Rickshaw summed it up pretty well, and Cary's example illustrates a point well.
I wandered around many parts of wilderness Alaska for the better part of 30 years, and I still much prefer being "out there" without having to worry about a lot of traffic or about airspace boundaries.
But, I have always done everything in my power to fully understand and comply with procedures in place at busy airports. Survival should be a good enough reason, but how about the potential to wind up having a "chat" with the FAA?
Better yet, I guarantee you that when you roll into ANC Bowl airspace (or Portland, Seattle, etc) and call up Approach Control and you KNOW what you're doing because you've studied the airspace, that the controllers will quickly recognize your behavior as that of a professional. And, what that means is that often they'll give you a little more slack than they will the guy who pops up in the middle of their parade and asks for vectors, etc.
As Tom Wardleigh used to ask private pilots in Alaska: "So, if you say you're not a professional pilot, what does that make you? An UNprofessional pilot?"
For several years I flew in and out of Fairbanks airspace, which isn't as busy as ANC, but it's busy and VERY diverse, in a Husky with no transponder. When the weather was down, getting a special VFR clearance can be tough in an airplane with no transponder. So, I talked to the ATC Chief, who was a good guy. He gave me a "procedure": fly to a certain point and circle (just outside the Delta airspace) below 2000 feet, and wait for the Special. A week or so later, I was returning from up north and FAI was 2 miles, and BUSY. A helicopter just got told to remain clear of the airspace.....pilot asked how long a delay.....controller replied "45 minutes". Ouch!
So, I proceeded to the "spot", told Approach I was there and orbiting and needed a SVFR clearance into the FAI airspace. They rogered that and told me to continue holding. Not two minutes later, the controller cleared a 207 into the airspace from the north. ATC called me, and pointed out the 207, who was a mile or so east and higher and asked if I could see him and maintain visual into the surface area. "Yep". "Husky xxx is cleared into the FAI surface area, maintain special VFR conditions at or below 2,000 feet while in the surface area and maintain visual separation from the 207 ahead." Turns out that "spot" was just to the west of the instrument approach corridor to FAI.
Point is, if they know that YOU know what you're doing, many times they'll trust you just a bit more than they might someone they don't know or who is stumbling around. And, when the weather sucks, that can be golden.
But, it should be reward enough to know that you can play with the big guys and come across as knowing what you're doing.
Not long after I got to Crookston, I overheard an instructor briefing a student on a cross country, headed to Minneapolis. The plan was to go to an uncontrolled field on the east side of the Bravo airspace, and under the shelf of the B. The instructor was telling the student that they'd fly around the Bravo airspace enroute, rather than go through the Bravo. A bit later, I asked the CFI why not go through the B airspace? He responded that "ATC won't let us", so I volunteered to ride along in the back seat.
Sure enough, we got close to the airspace, and the student called Approach and informed them we were headed for that field on the SE side of the Bravo. Sure enough, the Controller said "descend and maintain 3,500 and remain clear of the Minneapolis Class Delta Airspace". Hmmm.
Looking at the chart, I told the student to call the APPROACH controller back and request that he get us clearance through the Anoka County and Holman Class Delta airspace. Remember, this guy is an approach controller for the AREA, not just MSP. The student made that request, the controller responded "Warrior xxx, climb and maintain 4,500 feet, cleared into the Minneapolis Class Bravo airspace, proceed direct to xxxx"
The instructor asked me "What just happened there?" I told him that the approach controller would have had to make two phone calls to tower controllers to comply with our reasonable request. And, HE would be flight following us through those two Delta airspaces at low level. So, it was easier for the Approach controller to simply clear us into his Bravo airspace, and get us out of his way ASAP. Make it easier for him to do what you want, and he'll see things your way. And, the fact that our request suggested we knew how the system works might have led him to trust us a bit more as well.
For what it's worth.
MTV