Just to clarify, I have never used sync across any of my devices. While it's convenient, it raises concerns for me on many fronts. I do not consider enabling sync all of the time as a fix
DonT5, I took your suggestion of enabling sync and I saw a lot of my saved sites/passwords reappear. What was interesting was a select few that never came back. These were a few sites that I use multiple times a day every day. One of those is Facebook.
So after I synced, I logged back into Facebook and verified that it was saved as expected. Later in the day when I opened chrome and went to Facebook, I had to log in again. So my statement about losing my passwords after rebooting needs to be updated to
include random times after closing Chrome. And I triple-checked that I do not have 'Clear cookies and site data when you quit Chrome' turned on.
I'm really not worried about having to log back into all of the sites I had saved, I'm more concerned that they will still be there after closing Chrome or rebooting my machine.
DonT5, I just wanted to make sure you know that I appreciate all of the suggestions and troubleshooting steps you have offered.