I have the emails stored in my Outlook 2010 client. I've installed the Hotmail connector, added my outlook.com account and put all my emails into the "Inbox" and "Sent items" of outlook.com account.

For some time, the Hotmail connector was syncing them up to outlook.com account, but it stopped. Now my outlook.com account has 37 000 emails, while there's 69 000 emails in my Outlook - but Outlook shows that all folders are up to date.

How can I upload my emails onto outlook.com? Maybe I should use some other way?

Another thing - if this client says the folders are up to date, can I rely on it to sync my emails in the future?