Great question, Sabrina! I have been in the same boat. Finally, now that I've run out of space, it has gotten easier to get rid of some that I'm not infatuated with any more. I didn't even look up how much I had paid for them, because in most cases it was between $6-12. The ones I got rid of weren't bad or anything. Some went to the daylily club to sell and others went to my sisters. The ones I gave to my sisters, I know I can get a start of again if I wanted, but there are so many others that I want!!
I remember digging one up about 3 years ago because I didn't want it anymore. I threw it on top of the mulch and weedmat. The following year, it grew. This year it bloomed, so I am keeping it for a little while longer. It was a NOID that was either Howdy or Magic Dawn. I never did get it figured out.
I was going to dig some up and pot them to sell either this fall or maybe try to sell them next spring during the town wide yard sale.
Once you start getting rid of some, it does get easier, like Polymerous said. Making the cut on the first ones will be the hardest though.