Does it matter if I skip sponsored ad segments in YouTube videos?
Deceptichum@kbin.social to 
As in, would the channel be losing out on money? Because I don't want to take away from small creators if there is a retention rate for viewership of that exact segment, but I would prefer to skip any of the "but first check out this shitty mobile game".
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Immediately, no. The advert payments don't pay attention to you skipping the advert.
Over time, as people skip the ads, the value that advertisers put on the ads will diminish, as they realise that people won't see them.
The best solution would be to make the advert relevant to the video, or making them actually interesting (Like TomSka's over the top SurfShark ads), but that's me overthinking things again.
I'd 100% say that I'm less likely to skip an in-video sponsor segment if the creator has tried to make it a bit more entertaining than just an ad copy read with logos and stock footage of people walking on a beach.
I'd say map men and boyinaband are two that jump out to me as having several I've not skipped, there's obviously others.
If advertisers aren't already on to this, those are the spots they want to be paying for, and I'd hope that means the creators doing them are getting paid a lot for them
InternetHistorians ads are worth watching on their own
How do the advertisers know how frequently in-video ads have been skipped? Do they ask for historical data on this from the YouTuber before brokering the sponsorship for an individual video?
They don't, they see how many people use the special link (Join now at www.superaids.com/yewtewber for 10% off your first order!) and if they find that fewer people are responding to the ads, the ads are simply worth less. If you skip ads without thinking, or worse with a plugin, then you won't ever see the ads that might actually interest you, and the use of those links will decrease.
Woodworking for Mere Mortals had some great Microjig ads for a while until he ended the partnership