From the pass up to Iroquois via Shepherd's Tooth really isn't that bad; I've done it a number of times. Basically, from the height of land in the pass, there's a distinct cliff band on the Iroquois side, but it's punctuated by several gullies. Pick the one that looks the most reasonable to you, and work your way up. Once above the cliff band, it's a steep, somewhat nasty bushwhack, but it's not that long, mercifully. You'll probably notice something of a path and funnel into it as you make your way up. It's really cool popping out on Shepherd's Tooth, just because it feels SO good to get out of the thick brush. Then it's back into it for a short bit to tree line on Iroquois and then you're home free.