Even that is not an easy question! I got a really good deal on $300+ over-the-ear headphones and they physically broke within a year from just regular usage.

Even that is not an easy question! I got a really good deal on $300+ over-the-ear headphones and they physically broke within a year from just regular usage. I bought much cheaper Sony headphones to replace then and they've been going strong for way longer (and more comfortable to boot).