In trying to flesh out my setting I have been trying emulate other writers' blogs and found a post on Jack Shears' great blog Tales of the Grotesque and Dungeonesque.  It lead me to the gem on Jeff's Gamesblog.  Here is the break in the questions:

1. What is the deal with my cleric's religion?
2. Where can we go to buy standard equipment?

Most people can Hardware stores, five and dimes, and pawn shop for equipment.

3. Where can we go to get platemail custom fitted for this monster I just befriended?

Through streetwise contacts, one can find a rare person that deals in what you want.

4. Who is the mightiest wizard in the land?
5. Who is the greatest warrior in the land?
6. Who is the richest person in the land?

Valeria Walker 

7. Where can we go to get some magical healing?

The Brewers can make various tonics that can ease sickness, but for curing what ails the spirit,  one would have to find a spirituals.

8. Where can we go to get cures for the following conditions: poison, disease, curse, level drain, lycanthropy, polymorph, alignment change, death, undeath?
9. Is there a magic guild my MU belongs to or that I can join in order to get more spells?
10. Where can I find an alchemist, sage or other expert NPC?
11. Where can I hire mercenaries?

Some Criminal have been known to secretly put coded want ads for mercenaries in the city paper classifieds, or also through the criminal grapevine.

12. Is there any place on the map where swords are illegal, magic is outlawed or any other notable hassles from Johnny Law?
13. Which way to the nearest tavern?
14. What monsters are terrorizing the countryside sufficiently that if I kill them I will become famous?
15. Are there any wars brewing I could go fight?

There is a World War happening on the other side of the planet.  It has effects on the land here.

16. How about gladiatorial arenas complete with hard-won glory and fabulous cash prizes?
17. Are there any secret societies with sinister agendas I could join and/or fight?
18. What is there to eat around here?

The ribcage of a domestic pig, meat and bones together, is cut into usable pieces, prepared by smoking, grilling, or baking– usually with a sauce, often barbecue – and then served.A staple vegetable of Southern U.S. cuisine, they are often prepared with other similar green leaf vegetables, such as kale,turnip greens, spinach, and mustard greens in "mixed greens". A quickbread often baked or made in a skillet, commonly made with buttermilk and seasoned with bacon fat; inspired by the great availability of corn in the Americas and by Native American cultures. 

19. Any legendary lost treasures I could be looking for?

Robert Johnson Lost Guitar.

20. Where is the nearest dragon or other monster with Type H treasure?