you're talking about doing the mayor's tri - the swim lanes are narrow, very difficult to pass. water is shallow, so if you get hung up you can walk while waiting to pass. don't try to learn a flying mount/dismount for the bike. run course goes north on taylor st, towards the trinity trails, you will will run down the big long hill, then you get to run up the big long hill.
I don't know if they will allow you a 5 gal bucket to keep in the transition area.
I cant remember if family and friends are allowed in the transition area, usually competitors only. i would suggest getting on youtube for transition set up and tips. you keep a space about the size of a golf towel for all your gear next to where your bike is located. put on and fasten your helmet first when in t1. take it off after you hang your bike when you return.
study the transition area map. run in after swim, bike out/bike in, run out.