Richard's been traveling with the group for some time now, what has that village become? What did they do without their mayor? WHAT was the town occupied by?

The world may never know

maybe richard has a vice-mayor he writes to and sends his orders?

Or maybe the town is the one he slaughtered in Slaughter Your World. He did take the head of a "lord" (He looks like a typical mayor.) and puppet it.

Ahhh good point, didn't he leave 1 or 2 alive tho?

i think he left like 10 alive in a little cage

With pigeon droppings as their food and water.

Obviously they're rotting in anarchy.

Duh. They're working themselves to death to create the largest shrine anyone has ever built to honor Richard, since he said if it wasn't finished by the time he came back he would use their bodies for the mortar. Thing is, he never told him when he was coming back. The dare not slack in his absence.

Or maybe his Voidwalker is running it? (if he has one)

Nah... This isn't WoW.
Also, if I'm right, they said Warlocks get just one familiar. Even if Richard could summon other demons, I think he would:
a.) Kill them right after summoning
b.) Torturing and kill them
Or
c.) Summon them, send them to some place to kill things. And THEN kill'em.

Yea, Richard really doesn't seem the type to want a minion that could even slightly challenge his level of badassery in front of others.

Richard: I get a familiar! Sweet! Something huge, with fangs! Giant fangs! And claws! And thirty sets of eyes, all glaring in unbridled malice!

Familiar Dispatcher: Er, well, I don't know about the thirty sets of eyes thing, but we do have some rabid Sphinxes that were gonna be put down...

Richard: I'll take three!

-later that day-

Richard: Finally, a village, ripe for the taking! Go forth my terrible beast, and ravage this countryside in the name of Richard!

Rabid Sphinx: *ravages*

Villagers: *fleepanicscreamdie*

Richard: Ahahahaha!! I am Richard! Lord of the Thirteen Hells, Chief Warlock of the Brothers of Darkness, Master of the Bones,
Emperor of the Black, Lord of the Undead! Fear me, mortals!

Villagers: *fleescreamdieburn*

Richard: Hello? I haven't even done anything yet!

Village: *razed*

-20 minutes later-

Familiar Dispatcher: Back so soon?

Richard: Screw this. Take it back, and give me the most pitiful, worthless excuse for a familiar you have.

Hctib: EEEEEEEEEEEEEEEEEEEEEEEEEEEE!

*roflssohardlythatheadexplodes*

I can SO see that happening, only there wouldn't be anything to bring back

totally see that happening...

Nah, Richard would still appreciate the badassness of a a rabid Sphinx, so unless it tried to you know, eat him, it should have been good.

He would appreciate it after showing the rabid sphinx, who the alpha male is!

But we know how well that turned out when the glass dragons were involved... (or sand, too lazy to check)

A little bit of this, a little bit of that.

And it turned out the way most of Richard's projects turn out. He gets bored, loses interest, and next thing you know he's decimating a village.

Or he could make that his personal Glassdragon training grounds?

Did I mention all of the above?