Agreed they are challenging to rack, sometimes different grip approaches can help with that.
The newer style followers or the ones from Lakeline seem to help considerable chambering that first round. Many can ease the slide closed and chamber a round. Greg here long ago reprofiled his removing the little hump in the follower and they feed much nicer. I suspect that's where the new style followers concept originated. Kahr does recommend loading from slide lock but I believe this is because people often ride the slide or don't get the slide fully pulled to the rear. If done properly and perhaps with "gusto" they will chamber every time.
As for the pin, I use a little soft face hammer, line up the notches or the lever and give it a little tap, once it makes that initial pop, it's easy after that.
In Memory of Paul "Dietrich" Stines.
Dad: Say something nice to your cousin Shirley
Dietrich: For a fat girl you sure don't sweat much.
Cue sound of Head slap.
RIP Muggsy & TMan
"If you are a warrior legally authorized to carry a weapon and you step outside without that weapon, then you become a sheep, pretending that JOCKO will not come today."