Odds of Hanging On
Physically, you should be able to do this job until you can't do it anymore (there will be signs, like when your walker keeps getting stuck in the mud). Career-wise, it will all depend on how good a leader you are. If you can't seem to take a group out without someone losing a finger, you're not going to last very long. However, if the keywords of your life are safety, responsibility, and empathy, then you'll likely set records with how many people you shepherd unto the wilderness.