I have carried virtually every day of the past almost two decades, except when it wasn't possible at all (think international travel).
When I started carrying, I would yo-yo around, everything from a 5" 1911 (first pistol I bought), down to a Kahr Pm9 or a 638 thrown in the pocket.
Except for where deep concealment is needed, for several years regular daily carry was a Gen 1 Shield OWB at 3:00, easy to do with my style of dress and untucked shirts. A couple of years ago I switched to a Glock 48 MOS OWB at 3:00, again, very doable with the right holster and attire.
I think the current generation of slim polymer 9mm pistols (P365, Glock 43x/48, Shield Plus, Hellcat) hit the right balance for most civilians between small size/lightweight/capacity/still being easy to shoot.
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