I'm planning on using portraiture since that seems to be the one that works right now but I'll be keeping scaleup in mind as an alternative, thanks for the suggestion!
Just so you know: PyTK was made obsolete by the mod author. Using it for your portrait mod is a bad idea. Portraiture seems to be what's still working for portrait mods, but you might ask for some assistance in the Stardew discord. I don't even think you need a separate dependency for a portrait mod right now, because I think Content Patcher is working directly with everything now? But yeah, ask in the Stardew Discord, they have modding channels that'll answer any question you have about making one.
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File Naming Abigail_spring. png Abigail_winter. png Abigail_IslandSouth. png
2.Using ScaleUp https://www.nexusmods.com/stardewvalley/mods/3130
In the optional file, refer to the modification method for DCBurger's High Res Portrait Mod (CP) and modify the syntax of PyTK to ScaleUp