Jonathan:
In my experience, stomp boxes don't work in the usual effects loop found on combo amps (between preamp & power amp) as the line level or impedance or something like that doesn't match. (I'm sure some of the denizens of this site can explain it more technically and accurately - bottom line though - it won't work too well).
I guess you could get a built-in effects loop (ala Jerry/Further/Tribute) installed, if you don't have one already. By the way, I was looking at the pics of Little Bear to see if you have 1 or 2 jacks (2 jacks = effects loop) & didn't even see one. Is it mounted on the side?
I use a cordless (Nady 201 Diversity. I've had it for almost 20 years - fixed once. You can pick them up on e-bay for $50-$75 usually). The receiver, at my feet, goes into my pedal board. I leave my guitar volume on 10. The last link in my pedal board - before going to my amp, is an Ernie Ball volume pedal. This way my effects always see the same volume signal and I can adjust volume on the fly with my foot without having to take my right hand away from playing. I've had this set-up for about a year and a half now, and it works very well. I get basically the same effect as the Further/Tribute effects loop, while still remaining cordless. In fact, I am having the effects loop left out of the custom Further I'm getting.
As for amps: Tubes Rule!!!!
Bill, tgo