If it were me, I'd make the following adjustments.
28 to 30" barrel. If you're going with the Holland lug, you'll have to remove the barrel and index any way so......... just more dollars
Up the cartridge size to 7 mm RUM. The Win isn't that much more than the 280.
No brake necessary but, I'd stick one on anyway.......
It would be a bit much for a carry gun, but the A5 isn't much for carrying anyway.
If you wish to stay with the barreled action stated, I'd switch to a more sporting style McMillan type stock. Not much more than the "look" would be sacrificed.
I have your 'dream' setup in 338 RUM except with a brake and a Remington tupperware stock. Great for carry and very very good for LRH.