He could get there, but I wouldn't use the brass again. The gently tapered shoulders of the H&& really likes to stretch brass if pushed hard. The OP would probably stretch the brass ahead of the belt so much it wouldn't survive a second firing. Just because one can doesn't mean they should.
With today’s modern hybrid propellants (not available back when the H&H cartridge was introduced), you can get
more velocity with
less pressure, so the OP’s brass
will last longer with less stretching - and hence less trimming. The key is the powder choices.
But again, what really distinguishes all the .300 Magnums from the .30-06 is their ability to push the
heavier 200grn-230grn premium bullets faster and farther.
SAAMI speed specs for 180 grain 30-06 bullet is 2860fps. Only 10fps faster for 300 H & H.
Thanks for making my point.
Topped with bullet-weights up to 180grns, and loaded with modern propellants, the .30-06 can hang right in there with the magnums, at least in off-the-shelf retail ammo. But ballistically on the heavy end, the ‘06 tops out with 220grn bullets @ or near 2400-2430fps. Properly loaded, the old H&H can do much better than that. Obviously a top-end Weatherby load even more so with the same bullet-weight.
In fact, except for one specific handload that uses a Hornady 125grn SST bullet for long-range coyote-sniping, the only time I reach for my .300H&H Ruger #1 is when I want to send a 200grn or 220grn bullet further than my ‘06 could.
Otherwise, I’ll grab my ‘06 M70 and load it with whatever 180grn ammo it prefers.