(SPOILERS) Letter Collector achievement is still missing?

[Cookiecute516]

Hi, so I just completed the game, did the whole fight with Tragedy, and reunited those lovebirds. Now it says that the theater is closed, and I have to reset to keep playing. The only achievements I have yet to ping are the one for resetting (which I obviously still need to do), a secret achievement I have learned you get for failing against Tragedy... and the Letter Collector achievement. I had received all the letters before I reached Tragedy, so I don't know why it didn't pop. Could somebody help me figure out what happened here?

If it helps, I got the letters in the following order: 3, 1, 4, 2. Do I need to do it in numerical order or something for it to pop?

[Altune]

I had the same problem earlier today, but Letter Collector finally popped for me when I got the ending for failing against tragedy. Maybe the conversations you have with him are also flagged as letters?

[Cookiecute516]

Oh really? Well, I suppose that just means I need to reset and go back in for Round 2 after all. Maybe that way I can get all 3 achievements left in one go! Thanks for the tip, hopefully it brings success.