Being of the sysadmin sort, my immediate thought is if the memory is going to downclock because of the number of DIMMs populated. Of course, this only happens if it's an Intel box. And you also may not care. With only 288GB you can definitely buy some new hardware before having to scale out the number of boxes. They make 1TB of RAM machines now...
While you mentioned SAN storage being really expensive (and the price changes depending who you are), you really can't beat the caching modules. I've got a Netapp with 512GB of read cache, and you can buy them in smaller sizes.
Have you guys noticed a degradation of SSD performance? I've never used SSDs in a machine before, and I know Anandtech always writes about the performance degrading after the drive gets mostly full. I just wondered if you've run across the problem in production.