Unless you are a developer, you should never need to reflash. However, the process does seem straight forward. Here is a recent
example. Note that the time consuming part was updating from 2.10 to 2.11.
I hit the same problem as kkttmm3 (screwing with fonts currently puts you in the developer category unfortunately), and so I prepared to reflash. However, I was able to recover by removing the CF card. Putting all new programs on the CF card is a good approach, because it can be modified if necessary in a CF reader outside the iLiad.