I've been using ClipX (http://bluemars.org/clipx/) for years now. It's search and UI isn't that sexy, but it does a wonderful job of keeping track of the text and images placed on the clipboard. I especially enjoy it's ability to show images inline in the context menu.
Yeah, I was also very happy with ClipX while I was using Windows. Since switching the main OS to Linux a couple of years ago I've tried many other clipboard managers and found that CopyQ is the best (for me): https://github.com/hluk/CopyQ
It's being actively developed and also supports OSX and Windows, so it's worth giving a try.