Learn More About IWearYourShirt and How I Made $1,000,000

IWearYourShirt logo

Who am I? My name is Jason Zook (formerly Jason Sadler, Jason Headsetsdotcom, and Jason Surfrapp) and I am/was the founder of IWearYourShirt. During the recession of 2008 I decided I wanted to get paid to wear t-shirts for a living. Just a few years later I’d generated over $1,000,000 in revenue.

IWearYourShirt is no longer active and is not hiring. 👈🏻

It ran from January 1, 2009 to May 6, 2013.

iwearyourshirt jason zook t-shirt guy

For over five years IWearYourShirt (IWYS) worked with 1,600+ small businesses, Fortune 500s, authors, non-proft organizations, food retailers, service companies, and many more.

The Today Show visited and spent time in my closet. I was featured in a segment called “They get paid for that?” After the first year of IWYS sold out, CBS Evening News spent hours in my closet talking about the unique business I’d created in that same closet. I was asked by Forbes Magazine to share the story of IWYS in my own words as a part of a segment titled “How I Did It.”

During those five shirt-wearing years, I, and the multiple shirt wearers that worked for me, created thousands of videos (3,312 to be exact), photos (over 12,000!), posts on social media, and had countless media outlets talk about IWYS.

In 2013 I decided IWYS had grabbed its moment in Internet history and I moved on to new projects.

Get the full IWearYourShirt story

If you want to read the tell-all book about IWYS and the first few years of my entrepreneurial journey, grab a copy of my book Creativity For Sale.

Creativity For Sale by Jason Zook

In the book I share all the mistakes I made building IWYS, the small victories I enjoyed, and all the whacky adventures that happen when you get paid to wear t-shirts for a living!

You can also listen to me talk about the IWYS Story here…

What am I up to now?

Wearing and owning a lot less t-shirts, that’s for sure!

These days I work on a myriad of different projects:

  • I write a popular weekly newsletter (which you can subscribe to below).
  • I build software products that help small business owners.
  • I keep trying to find new and interesting ways to make money while having fun doing it.
  • Check out my /now page to see the most up-to-date list!

This site, JasonDoesStuff, has become my virtual home. I’ve transitioned all my social media handles away from IWearYourShirt to @jasondoesstuff. In fact, I’ve transitioned almost completely away from social media altogether. That’s for another story that you can read here (30-day social media detox) and here (why I quit Facebook).

Will I ever bring IWearYourShirt back?

I get asked this question fairly often and the answer is: No.

IWYS had its moment in time. It was quite the rollercoaster! It made me the person I am today, but I’ve moved on and I’m extremely excited about all the fun stuff I get to work on these days.

Want to get a weekly email that shares my thoughts and fun new projects? Join the Action Army here.