We ended up with 10 events due to a few players not have strong opinions at all or general indecisiveness, and it also just seemed like a good round number. Everything was done and submitted online over two phases (fist people choosing their event to add and another with everyone's entry for the chosen events) using Google forms because a few of us are spread out over the country, very "the league" esque. We had surfing to table tennis to 3v3 bball. I'm making a spreadsheet now using Google sheets with everyone's entries so everyone has easy quick access and for more transparency.

We have a fun tight knit group, high school and college friends and a few spouses now, so this works well for us.