Somehow wrong video file is played for episode 1

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The situation:

There is a directory “To Heart”, with contents:
To Heart - 01.avi
To Heart - 02.avi

To Heart - 13.avi

There is another directory “To Heart 2 ad”, with contents:
To Heart 2 ad - 01.mkv
To Heart 2 ad - 02.mkv

When I view To Heart in Plex, it looks as if it’s going to be the right thing, but the actual video that plays is somehow “To Heart 2 ad - 01.mkv”.

Not sure how this is even possible?

Looks like Plex might have merged both shows based on the naming.
You might want to consider applying the official naming schema for those files… with show names do similar, it could also help to include the year the show was first aired to properly distinguish them.

To Heart (1999)
  Season 01
    To Heart (1999) - s01e01.avi
    To Heart (1999) - s01e02.avi
    …
    To Heart (1999) - s01e13.avi

To Heart 2 (2005)
  Season 01
    To Heart 2 (2005) - s01e01.mkv
    To Heart 2 (2005) - s05e02.mkv

https://support.plex.tv/articles/naming-and-organizing-your-tv-show-files/

That definitely works around the issue.

I guess I’m just surprised that “To Heart 2 AD” was considered part of “To Heart” just because it had part of the name in it. It seems like the kind of thing that would happen infuriatingly often with very generic names.

Hence why it is generally recommended to always add the release (year), and in particularly difficult cases even the ID numbers of TheMovieDB or TheTVDB.
See the link which was given above.

Yes, TVDB and the like just have a very weird notion of what constitutes a season at times. They will put OVAs in as seasons, for example.

Case in point, To Heart 2 AD still isn’t showing up anywhere even with the year on it. It’s a separate entity, not a season.

While true, this has nothing to do with the topic of this thread.

I mean, it has everything to do with the topic of this thread, because I set the topic of this thread, and it’s about the exact series the original post was about.

TheTVDB does list the two series as separate items:

https://thetvdb.com/series/to-heart

https://thetvdb.com/series/to-heart-2

And then inside To Heart 2, it lists To Heart 2 AD as “Season 3”. Are we on the same page yet?

https://thetvdb.com/series/to-heart-2/seasons/official/3

This sucks. It’s sounding like I have to buy into TVDB’s wrong view of how things were released, just to satisfy Plex.

If “To Heart 2 AD” is a direct sequel of “To Heart 2”, then IMO it is correct to list it as a separate season, instead of a completely separate show.
Why would you need to list connected series totally separately, just because the creators added some suffix to the title for marketing reasons?
The way this is handled by TVDB and TMDB is wholly reasonable.

So by your logic, Terminator 2 is Season 2 of the Terminator.

We are talking tv shows here, not movies.

AD was not a TV show. It was a movie. That’s what OVAs are. It explicitly means they were not screened.

To Heart 2 was a TV show. To Heart 2 AD was not a TV show. I think you are getting confused between these two completely different, but related, releases.

I don’t know these. Hence why I prefaced my response above with

If “To Heart 2 AD” is a direct sequel of “To Heart 2

And a sequel, it is not. Not really. It’s more like a parallel timeline.

Then it’s more suitable in the Specials season.

But that is a matter of TheTVBD anyway. If you feel that it should be changed, you can contact one of the admins on their site.

But the question is, what good will it do. The current way was probably made so that all the items will play in a certain order.
While Plex will respect the “original date” of items in the Specials season and offer them at the right time in the Continue Watching hub, other players may handle that differently.

Really this just feels like an overarching Plex assuming that TVDB is always right, when so far, every discrepancy I have encountered, my library was right and Plex and/or TVDB was wrong. This is the third case of it that I’ve had to dodge with silly workarounds like renaming the directories. (Call it a “feature” if you want, it’s just bad UX).

At the end of the day, the one who knows the best about the media library is its librarian, and right now, that librarian is me.

Plex is just using the data as they are on TVDB and TMDB.
It does not decide how these data are structured, nor does it want to.
Plex holds no sway over TMDB or TVDB.

Plex requires you to use a certain naming pattern, in order to recognize your media and to give it the right metadata.
This is what is documented here: https://support.plex.tv/articles/categories/your-media/
If you do not adhere to this schema (which you did not, as per your first post above), then the results are not predictable and might not be what you expect.
That is no silly workaround, that is how you use Plex, if you want it to provide you with accurate metadata for your media.
That is the only way that is officially supported.

Right, but even naming it

To Heart 2 AD (2008)

It gets ignored.

That’s because a show by that name doesn’t exist on the metadata sources that Plex uses.