Please correct me if I'm wrong regarding how the emails got onto Weiner's laptop:

[Jarqui]

8. I think it has something to do with the sync you raise

Maybe they used to share the laptop and she left those email and password credentials and never updated her password.

Whenever he fired up his email, he could then get updates of what was on her email account automatically. That would explain why she wasn't aware of that data on his laptop.

All conjecture on my part but but very plausible.

Whatever Hillary's intentions were with her private server to secure her private emails ... looks like something like the above was all that was needed to sustain a steady leak ...