Go Olds. As Mendez says, there really aren't any bad Olds by year. Even if you do follow that belief, a 1964 would be considered a good year.
Side tracking on the "good years, bad years theory," the idea is the older the better. However, there are differences in how certain models were made during the years. One of the most obvious is the Special. Big difference in the early mid, and late horns. all good, but an early Special is a very different horn than the late nickel plated one. I see the same thing with the Supers. While many people prefer the very early Supers (40s), I really like the later ones (50s60s) better. Much heavier, different sound and blow.
Olds Supers, LA (1953), Ful. (1962)
Olds Recording, LA (1952)
Olds Studio, LA (1953)
Olds Special, Ful. (1964)
Olds Ambassador, LA (1954)
Olds Ambassador, Ful. (1973)
Bach Strads 37-(1967, 1970, 1974, 1982)
Bach Strad 72 MLV (1973), 72* (1982)
Kanstul 1500 (2002), 1502 (2008), 1503 (2002)
Kanstul 1537 (2007)
Kanstul Chicago (2000)
Kanstul 1510 C
King Liberty (1929,1929)
King Liberty 2 (1938, 1944)
King Liberty 2b (1950)
J.H. Darby 45 USA
Holton (Revelation) 1924
Kanstul 1525 Flugelhorn
Are you talking jazz combo or big band?
While you can get a nice sound out of either horn I would look to either one for jazz combo work ... I would be looking at an older Buescher or Holton ( not collegiate) ... something that is really resonate with not much effort.
You can find older Conns for a song as well... a 1930 22b is a little bright but man can you move around that horn.
If it has to be between the Olds and Martin .... Olds
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