It's absolutely insane to me how bad the user experience is with video nowadays, even video that's not encumbered by DRM or complex JavaScript clients.
The video experience for typical video files is great these days compared to the past. I think you may be viewing the past through rose colored glasses. For years it was a pain to deal with video because you had to navigate third party players (remember Real Player?), Flash plugins, and sketchy codec pack installs from adware infested download sites. If you were tech support for friends and family during that era, it was common to have to remove adware, spyware, and other unwanted programs after someone went down the rabbit home of trying to install software to watch some video they found.
The modern situation where your OS comes with software to play common files or you can install VLC and play anything is infinitely better than the past experience with local video.
How is this any worse than what YouTube does now? Real Player and flash never made you watch ads.
> Past versions of RealPlayer have been criticized for containing adware and spyware such as Comet Cursor. ... PC World magazine named RealPlayer (1999 Version) as number 2 in its 2006 list "The 25 Worst Tech Products of All Time", writing that RealPlayer "had a disturbing way of making itself a little too much at home on your PC--installing itself as the default media player, taking liberties with your Windows Registry, popping up annoying 'messages' that were really just advertisements, and so on."
Regardless, from what I remember it was never as annoying as being screamed at to buy a minivan.