Take what you have read with a grain of salt and go shoot it to find out.
I doubt you will notice any ill effects or barrel contact.
I have been reading the same thing for years. I have been shooting quite a few old style synthetic stocks as well and personally have not noticed stock flex affecting anything.
Yeah you can probably put pressure against it and push it into the barrel but under real shooting conditions is that going to happen? In my experience probably not. I have factory stocks on everything from a model 11 .243 to a 116 in .300RUM with quite a few in between and some of these rifles really turn heads with their accuracy.
A 110 stock will fit as long as the action screw holes and magazine design match up.
There are lots of opinions on muzzle brakes as well but I love them, especially in long action or magnum calibers. They can really make a big difference with the down side being the noise. On a Win Mag I wouldn't hesitate. A good slip on type recoil pad will help a lot too if the added length of pull is tolerable. It's hard to shoot well if you know it's going to hurt so in my opinion recoil reduction for the Win Mag is a great idea.
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