Rather than sending that third email, why not call them? Even in my company, where I don't know any remote workers, people webcall each other all the time, since we're often on different buildings.
Also I would be lucky for them to pick up the phone.
I find phone or in person much better to gauge tone and emails can more easily be dismissed.
This. Thank you for being this person.
So lucky it's not worth the time? I'm still learning the how who when and what to overcommunicate when remote. Can you suggest to schedule time for remote meeting/screen share with this person?