I went the opposite direction as you may be going: from daily markdown files, to 1 giant org mode file where the date is the top header, to 1 giant org mode fil

I went the opposite direction as you may be going: from daily markdown files, to 1 giant org mode file where the date is the top header, to 1 giant org mode file where my TODOs etc. are the top header. I think what works best depends upon how you plan to use them and what your workflow looks like. But I have tended to find the "1 giant file" is a better fit for me.