I don't have the SoundSport Free to compare but I decided to return my PSBs. It seemed they would randomly pause or go to another song. Also the sound signature to me was a little too mellow and lifeless. Felt the low end smeared some of the other frequencies and they just didn't have the detail I would have liked. In full disclosure I have turned into a recent Grado fan so take my comments for what they are worth
Also the feeling of IEM in my ears was not very comfortable (which was like the feeling of wearing earplugs) and was just not for me. If you're already an IEM fan this may be a non issue as well. Also using the controls on the earbuds, as if for example you double tap the button, transfers the vibrational sound very loudly to your ears. That can get annoying pretty quick.
So after the above I decided to buy the Bose QuietControl 30s instead. From reviews I've heard they are very comfortable and do not go into your ear canal as far as most IEM's. Not sure how I will fair with their sound signature. According to earlier comment about SoundsSport free and having to turn them up to loud, I figured having the NC should help me here. I checked with Bose and technically they are not certified with an IPX rating but should be okay if I dry off earbuds with towel after exercise. Also having the controls not on the ear should be better for me. I also think having the neck band might actually be more convenient than full wireless as i can put them on and off quicker and not have to store them in the case or my pocket in between using.