> 寿季「元々俺が無理を言って時間を作ってもらったんだし十分だよ」
>
> 桐葉「別に他の日でも良かったのよ？ **何なら一日オフにして付き合ってもいいぐらいなのに** 」
>
> 寿季「それは願ってもないプレゼントではあるけど、どうしても今日が良かったんだ」

Does the bold sentence mean "If necessary, I would take a whole day off to
accompany you"? Or "If necessary, you would take a whole day off to accompany
me"?

It seems to be the former, but the てもいい suggests the subject should be "you".
So I’m confused.
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2021-12-12T16:46:25.433
91579
2021-12-13T08:06:14.263
36662
question
grammar
The subject of 何なら一日オフにして付き合ってもいいぐらいなのに?
してもいい indeed can be used to talk about actions taken/things done by the
speaker or the listener, but if it refers to the listener's action in the
declarative, it's usually a grant of permission. Like this line:

> そう思いたいなら、そう思ってもいいぞ  
>  Free feel to think that, if that's what you want to think.

> もう来なくてもいいよ  
>  You don't have to come anymore. _or_ We don't want you to come anymore.

Note that it doesn't always have to be permission seeking or granting. A lot
of times it is used to talk about a condition, but I think even in these
condition descriptions, there's often an embedded benefit-receiving aspect.

> 学校行かなくてもいいなんて、羨ましいよ！  
>  I am envious that you don't have to go to school. (the listener has
> received permission from the school/parents)

Thus, it's important that you understand if there is a benefiting party
between the conversing parties, and if yes, who the action potentially
benefits. In your cited passage, the context makes it clear that the speaker
is talking about their own action. With a rough rendering, this should be
clear:

> 寿季: It was my bad. It was already a lot to ask that you make time for me.
>
> 桐葉: Would another day have been okay? If necessary, I could've just taken a
> day off to go with you.
>
> 寿季: I'd have liked that as well, but I needed you _today_.
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2021-12-13T08:06:14.263
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answer