I thought I'd make up a quick list of advanced careers that would go directly with current Basic careers (wouldn't these be nice???). These wouldn't be mandatory, but would give players something VERTICAL to move up to that would be directly related. Many of them should really have several Tiers (Troll slayer, giant slayer, demonslayer). Thoughts?
Acolyte -> Journeyman Wizard
Agent -> Master Agent
Agitator -> Politician
Apprentice Wizard -> Acolyte
Barber-Surgeon -> Physician
Boatman -> Boat Captain
Burgher -> Merchant
Coachman -> Guild Master
Commoner -> Elder
Dilettante -> Raconteur
Disciple -> Priest
Envoy -> Ambassador
Flagellant -> Priest Inquisitor
Gambler -> Spy
Giant Slayer -> Demonslayer
Hunter -> Master Hunter
Initiate -> Acolyte
Mercenary -> Sargent
Messenger -> Ambassador
Roadwarden -> Sargent -> Captain
Scout -> Sargent -> Captain
Soldier -> Sargent -> Captain
Student -> Professor
Thief -> Master Thief
Thug -> Kingpin
Troll Slayer -> Giant Slayer or Greenskin Avenger
Watchman -> Sargent -> Captain
Waywatcher -> Waywatcher Elder
Witch Hunter -> High Inquisitor
Zealot -> Flagellant or Witch Hunter
Adv's Toolkit:
Bailiff -> Sheriff
Bounty Hunter -> Spy
Dockhand -> Guild Master
Ironbreaker -> Sargent -> Captain
Pit Fighter -> Champion
Ratcatcher -> Deepwatcher
Scribe -> Litigant or Cartographer
Smuggler -> Kingpin
Swordmaster -> Elder
Wardancer -> Elder