As much as I love the .338 win Mag,I have to recomend another.
You have already stated that the .300 WBY dosn't bother you in recoil,you already have the glass for it(good choice by the way).You have mentioned bears in the future,you plan to reload.To me this screams BUY THE .300 Rem Ultra Mag.
The handloader can do some amazing things with the .300 RUM.It's a great flat open game round,it's a devestating elk rifle,and it will handle the biggest of bears.
Look to the Barnes triple-shok 165's or 180's or Nosler Part 180's,buy your self a case of Retumbo and get to loading.
As towhat rifle,look to find a Browning A-bolt,Rem 700 CDL or a Sako.
Good luck,and if all else fails,buy the .338 Win Mag.
BBJ
BBJ