Ideas for 'why small victories matter'

For a starting point on the new brief I highlighted a line which says 'the challenge, on a personal level, is remembering to notice the smaller things you've achieved. Keeping a 'done list' as well as a 'to do list'

This sparked ideas of a business man with a done list, however I think just a business writing a a 'done list' would not be visually interesting, so I thought it would be more interesting if a illustrated what the man have done that day with illustrations on his tie...... A 'Done tie'....

Here are my first drawings for the project

So on the tie, the things that the man has done so far are.... walking the dog, feeding the cat, washing the pots, hanging washing out, do the ironing, taking the bins out 

Then to relate it more to the business side of it, there are pens, pencils, laptops, books etc

I think I prefer the tie that's moving rather than the one that isn't?

So next step is to fit it in a 100 mm x 105 mm square

Was thinking if its difficult to see the illustration on the tie then have it all over his suit instead, meaning that the illustrations will be bigger, be able to see them more clearer?