So I've started a challenge that is very basic, enough that I just did it on my own. It's a post-homeless challenge where I follow the daily life of an individual whom I need to get from poor to steady and wealthy.
They start thin and in very plain and basic clothes and aside from the small purchase of the little empty lot they get $1000. It's startling just how little $1000 can get you, even with custom items, but it made the challenge all the more interesting.
You can follow the challenge either here on the home page as it's updated or see all posts in the 'Ongoing' tab under 'Challenges'. The label for this one is 'This is Elliot Little' but it can also be found under 'Ongoing Challenges'.
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