I haven't overclocked yet, I plan to do some overclocking later, but it runs perfectly as it is right now.
Should I look into liquid cooling?
I have lots of extra cash.
All of these are preference. I think you have some reading and catching up to do before you decide which route you want to go...air or water. The questions you are asking can only be answered by you and only after you get a feel of what is going to be needed for watercooling. http://www.tomshardware.com/forum/265776-29-watercooling-info-faqs-links-stickies