I suppose it depends which jazz guitarist you want to sound like.

If you wanted to sound Hot club of France, I'd go for a Yamha APX = -easy narrow fingerboard for barre chords Cutaway for access to the dusty end

Lonnie Donnegan skiffle - I'd go for an Epiphone j200.OPen strings and a capo for that clang.

Post war Django electric - Ibanez Gibson copy L Model
Eddie Laing - the Ibanez again but just the rhythm pick up

Terry Smith used to play a telecaster through a Fender Pro Reverb.

Charlie Byrd played a nylon strung guitar - some great tanglewood models . Tanita Tikaram used to have a nice Tanglewood model. very nice transducer on that. And very reasonable price.

The thing is go and ask people you see doing the stuff you enjoy. Most guitarists enjoy sharing their knowledge and slagging off their gear and wishing they could afford something else. I have found.

Louis Stewart, Barney Kessel , Larry Carlton , George Benson all favoured the big Gibson Cello number the L model. Although I think I saw Barney one time with a 335.

Eddie Condon played a 4 string guitar. Can't remember what kind.