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Agreed. I've stated it before in other threads, and I'll say it again here, but if they asked me in 5 years to pay another $89 or whatever in continuing support for a badge on my server I'd happily do it. Plex is really good. Great UI, great apps, great external enrichments like trailers/subtitles/ratings/actor info, and Plexamp is 9.5/10 for music.
Their biggest fault is how they communicated about the change for remote users. I did have a few family members get the email and ask if they were going to have to start paying monthly now, but they've never been on a free server. They should have stated more clearly than if you were on a Plex Pass server that no change is required.