No. A portrait, ice sculpture, and photo are permitted for EACH stage.
I'm glad I check the consignment store daily anyways. "Flipping" skill books is a decent way to make a little money early on.
This gives rise to a new question: Does the museum have to be on the lot itself, or can you buy the art museum and place the items there? And if so, can you even place sculptures on another lot? I believe I've tried in the past, and never figured out a way to do it.
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As for my tactics, I've selected the following skills as my SuperMax skills:
Generation 1: Painting
Generation 2: Fishing
Generation 3: Martial Arts
Generation 4: Nectar Making
Generation 5: Handiness
Generation 6: Sculpting
For Generation 7 and 8, I'm leaving a pool of skills to choose from: Logic (Generation 7 at the latest), Athletics (provided it's not maxed by the Martial Artist), Writing and Inventing. Possibly even Guitar.
I've crossed Cooking and Gardening completely off the list, as it's nearly impossible to prevent sims from training them when you're not looking. Martial Arts is manageable if you only buy a board breaker, and train the sims you want to learn it on the dummies in China. And I intend for all my immortals to have the Charisma skill, to make it easier to maintain and make friends.
I also deviated from the norm, and opted to start with a female sim and started having children very early on (since she's in the painter profession, she doesn't have to miss work), both to get it done and over with and to get a second born to help with the objects d'art. I made Agnes Crumplebottom a roomie (for her painting skill and her money) and married Christopher Steele because he's a natural cook and would do well in the Culinary Career (I want that fridge!). I intend for the 2nd born to be a painter/sculpter, because I'm not sure Agnes is gonna make it until the matriarch is an elder. So far, it's looking like she will max cooking and charisma before all is said and done. And I'll probably skip the ice sculptures for her, if I'm not completely forced to skip the photographs, too.