I've owned many headphones over the years and typically done research on what magazines have recommended as the best choices under $100 or less. The ones I've owned have included the Ultimate Ears 500vi, the Klipsch S4, and the Shure SE215. To be honest, I've liked aspects of all the headphones that I tried, but none really captured everything that I wanted it to do.
The Ultimate Ears 500vi had a great control system compatible with the latest phones as well as a multitude of ear pieces to ensure a great fit. The sound, to me, however, wasn't particularly great and I had a hard time discerning a noticeable difference between those headphones and ones much more affordable.
The Klipsch S4 are also highly recommended and I liked the convenient controls they had as well and found the earbuds easy to put in and take out. Sound was good, but build quality was definitely a bit less than some of the nicer headphones in the same range.
The Shure SE215 were my most recent pair and I was most happy with their excellent sound. The cable felt strong and high quality and the sound reproduction was awesome. Sad part was that they were hard to put in and out as they involve a rather involved over the ear style that you see musicians use. They also lacked the inline control of the other two models.
That leads me to the Velodyne. They have the highlights of every headphone above. They come with in-line control. The cable is high quality and flat, preventing cord tangle. The sound is fantastic, especially if you love bass and is equal to the Shure SE215 to my ears. And finally, they are very comfortable and easy to put in and out as well as coming with a multitude of ear tips as all the high quality manufacturers now provide.
Wirecutter (and former Gizmodo editor Brian Lam) has chosen this as their new $100 choice and I can't disagree. I'm very happy with them.