Drew,
Just going on my experience with facial recognition of high profile shooters in old photos from the late 1880's through the early 1900's, I would say:.... Top image, at far left with that (jay-leno) chin, looks like a young Fred Gilbert... In the middle standing with his arms folded, looks very much like Dubray.....
Second image:... The portly fellow toeing the 28-yd line with the derby head gear and relaxed suspenders, appears to be the revered Omaha shooter Frank Parmalee who preferred his Parker's configured sans doll-head... I have an original old photo showing Frank seated with his Parker and a cigar here on the wall, I'll try and post an image later today...
Best, CSL
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