Laugh Your Way to a Breakthrough with Jenn Lederer - Episode 005


In episode 5, you’ll meet a multi-hyphenate entrepreneur, Jenn Lederer. She’s a motivational comedian and leadership strategist for creative entrepreneurs. (Psst...She’s also my business coach.)  Jenn bridges real talk entertainment and wellness, and she has helped her clients and audiences laugh their way to a breakthrough.

During our conversation, we journey back to 2007 when Jenn moved to New York City to pursue a dancing career on Broadway. Despite this deep desire, she found herself sabotaging opportunities. She started to question why and began surrendering to new paths and insights.

We’ll also navigate into questioning how and why so many of us opt for seriousness and struggle rather than living each day from a playful approach to business and being.


  • When your big dream starts to feel out of alignment…

  • Allowing yourself to be in the space of the unknown. 

  • How do you know the difference between sabotage, hiding, or lack of alignment? 

  • When opportunities find you via surrender…

  • The time Jenn worked the corner and became a business owner. 

  • How do you know the difference between luck, risk-taking, and surrender? 

  • When we are uncomfortable enough where we are there is a willingness. 

  • How Jenn developed her philosophy to “laugh yourself to a breakthrough”.

  • How did we lose our sense of play and make adulthood so damn serious?

  • The ugly cry stand-off!

  • The multi-hyphenate entrepreneur and the common denominator. 

  • What is it you are trying to transform? 

  • How Jenn started in motivational stand-up comedy. What the heck is it? 



  • Think of what you desire to experience. (No judging!) Then proclaim it on a stage of your choosing. I AM (your desire). 


#SHIFTYOURSELF with Jenn Lederer

Claire Dane’s Ugly Cry

(Tune in for this inside joke!)


As a motivational comedian and leadership strategist, Jenn infuses comedy, heart, intuition and no b.s. business strategies that help her audiences laugh their way to a breakthrough. 


Jenn is on the forefront of bridging the wellness and entertainment industries through mediums such as motivational comedy and her documentary titled "Just Enough" that will begin airing on ShortsTV to 35 million homes around the world. 


Jenn’s work has been featured by FORBES, Huffington Post, YALE, Google Headquarters, QUARTERS, ShortsTV and StandUp NY. 


Her quick, comedic wit and glam irreverence make her message and the world of spirituality and wellness accessible to everyone. Jenn will make you laugh so hard you #shiftyourself into a new perspective of empowered PERMISSION to claim the life you know you're meant to live. 

Instagram @jennlederer

Website -

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