If you are going to jump, I recommend leaving your money with someone at the top. You will be hassled for money by each lifeguard there every time you see them.
I put a few hundred J in the box at the top before I left. If you have one or two that lifeguards that help you out and make the day enjoyable, tip them directly before you leave.
I didn't realize at the time how dangerous jumping into water at that distance was. Many people have been injured attempting it, but thousands of others have had no problems. I went straight in and it still felt like someone slapped me on the ass as hard as they could.