The nominal distance versus the real one
Treat the bib name as a label, not a plan. If you build your fueling, drop bags, pacer handoffs, or finish-time math around a flat 100 miles, you will come up short somewhere around mile 95, tired and out of both calories and margin. Plan for 108 miles on the 100 mile race and 58 on the 50 mile race from day one, and the extra distance stops being a surprise and starts being just part of the course.
This is not a marketing quirk unique to Jigger Johnson. Plenty of mountain ultras measure long against their nominal name because the terrain does not bend to round numbers. What matters is that you know it going in and plan your effort, calories, and gear around the real distance on your feet.