Remember this is a headset you are talking about, not a spouse. The odds are you will have a few over the years (come to think of it, maybe headsets are like spouses).

The first headset I was issued in the Navy was a Telex Twinset. Telex - Aviation Headsets
They were garbage: fragile and sounded horrible. Since then I have tried Bose, DC, another Telex, in ear and "cans", active and passive noise reduction.

In Ear vs. Cans: I found in ears to be okay except when it is hot. In the heat, my ears tended to get more wax and crud building up (all together, "ewwwwwww"). Cans are a little better especially when used with fabric covers over the gel seals (but that increases the noise, not much but some.

ANR: As a passenger, I like it, but if I am driving, not so much. IMHO the ANR blocks too much sound: I like hearing what the plane is doing (but that could be left over from my piston days).

Bose are nice, but pricey. They had the best sound quality, but listening to voice comms transmitted over AM, the fidelity is kinda overkill.

My backup is a pair of Telex cans that were given to me (yes, I am still biased against Telex due to the Twinset). They are okay, nothing special. Too much plastic in the load bearing places for my taste.

After trying all the others, I keep going back to the DCs. They are tough, and customer service is fantastic. As someone else said, if they do break, you need a backup when you send them in. In 13 years, the only problem I ever had was a broken metal head strap. When they came back, the looked like new, and the only cost was shipping them back.