1. Motorbike in the US from coast to coast
  2. Learn how to sail and sail around the world
  3. Buy a van in Alaska and drive all the way to the tip of Argentina.
  4. Fish in every lake in North America
  5. Visit every Heritage Site in the UK in 1 calendar year.
  6. Visit every country in Africa
  7. Detach from all possible technology for 1 year. No phone, no email, no tv. Blog your journey.


  1. Teach yourself a coding language in 3 months
  2. Move to a foreign country and speak only the local language to learn it
  3. Get your TESOL certification and move abroad to teach English
  4. Create your own garden, make it your goal to make enough quality vegetables so you don’t have to buy any veggies from the grocery store for a summer.


  1. Take up a martial art with the goal of getting a black belt in 2 years (3 is average)
  2. Take boxing classes and sign up for competitive matches.
  3. Eat vegan for 2 months just to see if it’s for you or not.


  1. Watch the entire season of a show in one sitting
  2. Start a board game club with an ad on craigslist with total strangers with the goal of making new friends. Make it a weekly or bi-weekly event.
  3. Ask someone out for coffee at least once a day for 21 days in a row.
  4. Eat at every Tim Hortons in Canada


  1. Read 1 book a week about 1 subject for 1 year.  (Example = Roman History)
  2. Take up day trading, sign up for an online course, make it your goal to be knowledgeable enough to be trading with real money after 3 months.
  3. Hike every mountain in your city.
  4. Eat at every restaurant in your city, start a blog documenting the journey and take pictures of the experience and write little reviews.
  5. Take a bartending course and learn how to mix drinks. Host a party and show everyone your skills.
  6. Sign up with BITDEGREE and teach yourself about cryptocurrencies. Pick one cryptocurrency with technology or a vision that you love and invest in that coin. Follow their twitter and join the community.


  1. Buy a Camera and teach yourself photography, pick a niche. Animals, nature, cityscapes… Pick one and make it your own. Create a website with all your photos on it.

I will be updating this list periodically so be sure to check back for challenge ideas or please comment below with your own suggestions!