In my opinion it seems like a good deal for both parties to offer discounted rates for regulars.  The screening has been done and it should take the worry out of it for both parties.  I am not sure that your math is that great as that seems like a pretty substantial discount.  There are a lot of variables though as far as her costs to make the date happen that you should consider.

I think some providers get hung up on the ego that a higher price tag gives them.  Which isn't to say all higher priced ladies are egotistic, but some are.

...in which the hobbyist prepays the $400 for the month so if the hobbyist can't make the second monthly session the provider hasn't lost money on the deal and keeps the $400. Otherwise, if the hobbyist misses the second session, the provider has lost $100 on the first session.

Are you willing to work twice as many hours a month as you do now for only a third more money?
(I don't mean this to be critical of anyone, just looking at it in a different way)

So she would have twice the expense for less money.  So, unless she has multiple guests each time, it would not be worth it for her.

Everyone’s situation is different…

And yes, rates have been discussed before and it is inevitable that they will be dissected again but at least you put a spin on it.

Ok, so I am sure your proposal is appealing to ladies who would like to make an extra $100/month when they have the time. Win/win for all.

Of course not every provider is interested in or has the time to set aside for that $100/month, but rather the rate she chose for a reason ($300 in your example).

It is possible that for some providers it is all about ego, while for others it is simply about priorities. Not everyone’s financial situations are the same, and if a lady already has that extra $100 (or several) set aside, she does not need this arrangement. She may have a civilian job or a friend she sees for $900 multi-hour dates every other week. (Unless we are the IRS, no one really knows what is in another person's pocket).

And for some ladies the time it takes to get dressed for the $100 second date you propose may be better spent with family, RL friends, studying for class or focusing on a RL career. I am sure a lot of you understand being strapped for time...literally! Or instead she would rather spend that hour with another friend at her regular $300/hr rate and make $600/month (to see both of you) over the $400 just to see the friend in question twice.

Lastly, MyLittleAlias is right on. Her incall expenses may be well more than the extra $100.

Here is my question: Assuming you are non-exempt and make $20/hr, would you work for $5/hr? Maybe if you are strapped for the extra cash, just have a lot of free time and no other endeavors, or are a trust fund baby who loves to volunteer...right? I may be wrong of course.

xoxo

Instead of blanket, published deals which and throw off the baseline, I think I'd focus on individuals, particularly regulars, using price discrimination to suit my needs - and keeping those "deals" secret. (It's common in "big business" but goes by different names.)

For new clients, maybe something like a Tuesday special (or whenever it's slow, I have no idea) saying only how much off, not how much (make them go to your website or 411 or BP ad or whatever), and specify for "today and today only" or whenever. It's all about creating urgency, a basic but sometimes missing step in all marketing efforts.

Or better yet, the Tuesday special could be some extra time (15 minutes?) on the front end to get acquainted with someone new - taking some of the pressure off first-date clock worries. Of course, a regular would want that same time just added on (whew, avoided that verbal trap).

But in general I'd follow this fundamental guideline:

Most providers have thought of or may already have some form of this in .  
but think about this

If you expect less of a payment,  would you expect less of a performance.  The old saying of you get what you pay for may just apply here.   We all want to think we are some gals all time favorite because of our kindness, sexual prowess or oral skills,  but hey that is part of the act.  Be it for good reviews or to get you back to pay the same amount.
Compare your provider to your attorney.  See if you can cut a deal with him as he is preparing to defend you in a pending lawsuit.  

It comes down to the total discretion of the provider.   They set the rules.  
If you play the game you play by the rules.  And us boys don't set the rules.

Bring your Bat and glove and you'll have a ball

PS. When you are a true regular, you should not have to ask for extra considerations from a lady…

Most likely if she appreciates you being there for her often, she will take care of you whether that is spending extra time together etc...the list goes on. Also she may not post this information on her website or the boards, but when you are a regular who is in the know…then you just know. Special friendships are special for a reason. It goes without saying.

Lastly, if you find a lady you feel does not appreciate your seeing her regularly, consider moving on to another lady. xoxo

PPS. For the purposes of this discussion, my definition of a regular is someone who visits at least once a month.

In the real world not necessarily.  There can be trust issues as depending on the details of the arrangement, it could be easy for one side or the other to abuse it.  There is also the possibility of logistical problems that could make something like this harder.  For example, if she only has a small number of available appointments per month, she may well be easily able to book them all with known clients at her full rate.  I suspect this sort of thing is best handled on a case by case basis.