Okay, based on those details, I have some questions for you. Perhaps even some leading ones…
- Are you saying that you want to do all of these things on Windows (including the non-Windows app CardHop and Apple’s group messaging)?
- The “directions” you mention. Are some of those particular apps or services on the Windows side of things? If so, what?
- Are you wanting to share the data you input on Windows with Mac, Mac with Windows, both directions, or neither and have independent data in each ecosystem?
- Do your requirements all need to be addressed by a Windows app, or would interacting from/via Windows in some way and having an always on Mac with automation tools also be viable?
- When you mention dictation, I just want to confirm that you are referring to the automatic text transcription from audio using anything that is available, and not specifically the Siri dictation trick that Drafts uses to allow extended dictation. Correct, or not?
- Is an i*OS device a valid alternative for you for any of the interactions you have in mind for tackling on Windows?