Personally I do pay for YouTube Premium, so videos I watch do make money (and do not have ads for me). As for in-video sponsor segments, I doubt the actual sponsors get any analytics about when they're skipped or not.
They surely get analytics on how well a sponsorship works since they use dedicated URLs. And if a sponsorship does not produce a return on the investment, the sponsor will stop giving money to the content creator.
YouTube does show the creator/uploader engagement throughout the video, so you can tell if there are less viewers for sponsor segments. My point is that info isn't necessarily shared through to the advertiser
I thought about using that plugin, but I'll be missing out on the creative sponsored ads done by some YouTubers like Daniel Thrasher (plus his sponsored section is at the end so I can always skip them anyway).
That is my assumption and it would be shocking if that were not the case. This is the case for ad revenue. Youtube premium replaces ad revenue with a fee.
The interesting question I'd like to know the answer to is if creators get more money per ad impression or per premium subscriber view.
Do demonetized channels get their share? A couple of channels I watch swear a lot, and are demonetized. It's a bliss to watch YouTube without ad interruptions. I don't mind product placement by the content creators. I would be happy to pay if I knew they are paid too.