Round Two:
We wipe the lot clean and start on day 4 of 14 winter with a SIM who popped up with die roll in CAS from the gallery. I do not know the original creator. I named her Lady Simsie. She starts off with no skills. Her traits and aspirations are however favourable: Child of the Island, Self-Assured, Loves Outdoors, Collector ( I could not have chosen better myself). She has full run of Mua Pel'Am because she is not responsible for any little SIMs. She was able to purchase a cooler, towel and easel. (She has yet to use the easel) She carries these with her all over Mua Pel'Am and is on 'the yogurt diet'.
She has been out for twelve days now. She has 3704 cash. A couple brushes with lightning . . .
https://i.imgur.com/8h6NF60.png
but she's fine. She makes money Beach Combing continually, fishing and can gain an advantage from the Island Spirits.
I have the Caldera Camp set as a library, a proper simple library not one with cheaty stuff like beds or stoves. The Admiral's Wreckage is set as a museum, It has an ice box but no two person benches, no showers.
more to come with Lady as she works to unlock odd jobs with Friend of the World section 1.
Lady was able to meet 10 SIMs and make 3 friends, so she can now do odd jobs
I was able to get up a house and canoe in 21 SIM days. Lady had 10700 and this is the unfinished house with pier and canoe to meet the four walls challenge requirement:
https://i.imgur.com/28kRpPT.png
The house has a bed, night stands, candles, toilet, sink, counters, a grill so I will say it meets the requirements even though it still needs floor and wall textures so Lady will continue doing odd jobs.
The closed-in functional house and owning a canoe means she can travel anywhere in Sulani and get a regular job as soon as the house is finished on the inside.
She had some friends over for a housewarming. They had hot dogs and Kava and stood around talking.
https://i.imgur.com/0EShe3x.png
My conclusion is this challenge variation is very doable for a single SIM. There are still many things to be unlocked so there is still plenty to do to complete the challenge.
