40 Transformational Challenge Ideas

I use this game to come up with standalone Challenges as well as the mini-Challenges that go within them. For example, if it’s an 8 Week Challenge we’re running, we may include 8 mini-Challenges with in it, lasting for one week each. Maybe one around nutrition, a weight training one, a lifestyle one, a face your fear one, the possibilities are endless but the idea is that there are shorter Challenges that people can tick off as completed along the way.  Some of the mini-Challenges will be more fun than others, some harder, some easier, and that’s what we want. A real mix.  Our mini-Challenges come together to ensures our main Challenge are more successful for a greater variety of people.

Tip: Listing a variety of Challenges on our websites, a long way in advance – think 6- 12 months, with options for people to register their interest in them, can help keep potential new clients in our world and better fill out the picture of how our business helps people.

Be a groupie

  1. This is a brainstorming game and generally it works a lot better in groups, because the more input, the more ideas and potential for craziness, and that’s a good thing. Groups of 4 to 5 seem to work best.
  2. If your staff are involved in rolling out your Challenge, then having them all play this game together can result in not just better ideas but also heaps more buy in. ‘Staff’ here includes everyone, from the technical/hands on deliverers, but also the sales team, management, and reception staff. The more input the better.
  3. Even if it’s just you rolling out the Challenge, inviting 3 or 4 others to join you can make the whole process loads easier and more fun. Join up with people you did your initial qualifications with or some friends whose business you’d love to work in with down the track.

Otherwise grab a notebook and take a run at this solo.


Let’s Play

Put on a yellow hat

Everyone needs to put on a yellow hat for this game, real, or metaphorical. That hat signifies that: –

  1. all players agree to pitch in their ideas. No-one is there to just listen, and everyone should aim to contribute equally.
  2. all ideas are welcome, even the super crazy ones. If you’re playing in a group this means each idea receives an approving nod and lots of ‘yes, yes, yes’, ‘that’s brilliant’ type comments. No raised eyebrows or doubtful looks. Reassure people, the game is less about getting out a useable ‘rational’ idea as much as it is about simply getting out more And write them all down, this is not the stage for throwing anything out.

If at first, the idea is not absurd, then there is no hope for it.
Albert Einstein

Lack of money is no obstacle. Lack of an idea is an obstacle.
Ken Hakuta

Playing in groups: Each person in the group chooses one word from the left-hand column, and then everyone comes up with a Challenge for it using the word directly to the right of it.

Playing solo: Choose two different occasions from the left column and come up with three possible Challenges for each of them, but only using the word directly to the right of each one.  This will give you six Challenge ideas to work with.


The ideas people are expected to come up with are just the basics. Something that can be described in a few sentences, like what the entrants have to do to complete the Challenge or what the Challenge aims to achieve.

The ideas don’t need to be limited to what services or products you currently offer, your location or finances.  Remember, these are fictitious, fun Challenges that you’re going to get to play more with.

If the food list doesn’t appeal, swap it out for the activity list below or write your own.  I’ve used lists of occupations, fitness levels, durations, repetitions and colours.

If anyone gets stuck for ideas then internet ‘image’ searches are permissible, but keep things moving by giving people a time limit.

Example: Four dietitians and their four Challenges

Four dietitians, Sam, Jo, Diya and Bao, from different offices located in the same city, joined up to come up with healthy Challenge ideas, either for themselves to pursue individually or together.

Each one chose a different occasion from the left-hand side of the first list which were Movember, Summer, Christmas, and Halloween.

Starting with Movember, chosen by Diya, each dietitian then came up with a Challenge using the foodie word ‘Italian’ directly to the right of it. Movember is an event in Australia and New Zealand encouraging men to grow moustaches in November to bring awareness to men’s health issues.

  • Diya suggested an Italian cookie bake off Challenge. Cookies to be made in the shape of moustaches. The healthiest and best looking cookie wins.
  • Sam’s suggestion was a Pizza, Pasta and Prostrate. A cooking Challenge for men, and where the dietitians run cooking classes for men around making great pasta and pizza and impart prostate health tips.
  • Bao’s idea was a Grow Mo’s and Tomatoes Challenge i.e., growing the best of both and to dish out healthy tomato tips and encourage people to start a vegetable garden.
  • Joe thought a Mediterranean Movember would be good, involving a three course meal at local Italian restaurant at the start and end of the month, with workshops about the Mediterranean diet, men’s health, and challenges to grow a mo and get health checks before end of month.

They then did the same with the other three occasions:- Summer – Body Drag, Christmas – Sprints, and Halloween – Jumping, coming up with a Challenge each.

Another list option.

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