Hi Spence,
What reel is that in the first pic? In fact, you have quite a variety of reels there that you have used over the years.
That is a reel I bought from Orvis back around 1983. It is engraved on the housing side "Featherweight SSS". The SSS stood for "Salmon, Steelhead, Saltwater". I use it for steelhead and smallmouth. At the time, at almost $300, it was the most expensive fly reel I had ever purchased. I load it with a WF #7 floater and 100 yards of 20# backing. It was a unique drag. It is hard to explain how the drag functions except to say the drag control is on a detent track located between the width of the spool. Additional drag can be employed by applying manual pressure to a textured rubber pad on the drag control. I'll try and locate a picture of the drag mechanism.
Found it! Here is a link to some ad copy for that reel with many pictures and a couple with close ups of the drag control feature and a picture of the housing with the spool removed. You can see the manner in which the drag spring engages a ratchet on the periphery of the reel housing. The reel came with extra drag parts in case the original components wore out.
http://www.windknotstangledlines.com/2010/05/i-love-orvis-fly-reels.html
The next reel is a Lamson Litespeed #2 in a steel blue anodize. It was a special color only available to pro guides. I bought in used on Ebay. I sold it last summer for $175 reel and backing, no line. I bought another Lamson but a Speedster #1.5 with a narrow spool and for trout. It is a $310 reel and I bought it new, on a Ebay auction, for $225.
The next reel is a Hardy disc drag model. Probably one of their first forays into disc drags. I bought it about twenty years ago and use it only for steelhead and streamer work. It had a Lee Wulff TT #5 line on it.
The last reel is an Orvis LA #3 reel. It was their first large arbor reel. It cost about $180 and I have an extra spool with it. Both #7 lines, one a floater and the other a sink tip. Another steelhead and bass reel.
I probably have another dozen Hardy Lightweight series reels, another Lamson Litespeed #1.5, a little Teton reel with a DT #4, and a couple of salt water reels.