When I said: "By 'cable-rolling,' J.Y. meant you can try various interconnects (cables that connect your source to the amplifier) to find which has the best synergy with your particular equipment," I wasn't referring to your 501's cable. I was referring to the cable between your source and your amplifier.
The source is literally the source of your music, be it an analog source such as a turntable, or a digital source such as a compact disc player (or a computer sound card, etc.). Interconnects are cables that connect this source to the amplifier of your choice, which in your case is the HeadRoom Airhead (as I mentioned in my previous post, the Emmeline HR-2 has great synergy with your cans, AKA your headphones. However, since you are new to the Head-Fi forum, I cannot accurately gauge your audiophile experience). You claim to be a self-confessed newbie on college finances, so you may not be ready for the HR-2 in terms of budget and/or critical-listening development.
However, I see from your signature and profile that you have 2 sources: the Creative Nomad Jukebox 3 and the Sound Blaster Audigy 2. Both of these are competent, but you'll no doubt learn of other options in both the soundcard and portable media device arenas. It looks like you already have a decent amplifier too, so you may want to stick with what you have and tweak small things within your current setup (since you are a college student with a limited budget, just as I was not too long ago).
What interconnects are you using between the Airhead and the Nomad? Have you tried other manufacturers? If you have only auditioned one IC (interconnect), then perhaps try a better-quality IC. Can you observe any difference between dirt-cheap interconnects and higher-quality interconnects? If you cannot discern any changes in sound, than you don't really need better cabling with your current configuration, though this may change as you upgrade your sources and amplifiers.
How are you encoding your music? I encode most of mine using EAC/Lame --alt-present extreme 256VBR. I encode my favorite albums using FLAC (a lossless codec), though I rarely pass a double-blind test using my current rig (LynxL22->Zu Pivot->HeadRoom Max->HD600).
Welcome to the never-ending journey of Head-Fi, where a man who spent $50K and announced victory has returned to fight another battle in the electrostatic realm. I know that last part won’t make sense today, but as you dwell here among us crazies you will learn of Nik’s journey (and countless others’ as well). There are many members here that are well-informed and willing to help, but the one member that has been the most helpful to me is Hirsch; he just seems to know everything and is always giving constructive suggestions and tips. I hope he isn’t offended by my shameless name-dropping, but he really is a valuable resource and he seems like a nice guy. Remember, the music is the most important part of anyone’s system.