So, the basics of the next short event - it looks like we'll do 3 Sims. Play each one for one day and switch at midnight like Marian suggested. We can keep the "3" theme going throughout the challenge:
You cannot officially begin improving their hobo state until all 3 Sims have:
Ravenous moodlet
Are enemies with each other
One more thing - make a suggestion
You're done with your file when you achieve 3 things
*cap a career
*cap a skill
*purchase 3 rewards
Those are just suggestions.
This would be a timed event. You would not be allowed to play after Adult birthday. You'd post your score with days to age up plus the clock time, so the team could rank who completes the three tasks the fastest.
Marian, you're the rotational play pro
so offer up more suggestions (great new Guide article by the way). I want to keep this very simple as always.