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Hi, I’m Jason.

Entrepreneur, action taker, unconventional marketer.

Formerly Jason Sadler and Jason HeadsetsDotCom, my name for 2014 is Jason SurfrApp, and I’m the founder of IWearYourShirt.

In 2008, I saw the growing influence of social media and decided I could utilize those platforms in a new and unique way by getting paid to wear sponsored t-shirts for a living. Each day, I represented a different company online using social media sites like Facebook, Twitter, YouTube, Ustream, and Flickr.


I’ve worked with over 1,500 clients that have included professional sports organizations, advertising agencies, Fortune 500s, startups, and more. I also previously co-owned a web design company, and in 2013 and 2014, I auctioned off my last name to the highest bidders.

In 2014, I wrote my first book, Creativity For Sale, which I self-published by crowd-sourcing over $75,000 worth of sponsorships on the bottom of each page of the book.

Aside from my sponsored antics and insatiable need to scratch my entrepreneurial itch, I’m incredibly passionate about my family, public speaking, helping other entrepreneurs, sports, technology, cars, food, and my dog, Plaxico.

Press & Interviews


IWearYourShirt gets featured on “America’s favorite morning show.”

The James Altucher Show

James and I chat about my journey as an entrepreneur in this tell-all interview.

CBS Evening News

Katie Couric and Steve Hartman spend way too much time in my closet.

School of Greatness

Lewis Howes and I talk about hard work and the power of persistence.

CNN Money

BuyMyLastName drums up some amazing attention.

Six Pixels of Separation

Digital marketing visionary Mitch Joel asks me some hard-hitting questions.

Current Projects

Stuff I’m Doing

Invisible Office Hours Podcast

A weekly podcast hosted by Paul Jarvis and me. We discuss topics including life, work, money, veganism,
and a whole lot more.

Action Hour Calls

While I love answering the “Can I pick your brain?” emails, you most likely need to dive much deeper. Let me help you take action!

'How To Get Sponsorships For Anything' Course

Want to learn everything I know about getting sponsorships? I’ve created a badass course for you!

In-Person Workshops

Need someone with experience to come in and entertain, educate, and inspire your organization? I’m not
your average consultant.


Everyone has a skill they can teach. I’ve currently working on a platform that helps people build and sell beautiful online courses with ease.

Finish Your Damn Book Course

Trying desperately to finish the book you’ve already dreamed of writing? I want to help you finish that damn book.

Past Projects

Stuff I’ve Done


From January 1, 2009 to May 6, 2013 I made over $1,000,000 wearing
sponsored t-shirts.


Divorce rocked my family in 2012 and I used that opportunity to make money for businesses and donate
$10,000 to charities.


Everyone said “you can’t make money as a first-time author.” I created the first ever fully sponsored book and self-published Creativity For Sale.

Professional Bio

Jason SurfrApp (formerly Jason Headsetsdotcom & Jason Sadler) is an unconventional marketer and entrepreneur. He created IWearYourShirt, a company that used sponsored t-shirts to promote businesses on social media, and in 2012 and 2013, he auctioned off his last name to the highest bidders. Jason recently wrote a book about his entrepreneurial journey, but in a very unique way. Frustrated by the confusing landscape of book publishers and book agents, Jason self-published and raised over $75,000 through sponsorships in his book Creativity For Sale before a single word was written or a single copy of the book sold.

Tired of living a life that felt prescribed to him by society, Jason SurfrApp used his out-of-the-box thinking and ingenuity to create multiple profitable Internet-based businesses. Jason is a public speaker, an entrepreneur at heart, lives a life of intention, and continues to strive to make a living doing what he loves.

Jason has been featured by The Today Show, CBS Evening News, USA Today, and The New York Times. He lives in Ponte Vedra Beach, FL with his girlfriend, Caroline, and his Staffordshire Bull Terrier, Plaxico.

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“Jason will inspire you to take bold, focused action.”
- Clay Hebert, Founder of CrowdfundingHacks

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