As far as shocks, if you buy used you are going to need to get them serviced and revalve for your setup. If you are a good rider you will notice a difference from a works to an elka. A fresh set of Works I for the typical rider is going to be a lot of fun to ride on. Huge improvement over stock. If you are going to be seriously smashing on your bike, then you will want to step up to some PEP, Elks or Axis...there are a few other high end shock companies,their name eludes me at the moment.
Welcome and I am glad you are being a good dad. I wish I could have had those opportunities with my father.