Over time, manual data entry was just too painful, even when I
wrote software to help me collect data.
I replaced manual data entry with RescueTime and highly recommend them. I bought a WakeMate (YC S09) for tracking my sleep but it didn't go that well, since the company shutdown.
More people have started paying attention to personal analytics (mostly health related).
However, I feel that this area is largely under explored. I'd love to see applications agreeing on standard data formats and writing data to personal data stores that the user owns.