Boom Street
I played on Peach's Castle for the first time. I tried 3 times before I got second place, the first time I lost because I continuously got the worst luck with rolls and ended up with barely any property to work with and Peach had a 2000G shop. The second time, I had a shit ton of property, but nobody landed on it and I lost because they got higher rolls and promoted faster. The third time, I came second, because me and Wario were after it, since Peach was 3000 net worth ahead at this point. If I didn't get a lucky card that let me roll again and got a 5 or 6, I would've lost. But I got both, so I had more money than Wario and Bowser when Peach got her promotion that got her first place. She still ended up 2000G ahead of me, but I met the requirements.