See, here is my problem. You have, basically, a group of skills. Life Pathing (to make sure we are talking about the same thing) is a method of walking the character through creation, with choices affecting skills as they progress and possibly having random chance influence the creation process.
So, how about we say this:
1. Child hood: Have them pick it they were Shy, Normal or Adventurous and award benefits from that choice. Maybe skills, maybe scars or life long friends or have them choose from a pool.
2. Education: Have them choose from Street, School, Trade, Military...and whatever you can think of. Then, similarly, give them choices from pools of allies, skills, stats bonuses.
3. Adult Life: Have them choose from Shy, Normal, Professional, Military...and whatever you want then let them pick from allies, enemies, stats, skills....
Or am I way off here?