>Concerned mostly about 3 season use for starters. Any suggestions on pads, quilts, total sleep systems? Considering the JRB Shenandoh quilt and the wide GG 1/4 Thinlight pad.
It depends on your definition of "3 season". In Wyoming, that easily includes +25F. I wrote about my Hennessy Hammock insulation testing in this BPL thread. For that temp extreme, a JRB Nest or No Sniveler top quilt with the Hennessy SuperShelter underpad/undercover (or another JRB Nest or No Sniveler) would work well. Although I haven't tested the configuration, I would consider a JRB Shenandoah top quilt and a GG ThinLight 1/4" pad to be comfortable to +45F and stretchable to +35F with insulated clothing. I've used the JRB Nest and a GG ThinLight 1/8" pad (in-hammock) comfortably to +40F with insulated clothing.
Trying to position a sleeping pad underneath you in the hammock is a real pain. You might want to consider buying the Jacks R Better Weather Shield bottom cover. This will allow you to sling your sleeping pad underneath the hammock. (It will also work well with an under-quilt, of course.)
>Tom at Hennessy told me the sunscreens sold at Walmart for auto windshields with the bubble wrap insides are the cheap way to insulate the hammock.
I can tell you from personal experience that it gets really cold when you rip it in half in the middle of the night. The Gossamer Gear ThinLight 1/8" is lighter, stronger and warmer; a bargain at $9.