Jake:
Here's my two cents worth.
I've had a P239 since they were first released, probably ten years ago.. The Sig was the benchmark for any pistol I considered buying, and it has been very accurate and 100% reliable from day one.
My Sig P239 put two Glock 26's on the trailer years ago when I bought a couple of those when they were the darlings of the firearm magazines...
The only downside I found on my Sig P239 was the factory grips.. I just didn't care for them, but after replacing the factory grips with rubber Hogues, it really made a difference. Later on when Crimson Trace released a set of their fine Lasergrips for the Sig P239 I bought a set of those. The CT's felt just as good as the Hogues, but with the advantage of the laser..
I purchased a surplus German P5 a couple of years ago. It is a fine pistol, but honestly, for me, it's just too large to consider for cc.. Perhaps the compact version is significantly smaller?
Both of my P99/AS's (compact and full size) are more accurate, for me, than any other pistols I've ever owned, or fired.
I am considering the PPS, when the regular versions come out as I just don't care for the weird frame finish on the "Limited" versions. If I buy a PPS I want the finish to match the finishes on my other Walthers.
I don't expect the PPS to be even AS GOOD a pistol, overall, as my Walther P99c/AS. The only advantage I see in the PPS is the slimness of the pistol.. It will have less capacity than my P99c/AS, a different trigger/striker setup that I don't care for, and it's butt ugly too boot.
IF I can hold a PPS and see that it is indeed significiently smaller for cc than my P99c/AS then I will probably buy one of the regular framed models, but I will buy it knowing it's not the pistol my P99c/AS is.
There is simply no logic in my desire for a new pistol.. I love Walthers, and a single stack makes sense.. Do I need a slim PPS? Nah.
I've shot my P99c/AS and Sig P239 side by side more than once, and the difference (for my two particular firearms) is substantial. The P99c/AS trigger/striker is light years better.
If I were going into harms way at night I would prefer the Sig P239 over the P99c/AS simply because the potential accuracy offer by the CT/Lasergrips add a dimension in low/nighttime conditions that a non-laser equipped pistol simply cannot offer.
But in any other situation the P99c/AS would be my first choice.
All personal opinion of course.
Best Wishes,
J. Pomeroy