I'll keep this as brief as possible:

My boss had a meeting with me this morning to let me know, that if I'm interested (which I am), she would like to start transitioning me into a Director's position. The company can't currently hire a new Director, but they need help and that is the future goal. I would keep all of my current job responsibilities PLUS act as an apprentice of sorts: managing and directing new projects under my boss for the next sales season. After that, if things go well, I would manage the projects on my own.

Yay! Fun! . . . and then I asked about compensation. Here's how it went down:

She looked at my puzzingly? Huh?

I explained that I would be taking on a lot more responsibility on top of my current work load, I should be compensated as such.

Well, uh . . . I can't, we don't . . .

Okay, then can I get approved for over time pay?

I . . . uh . . .

Why don't we do this: Let's come up with a list of goals/expectations you would like to see achieved by this change in job responsibilities. Get me approved for OT for the next 4 months. At that time, we'll have a follow-up meeting and evaluate how things have been working out, we'll go through our list of expectations as a guideline. If things are going well and we'd like to continue moving forward, then we'll talk about proper compensation for the job.

Done and done. I think mountain biking had made me a LOT more assertive! I never would have asked for a raise 5 years ago.