There are some SuperCollectors who get everything graded. I think you should get the more high-end cards, like autos, mems, plates, and rare parallels, graded if you get anything graded. Don't bother getting the base cards graded. It sounds like your collection is pretty nice, so be sure to get shipping insurance.
I collect Dirk Hayhurst.
Thank you jbel4331 for the banner!