The best way to get to know the site is to explore the enormous amount of great articles and discussions that have been posted here. I suggest reading badged posts (in the top right corner there's a special place for 'em) or to find a few tags and read posts in a tag that have a bunch of upwheels.
One habit that you might need to unlearn is that unlike on Reddit, usernames do matter. There are a lot of regular posters and you'll see the same names pop up in discussions from time to time. It's worth recognizing these usernames and recognizing that they are actual people instead of yet another PM_ME_UR_UPWHEELS.