The key to mastering recoil is wanting to. If you don't want to, you'll never be able to. I got beat up pretty good shooting a 7.62X54R Mosin Nagant carbine with that wicked curved butt plate, and concluded that big rifles were beyond me. Then I had an epiphany of sorts after reading Ross Seyfried's article on the .416 Rigby, and knew that life would not be complete until I owned one and could shoot it well. I managed to scrape enough together for dies, brass ($200/50) and bullets, powder and primers I already had on hand, and got a shiny new .416 Rigby Ruger #1. On my first attempt I lit up 102 grs of 4350 under a 350 gr X bullet, and never looked back. Before long I was shooting it prone. The only recoil induced problems I faced was the bedding of the butt stock was uneven causing it to split, and getting custom quarter rib made so I could mount the 1.5-5X Leupold so the ocular was even with the forward face of the falling block, thus it neither interfered with loading/unloading, and there was no chance of getting tagged with the scope.
From that point on I've owned .458s and .375 Ultras, and truly enjoy shooting them all. In Africa I hunted with a .500 Nitro, and when visiting Whitehorse I burned up an embarrassing amount of C-FBMI's .470 ammo in his double. Okay, the part about truly enjoying them all is a lie. When I first mounted the 1-4 Nightforce on the .458, I liked the mount very much and didn't want to change it, even though the ocular of the long eyepiece was well behind the cocking piece, and sure enough, I got careless and got tagged. You haven't lived until you've got a scope cut from a hot loaded .458. Even now when I pick up that rifle I have a moment of discomfort, but it goes away after a couple of shots are fired, and when that muzzle rises up 30 degrees I get that big smile on my face.
As a result of that little mishap, I came up with a few personal rules for shooting heavy kickers, the first being and most important being never allowing the rifle to hurt you. Don't fire a hard kicking rifle with the pocket of your shoulder open ( high elbow position) pull your elbow down and put a layer of muscle between the rifle butt and the shoulder pocket. Its amazing how many people a scared to shoot their big rifles from anything but offhand, but them assume an olympic off hand position. Square up to the target a bit more and keep you elbow closer to your body. Do not shoot too many rounds at a time, if 3 is enough don't shoot 5, particularly from supported field positions or from the bench, and if 3 are too many shoot 2 and if 2 are too many, reduce the load.
Pay attention to how the rifle is set up. Don't put yourself in a position where the scope can hit you. If you are like me and prefer your rifles to have short LOPs, be sure the scope is mounted well forward. On my first .375 Ultra, I used a scout scope, things would have gone very wrong if I got tagged with that. On my Ruger #1, the custom quarter rib had the scope far enough forward I'd never be hit, but it limited the magnification of the glass to 3X, any higher and the image donutted. This didn't prevent me from taking advantage of the rifle's flat trajectory and do some very credible shooting out to a quarter mile on realistic sized targets. I move the forward sling swivel to the radius of the forend to prevent recoil induced cuts to the forefinger of my support hand. Another adaptation I made was to have a knuckle deflector installed behind the trigger guard of my Brno 602. Due to the way the pistol grip of the McMillan Express stock crowded the trigger guard, each time the rifle fired, the knuckle of my middle finger got a painful wrap from the trigger guard. A little piece of contoured nylon screwed to the rear of the trigger guard resolved the problem neatly and inexpensively. If the recoil pad doesn't cushion the rifle butt in recoil, replace it. If the LOP is too long, felt recoil will be more intense, so shorten the stock. The best way to reduce the recoil experience though is with good hearing protection. If you find the report painful, you will never shoot that rifle well, and you will probably blame it on recoil.
Other rules pertain to the welfare of the rifle, such as examining the bedding to ensure the stock will not fail. You might have to add a second recoil lug along the barrel. The stock, particularly if wood, will benefit from being cross-bolted, but in a synthetic stock it acts like rebar in concrete and strengthens the structure of the material. If the rifle doesn't feed reliably, that problem must be addressed, either by changing the style of bullet you use, the seating depth of the bullet, of sending the rifle out to have the problem addressed by a gunsmith. Hard kicking rifles are no place for a poor trigger. If you have a long tedious pull before the trigger breaks, chances are when the rifle finally fires, it will be loose in you your shoulder. If the trigger is too light, the rifle will fire before you're ready for it to fire, and you won't enjoy that. Of course all this pertains to big rifles, not little .300 magnums.