Currently trying on all 3 of them. Wifey bought me Bose as bday gift, and then I wanted to try Jabra as well since they were spoken highly of by all sorts of reviews. Obviously the 2 brands design their earbud very differently, i.e. in ear or not. Sound quality Bose is unbeatable, even with its semi-open design. Both Jabras are not bad, but it requires proper seal, especially the Elite Sport. If you didn't get it right, Elite Sport will sound like no bass at all. Fit wise, I also like Bose a lot, since it doesn't jam into your ear canal and the signature HearStay ear pin really works well holding onto your ear. I personally don't prefer the way Jabra fits, neither the 65T nor the Elite Sport. 65T is a bit more comfortable but it feels less secure compared to Elite Sport, which has an ear pin as well that helps sticking in your ears, but as time goes by it definitely irritates. Jabras are not unacceptable to me in terms of fit and comfort, but just not as ideal when you compare them with Bose...
Lastly, V/C sync. I don't know why a lot other ppl say Jabras don't have the issue. They do, just like Bose. The lag only occurs with Youtube (or Instagram), on both my iPhone X and MacBook, not on Netflix or Amazon Prime, not even my Xfinity streaming app. Some earlier speculations suggested the reason being local stored vs. streaming video, which is clearly not the case now. I am guessing it really depends on how the manufacturing design their firmwares to fit different softwares/apps. Bose work perfectly fine with Netflix, which I spend most time on. It's actually even better than at least the Elite Sport, which on Netflix I can still feel a tiny bit of lag. So again it really comes down to how the manufacturing tailor the products to tackle this inevitable issue with true wireless headphones.
Oh one more thing, Jabras have a very strict distance limit between the 2 earbuds, which means you won't be able to share one bud with someone else to listen to music. Once you pull one out of your ear, it mutes. But with Bose I can actually share one bud with the wifey while we run outside together. I guess that's not a big deal for most ppl, but it does for me.
So I guess I'll keep the Bose. Having had the QC35 and a mini sound box in the past, I trust Bose will hold up to its quality and reputation, despite the spreading complaints and negatives out there for this Soundsport Free.