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Hey Roger, I answered your question over on the other thread. There is some great advice here. Here are some things we did that I would recommend doing.

Demo - get the managers involved, maybe a writer, f&i, accounting etc. They need to really help make the decision. If you get any feeling you didn't get a good demo, request another with a different person, no shame in that, you are the potential customer.

Go try it - get the DMS to hook you up with one of their best dealers to go see it live in a store and hear from the people there. Request a dealer that also uses your CRM or other main vendors you want the DMS to integrate with.

Get quotes on everything before you sign, such as data transfer, etc. Ask lots of questions, dont let the person doing the demo just skim over.

Good luck!