Oh Mistah Shane, you done opened a pandora's box o' opinions now.
So here's my $0.02 worth of big/little combo recommendations for commercially made bladeware.
For the "large" knife:
Busse Steel Heart
Swamp Rat Camp Tramp
Ranger Knives RD6 or preferably the RD7
For the "little" knife:
Busse Anorexic Badger Attack (from the secondary market)
Swamp Rat Howling Rat
Spyderco Moran Featherweight (either trailing- or drop-point version)
However, given your generous budget, you could easily be looking for custom-made blades. If you check out the
Bladeforums Knife Maker's For Sale Forum you may find what you are looking for. Alternatively, you could check out the makers' individual websites for blades that are currently available.
A maker whose work I recommend for both its reasonable pricing and very good working geometry is Bill Siegle. Bill makes some delightfully sturdy knives with great working edge in 5160 steel, differentially hardened. In particular, for your larger knife you might look into his Green Medium Hoodlum II knife in a 7-inch blade, as shown on his webpage:
http://www.geocities.com/siegleknives/
A relatively unknown blade maker (although famous as a sheath maker) is Brian Wagner of Okuden. He works in A2 tool steel with Paul Bos heat treating on it. He makes mondo-indestructo field grade knives that have seen extended field use in the sandbox by serious operators. You can see some of his blades here:
http://www.okuden.net/cgi-bin/thatsanorder.cgi?cat|custom
I got a
Sharp Thing II knife from him at Blade West. Very sturdy smaller blade. Of course, part of the beauty of the Okuden blades is that you get one of his extremely well-made sheaths with the knife. Given that the sheaths go for about $65 each, that places the knife itself in the $160 range, which is toward the lower end of the field grade custom knife price window.
For small custom knives a couple makers whose work gets consistently high marks for their edge are Bill Dozier and Geno Denning. Of course, this brief listing does huge disservice to the many, many other fine makers out there making very high quality blades. My apologies to all of them whose names don't jump into my mind at this moment.