This isn't the place to ask about headsets. JC is such a huge group of aviation professionals, we cannot agree on anything other than FO pay at a regional sucks.
I have the Bose. There is no doubt, they are the best. Hands down. But the old saying "You get what you pay for". Well I'm getting a headache because $55/month is going to Bose. If you're going to be a flight instructor, get a quality headset, not some $60 headset on eBay.
Personal experience. I'm runing the Bose Aviation Headset X. It was $995. Horrible price for a headset. But again, its the best. Best audio availiable, little fragile sometimes, cannot throw it around. Most comfortable headset available. Passive is HORRIBLE. I closed the cord in the Duchess door, my ANR stopped working. I overnighted it to Bose, a day later I had a brand new headset. Customer service is amazing. They'll even call you when your payment is late! (sarcasm).
Lightspeed, closest to Bose. Biggest problem, too bulky, look like a dork, purple. Other than that, AMAZING quality. Audio is second to Bose.
DC 13-4/ENC- Classic, sleek, nice headset. ANR is a joke compared to Bose/Lspeed/Telex. QUALITY headset, throw it around, wont break. Feels like a clamp on your head. Depends on the shape of your head, keep in mind.
Telex, the Echelon is a joke, The Stratus is nice, ANR is decent, at best. But a reputable name with loyal customers.
The point is, go with what you want. Just go try a few on. This is gonig to be a big investment to do it wisely. Am I saying go buy the Bose? No. It's expensive, I know that, Bose knows it. Get what fits you best. If you're a weekend warrior, get the cheap DCs.
Good luck.