Yeah, I used surreal too. I think I saw the same study lol
Looking at Eva's strategy, mine was similar, though the pure aspiration gathering lasted 1 day, and I would separate my skill gathering phase from production.
I started with a married couple and gave them both the Creative Visionary aspiration so that they would fill their fun need off of painting. Traits were Perfectionist, Art Lover, and Creative.
I had them join Good Timers (very original idea, definitely not grabbed from half of the winner strategies last year) and maintained a constant meeting with romantic and friendly socials as the activities. While they were chatting it up and racking up points, I had my Sims finish the Soulmate aspiration.
For the club, I bought the painting bonus so they could get that up quickly, then the +2 comradery bonus (eventually bought +3) to plunge my Sims into the "Very" zone.
Then I started painting. I actually ignored woodworking for the first bit of the challenge since I figured painting would be the biggest determiner (which I still think it was).
I went to the art studio in the city and painted there instead of at home (more decoration, instant very inspired vibes while painting, less distraction by them wanting to shower). In my practice run I was also woodworking there and it was awful because everyone was trying to use the table and I had to kick them out and--ugh.
Basically I just racked up both of their painting and fabulously wealthy aspirations, maxed their skills, bought a focused club vibe and used it for a tiny bit so they could draw mathematical diagrams
Bought things in this priority:
Night Owl
Morning Sim
Marketable - Figured this wouldn't come into play until they maxed their skill anyway, so I prioritized skill gain speed
Creative Visionary
Need-type
Anyway, once they had all the target traits and maxed painting skill and my club had enough points for the handiness bonus, I bought Connections for my woodworker and joined the painter career to get the easel for my house. Also got some nice inspired stuff, so now I could match the effectiveness of the art studio. Went to my house and had the woodworker actually woodwork while the painter painted. That was more or less rinse and repeat, club people were kinda distracting so I wish I locked them out, but oh well. Just completely ignored their hygiene need but was otherwise full and able to keep them at Very Inspired or Focused.
I based what I was making in woodworking on how far my current creation was from the max price (the 3x multiplier or whatever marketable gives you). I tried mass producing bathtubs since I thought they had higher potential, but then I made a few mascot sculptures and those consistently gave me higher $4k+ values, so I just used those instead. I was looser about my requirements for the lower price furniture since they had less potential, but I made sure they hit 2.5x the original value. Once I did that for all my furniture, I sent him back to painting.
Painter lady just kept going and I had two $12k, two $14k, and one glorious $18,113 painting, bless my luck.
From the moment I bought connections, I was actually sending the woodworker to work because I wanted the fancy easel, but I ended up not making it so it was an unfortunate waste of time. Ah well, despite that, I did pretty dang well.