I just re-packed the nylon-style stuffing box on my 28.5 today. It wasn't very difficult, other than being a somewhat cramped location. You have to separate the box from the hose so that you can twist/pull the box aft to free the forward nylon washer. From there it's a standard pick job.
I re-packed with 5/16 GTU, and started the angled flax cut on the shaft to mark the length, then finished up on a cutting board to make it easy.
It takes two packing rings of course, one on either side of the metal washer (nylon washer, flax, metal washer, flax, nylon washer).
Freeing the box from the hose also allows for a complete inspection. My box was in great shape with no cracks or wear in the nylon.
View attachment 51771