Questions I would have are:

• is it the ERA system that is being replaced or just the hardware that it is running on?
• Unless I've missed a pretty major announcement, R&R has no new DMS to offer. It is still ERA, ERA XT (hosted model) or post-merger, the UCS system.
• Why did the dealership get an HP box 5.5 years ago such that it needs replacing? To my knowledge, they have had no major software upgrades to require such a replacement.
• If they are end of lifing a piece of hardware for their support convenience, they should be presenting a pretty attractive offer.

I have been a dealership CFO, bought several DMS's from R&R, advised others on their purchase, and even worked at R&R briefly.

Hope that helps.