I have a deep resume work-wise (33 years) and a shallow one in the Ed. dept. (some college, no degree.) I've never had a problem finding work until the last 6 months but I expect this period of doldrums to end soon.
In the last 10 years, I've been involved in a lot of DB (installation/design/development - SQL Server, MySQL, Oracle), code (C++, Java, C#, VB.NET), and applications (Windows, Linux, web). My bookshelf and reference links are wonderful resources - as are SlashDot and other web sites.
When I grow tired of learning, then it's time to lay the body down. Going back to school for me would be solely for the ability to learn something new - something that I might not be able to absorb by myself.