorporates freestyle rap into improv comedy—a story for another day!), James brings years of research and a few too many real-life case studies to his work on the stage. From top leadership to early career employees, James’ messages to become curious, lead imperfectly, and foster community resonate at all levels.

James has captivated both willing and unwilling audiences at over 700 events for a variety of organizations, including American Express, GE, Minnesota Twins, Canadian Olympians, and MIT. By bringing humanity and community back into the workplace, James is on a mission to ensure people are seen, heard, respected... and giggling a little, too.

“The initial calls with James showed his energy, authenticity, and effortless communication style. He took time to understand the objectives of the session and also focused on details like the composition of my leaders so that he could best articulate his message. James helped with the pre-work, facilitated the session, and joined us for an evening event where we could relax and enjoy time together. He was a champion throughout.” 

"That was better than expected. Don't get me wrong, I knew it was going to be good, but that was incredible and exactly what we needed."

 “James was a breath of fresh air for our company who is suffering burnout from all the uncertainty of the world. His energy was incredible and really got the crowd engaged and few people’s faces even started to hurt from laughing so much! It was nice to have a company event that didn’t feel corporate at all, James is as authentic as they come.”

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