I take a bit of an opposite tact
I do not think the 357 is a Boutique round, its just not currently top of the charts and may never be, but its both a good one and interesting and a very good range round. If you reload or get into it then its an easy one to reload. Cost is the same as 9mm other than the brass (assuming you have to buy the brass an not get range brass)
Real good CC guns are not good target shooting guns. Range work with them is to practice with them to be proficient.
226 is a good range gun and HD, but not as easy to conceal.
220 is a good range gun, good HD but not easy to conceal either though its a bit less bulky (you also give up a lot of rounds and not as easy to control as a 9mm and I have not shot a 357 Sig chambered gun yet)
So its a contrary set of conditions and which do you want the most?
The 239 is not a bad choice for CC as you will not shoot it that much and the 357 rounds can be had at a higher cost but if you do not shoot a lot of them small dent in the wallet relatively speaking
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