1. Noteworthy Watering Hole:
(Inspired by the PF Online tavern owner upgrade)
Through some lucky circumstance (winning in a high-stakes card game, or bequest from a distant relative), you now own a popular tavern in Absalom, located near the Grand Lodge and a frequented by Pathfinders. It has a catchy name: [insert catchy name] and a wine cellar that is one of the best in Golarion. Everybody knows your name and shouts a hearty greeting when you walk in the door; then you make a clever quip and sit down to start some legendary drinking.
(Have to spend xx PP / yy GP to get it up and running upon taking title. Might be upgradable?)
Benefit: (as the Tavern Owner vanity, plus the chance your bar gets mentioned in a PFS module...and hopefully NOT because Aspis agents burn it down. Bonus to Diplomacy when in Absalom.)
2. Letter of Marque:
You must have flattered the right noble, or crossed the right palm with gold, because some nation-state or suitably powerful organization has issued you a Letter of Marque, empowering you to act as a privateer against "enemy ships"(however defined). For the bargain price of xx PP / yy GP, you can purchase a unique (and infamous) sailing ship called the "Black Rose" [or something] and gain the service of its loyal crew (the former captain is retiring after a life of adventure).
Benefit:
(As the Ship Owner vanity) /
Alternatively, and in lieu of a Day Job roll, after each module you can elect to roll once, in the presence of your table GM, on the table below and abide by the outcome. [insert table with rows 1-20; various outcomes of GP, treasure, restoring spent PP, and bad things as well...high risk, high reward] You have to split your plunder with your patron, but you might make some coin or enhance your reputation. But beware: the high seas are dangerous, and some results might be costly!
3. Free Captaincy / Pirate Ship of Legend
(Variation on "Letter of Marque", with flavor text about how you were accepted as a Free Captain of the Shackles. Can spend PP / XP on unique ship. Same kind of risk/reward table, tailored to out-and-out piracy. Chance that Chelish Navy hounds you mercilessly.)
4. Mercenary Company / Free Company
Same concept as above; you are the leader and/or controlling shareholder of a mercenary band with an illustrious (or shady) reputation, with a snappy name (Strike Force, The Armed Drifters, Hoboes with Crossbows...someone good with names can pick one). Description of their colors / heraldry, past exploits. Risk/reward table. PP / GP investment for upgrades. Bonus to commander rolls in mass battle scenarios. Title of "Colonel" or "Commander."