I conjecture that there may be two to five separate issues. 1. Setting up md0 upon boot takes a long time. rootdelay=20 fixes this. 2. There is a problem writing to disk. Perhaps just writing to certain blocks. Because even when the machine boots with rootdelay=20, and md0 has all 6 components, grub-install fails and causes md0 to drop some/most of its components.
Both of these are observed with a dist path-upgrade from a fresh USB install of wheezy to jessie. Separate from this, there are two other errors observed with a direct fresh USB install of jessie. 3. Can't find the ISO. 4. grub-install This may be the same as (2) above. This is yet distinct from the fact that 5. a fresh direct USB install of jessie on the Dell Poweredge C6145s takes a really long time (an hour) for each hardware probe (three times, once before finding the ISO, once before partitioning, and once before grub install). Jeff (http://engineering.purdue.edu/~qobi)