What they are doing is comparing your answer and seeing if it is consistent with how it has been answered previously. They realize that not everyone is going to give the exact same answer, so as long as you answer it in a way that enough other people have answered it, it should let you in.
I’ll usually go with the minimum number of clicks that I think will get me through, since I’m lazy and it’ll also at times slow down how fast you can click which is annoying.
I’ll also answer them wrong if I think it’s a mistake that enough other people will make. “Yes… that RV over there is a bus…”
Other than hoarding up the houses, everything is pretty general Monopoly strategy I figured out a long time ago. Basically try to get a monopoly ASAP and then develop it ASAP. I’ve found that strategy to be good, but it depends a lot on luck. Sometimes despite everything you try, the only monopoly you can get are those horrid green properties and you’re pretty much doomed.