Adam;
I usually carry concealed under a large T-shirt or Sweatshirt, and even the standard hammer on a 1911 snags from time to time. I would also imagine that finding a good holster for concealed carry with a P-38 might be a bit of a problem as well, unless one was willing to go with a custom holster maker or use one of the many "one-size-fits-all" type of holsters on the market (which usually don't fit anything very well
)
As far as reloading the magazine well of a P-38 while keeping the sights on the target, your a better man than me....you'll have to show me that trick some day.
As far as the silvertips go, my P-38 fed those without a hiccup as well, and several other HPs to boot.....the only ones I remember it having trouble with were some 100 grain S&W HPs that I bought at a gun show (shows you how old I am!)....I think the bullets were loaded too short for this particular gun.
Take care...........