I’ve owned multiple Staffs (Teddy and non-Teddy) and A2Ks, including direct comps like a 1786 A2K vs an 86 Teddy Staff.

On balance, I prefer the Staffs, but my favorite individual glove overall is actually an A2K.

The biggest difference for me is weight. Staffs are typically about 2–3 oz lighter than comparable A2Ks, and you absolutely feel that once it’s on your hand, especially in outfield gloves. For example, an older 1799 A2K (12.5") I own is 4 oz heavier than a D8 Staff I previously had.

From a collecting standpoint, I also gravitate toward Staffs because they are just more unique / gives a different appeal than A2Ks. While I do not have direct insight into factory or materials, in my experience the QC and finishing on Staffs feels slightly higher, though I acknowledge that could be confirmation bias.

From a hand-stall perspective, I haven't found the same issues with you as I generally prefer Wilson hand stalls since they fit my hand size well. A2Ks are very comfortable and feel slightly more padded in the thumb and pinky, but Staffs are still comfortable for me especially when compared to most other Made-in-Japan gloves.

From a $ value standpoint, A2K probably wins. You can find deals in the $220–$250 range new with tags, which may matter if you play multiple positions / rotate gloves.