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This is the first time I've ever used Animation Controller. I'm allergic to videos, but trying to find a written step-by-step guide with screenshots, that is up to date... that seems to be hard :(

not sure if cgcookie's articles are behind a paywall, but I recommend their service for someone willi ng to pay for education. I'm not an expert but I'm comfortable working with it now after their lil course on the animation controller. I don't know of any non-video guides off the top of my head sadly :/ 

What exactly do you want to happen to your character through using the animation controller?

If you have all the code set up to change animations but it's not happening properly, make sure all transitions have "Has exit time" un-checked. Might need to manually adjust the transitions to be very short as well. I'm out and about right now so i can't take screenshots atm.

I need to set up idling and jumping loops, plus a fishing casting animation when a certain condition is met, which I'll probably use through a true/false variable.

I checked CGCookie pricing but $30 is a bit out of my price range right now. :.) I usually use Udemy when I can.
https://cgcookie.com/lesson/using-animation-clips This one looks promising, but I can't seem to figure out how to just buy 1 lesson.

Yeah cgcookie is a subscription service only I believe. The quality of their courses surpasses Udemy's but I do use Udemy as well for specific things.  The latest gif you posted appears as though you figured it out yeah?

Yeah, I've got it under control, though I still don't know how to bind an animation to a specific keypress (in this case, spacebar)