Well Gents,
I've finally "pulled the trigger" on buying my first drilling. Now I just need to wait for it to arrive.
After much research and deliberation, I decided a post-war 16 gauge drilling chambered for modern shotshells and a commonly available rimmed rifle cartridge would suit me best. I also thought a rifle caliber in 7mm would be a good choice because I'm already setup to reload 7mm-08 and 7mm Rem Mag and have a supply of various bullets to work with. I should be able to reload 7x57R by getting a set of 7mm Mauser reloading dies and a rimmed shell holder. I also prefer a length of pull around 14 1/2" and for the quintessential drilling experience, I absolutely wanted a vintage name brand German scope in claw mounts.
I also looked at the various methods of actuating and cocking the rifle barrel, and thought the traditional top selector (which also actuates an iron sight in the rib) with the side Greener safety would be best. The various tang safeties and separate rifle cocking levers may be more ergonomic, but I really wanted to go with the traditional Greener safety- even if it means learning how to use it instinctively. I can switch between single and double trigger guns unconsciously, so learning a Greener safety can be accomplished.
So after that big lead in, what did I pick after scouring every place I could find for two months? I decided on something from Tobi and George of Save the Fine Guns. My first drilling will be a post-war J.P. Sauer & Sohn, 16 gauge 2 3/4" chambered, Imp/Mod chokes over 7x57R. It has a 6X42 Zeiss Diatal in claw mounts and a 14 1/2" LOP. Made in the early 1960's. This one checked all the boxes for me, so I ended my hunt and said I'd take it.
The gun is still in Germany with Tobi and it will be a couple months at least before I get it, hopefully in time for the end of pheasant season. After picking out this drilling, Tobi contacted me and we had a nice long conversation via internet call. Because I was a first time customer, Tobi wanted to make sure I knew how to properly care for the drilling. This was really quite a pleasant chat and I feel very comfortable with the process. Tobi said he personally inspects all the guns he lists and guarantees them. I hope the rest of the waiting and importation process goes as smoothly and that I have some pictures to post by late fall.
Thank you to all who shared their experience and gave me advice.