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James Robilotta // Tripping with Swag, Airplane Friends, Social Media Mountains & Re-Writing the Stories We Tell Ourselves

Previous student affairs educator/pot stirrer turned professional seed planter/leadership speaker and personal coach – James Robilotta packs up a punch on the podcast today. Literally. James warns he’ll get you laughing and then punch you in the feels. Yes, feelings, the real ones. Questions about your life that will make your head spin, while uncontrollably giggling. He also calls out the constant comparison we hold ourselves to on social media – as we climb our own mountain of success. He’ll either change the way your approach meeting people on airplanes or pray you never meet him on one. All these acts are because James believes in the power of our stories – even the imperfect parts. He’ll share his own insecurities and lead you through his flaws, as he did in his book Leading Imperfectly. Because your story is good enough.

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Notes from this Episode

Tina VanSteenbergen

Photography  on Instagram 

Tunnel View, Yosemite

A post shared by James Robilotta (@jamestrobo) on


Visco Cam App

Airplane Friends


Humans of New York

AFLV Central 

Student Blog #1

Mr. Jeff Dess

Leading Imperfectly

Imposters Podcast

Brene Brown

James Website

Tripping with Swag Tedx Talk


Peoples Improv Theater

Westside Comedy Theater

Michelle Rodems

Larry Wray

Why My Life Is Better Than Yours (blog post)

Living Imperfectly Podcast (Coming Soon) – Follow his blog for the last updates.

It’s time to start owning who you are. #leadingimperfectly

A post shared by James Robilotta (@jamestrobo) on

Trill not Trill

Student Blog Post #2

Tom Krieglstein

Ross Szabo

More about James

James Robilotta is an author, professional speaker, personal coach, emcee, and entrepreneur. In July of 2015 James had his first book published, Leading Imperfectly: The value of being authentic for leaders, professionals, and human beings. He also speaks internationally to willing and unwilling audiences about authentic leadership and promoting memorability. His clients include American Express, General Electric (GE), Yale University, Ohio State University, and many others. As a speaker, he is doing the two things he loves the most: causing audiences to think critically about their leadership journeys and making people laugh! His thought-proving talks are infused with self-awareness and comedy stemming from his background as a trained stand-up and improv comedian.

James is also a personal coach. He loves helping people get out of their own ways to live the lives they deserve and be the leaders they are capable of becoming. James’ clients undergo purposeful life-changing and self-affirming transformations. His clientele ranges from CEOs to college students. If you would like to know more info about James’ speaking or coaching, feel free to visit his website:

Connect with James

Twitter: @JamesTRobo


Snapchat: @JamesTRobo




About Josie and The Podcast

In each episode, Dr. Josie Ahlquist – digital leadership author, researcher, and speaker – connects tech and leadership in education. This podcast will bring you leaders on-campus and online. From Senior Vice Presidents on Snapchat, YouTubers receiving billions of views and new media professionals. All through the lens of social media and leadership.  Josie hopes you will not only learn from these digital leaders but also laugh as we all explore how to be our best selves online and off.

Thanks for listening! Please subscribe to receive the latest episodes, share widely and let me know you’d checked it out! Tweet me @josieahlquist – I would love to hear from you!

Digital hugs, loves, and waves!

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