I don't like the words you're using to describe the people in your second paragraph, it doesn't sound like a problem with skillsets as we normally think of the word, or culture necessarily, at least the "culture" of workplaces.
It sounds like these people have to be on a short leash, period. It's just that the leash is implicit on site, but has to become explicit in a bad way when they're remote.
Although I do empathize in other contexts (especially the long term unemployed, or those not making it into the job marketplace) the general "skillsets" of working, of "showing up on time", being diligent, properly subordinate to your superiors, etc.
It sounds like these people have to be on a short leash, period. It's just that the leash is implicit on site, but has to become explicit in a bad way when they're remote.
Although I do empathize in other contexts (especially the long term unemployed, or those not making it into the job marketplace) the general "skillsets" of working, of "showing up on time", being diligent, properly subordinate to your superiors, etc.