I love both hotels. but i stay in La Amistad most now.
both owners are firends and share many drink along with the girlfriends.
SL is a nice frat house IMO and La Amistad is a hotel. i can never get any sleep in SL, since im alway drinking at the bar and BSing with the guys there.

my room of choice in SL is Amistad (bill's old room), lol since is away from the bar.
As for the walk of shame. I meet up with working and none working girl when i'm in CR. Is nice not to have the none working girl walk pass the pros.
As for Matt not having a choice to be the next SL. I'm pretty sure if thats what he wanted he would give SL a run of his money. but Matt wants the mix of people he gets. He likes the idea or getting people from TripAdvisor. he also don't want the issue that comes with having pros hanging around the hotel.
all in all is up to what you like. it's like when i talk to someone who never stay in HDR. i tell them, you should try it once. so i'll say the same for SL and LA. try both and see what you like; or split your stay

party hard the first part of your stay. then relax a bit at the end. just my $.02