Matt,
I understand this is a tough concept for a native ND so I'll attempt to explain. I'm in CT and about a month ago I did have the pleasure of visiting ND on business. It was fun seeing all the deer and pheasant along the highways. We counted 54 pheasant along the access road for G.R.E. Coal Creek plant on the way out. Of course the -12 F temperature was a bit unpleasant and made getting home to our 20F temps feel absolutely balmy.
Anyway back on subject, Some guys work jobs that only get limited vacation time. For these guys hiring a guide service make a lot of sense. It allows them to jump on a plane arrive, hook up with the service who has done all the scouting and will supply all the bulky items like decoys. You hunt the 2 or 3 days you've got, Throw the game breasts in a cooler and fly home. Two vacation days and a weekend cover it. Basically a no hassles, relaxing, hit and run hunt.
The alternative is putting a hunt together with a couple of good friends, spending 2 to 3 days driving each way with a fully loaded truck (trailer for goose decoys & dogs), motel rooms (at 50 plus there is no way I'm driving through, then hunting hard and driving through back home.) Hope we can find good spots on land the size of my home state. If we hunt more than 3 days we're bumping hard against our possession limits although with a grinder along we could be making sausage in the evenings. Five days of hunting and you're into a second week of vacation.
Now to put it yet another way, say you want to try a coastal eider hunt. What's more attractive, drag a big water boat out to New England, buy eider decoys you may never use again. Get up and launch your boat into dark unfamiliar sea water, tides and rocks and ledges and find good spots to hunt. Or would it be easier and more enjoyable to simply fly out and hook up with a guide of Bill Wasson's talents and experience first hand a totally different world of hunting from that experienced in NorDak. Here in New England we have a lot of coastal shore and good numbers of Oldsquaw, Scoter and Eeider to the north. They're not hard to find, in fact, like you, I could easily say only a fool needs a guide but then I've seen both sides and understand that free lancing takes time and equipment. Guides are a nice short cut for those without them.
Scott