I've had the Beats Fit Pro for maybe 18 months? Can't remember exactly when they came out but they are great. They have levels of noise suppression, which I turn off, good battery life and they stay in my ears really well.
I had some custom molds made of my ears maybe 7-8 years ago by Troy from WC which were amazing. The audio drivers in them weren't great (there were lots of options, I just stayed on the economical side) but the fit and noise suppression were fantastic after getting used to them for a week. I lost them somewhere along the line which has been devastating. I can't remember how much they were, but compared to the wireless options out there now they weren't bad. I'd guess between 250-350 at the time. I'll end up with another pair at some point because of how comfortable they were. And because I'd actually wear them when the environment was loud.