Innkeeper

You get the impression Eliza might be a little too shy for this sort of thing, so Rita seems like a better choice. Rita's also the most extroverted and will most likely prefer doing this than having to work at the inn.

"Alright Rita, starting tomorrow, you're working the streets…er so to speak. Don't think you still won't be working around here though; I'll still need you during the late shift. Besides I don't want you wandering around at night, people might get the wrong idea or something."
"Fine, as long as it gets me out of this place for a little while I'm game."
"Okay, also I'd like you to try to throw around some insults about the Flying Griffon Inn while you're making your sales pitch."
"Got it."

The next day, Rita comes in and while she's always been a pretty girl, she now looks like a succubus that you've heard about from old tales. You try to contain your own desire to shamelessly flirt with her.

"By the gods Rita, you're going to have every guy within this area after you."
"Meh, wouldn't be the first time. Okay, I'm off, try not to fantasize about me too much while I'm gone."

You're not exactly sure how to take that, but you are wondering how this will play out for you.

Over the course of a few days you definitely see a drastic increase in customers, and not just adventurers either. You've got Klyton Milita (who usually just drink at their barracks) coming in and even a few humble storeowners. You're making a lot more money, but it's a lot of extra work for the rest of you.

Mr. Reynolds receives sizable amounts of money and he continues to be satisfied with your payments. At this rate you'll probably be able to get out of debt by the end of the year.

The only major problems are how overworked the rest of you are getting and how arrogant Rita is getting.

Rita states that she should even have to work as a barmaid anymore because it interferes with her "advertising."

"Advertising? You wiggle your ass at horny men! You're basically a harlot that doesn't put out…or is there another reason why everyone comes here?" Wendy accuses.
"Figures that you'd be jealous of my popularity. Face it; I do more around here than ANYONE to keep this place successful, and I deserve some credit for it!" Rita demands.
"Hey we all know Rita, but…"
"But nothing, if you expect me to keep working here, I want a raise and I don't want to be working as some lowly barmaid anymore! I'm above serving food and drinks!"
"So you basically want to be paid to stand around and look pretty? What the hell kind of job title would we even call that?" you ask.
"I dunno, hostess maybe? Yeah, I'd be the hostess!"
"By the gods, this is ridiculous! You can't seriously be considering this!" Wendy exclaims.

The only people who are silent in all this are Eliza who is being her usual quiet self, and your mother who just shrugs and says it's your call since this was mainly your idea. You get the impression she doesn't care for Rita's attitude though.