It is that time of the month. Time-sheets are due every week/2 weeks/or maybe once a month. However the routine involves entering the number of hours, along with details of your work everyday.
As your daily routine should go, an email for a daily status is always sent. This contains details of you work. Scraping only these emails (at the end of your time-sheet period) and filling your time-sheet with it could avoid manual entry and a lot of last minute rush.
Syncing of only the daily status emails can be done. However the security concerns are understandable as most time-sheet applications are 3rd party apps. So automatically backing them up and then scraping their content and syncing them to the time-sheet server or scraping and pasting them on the server could be a worthwhile effort.
Point: Write once (your daily status) copy it as many times.
Knowledge of Python or shell scripting could be very helpful.