So first - thank you all. I so appreciate that so many of you are either on this path, have been on this path, or appreciate this path.
Secondly, I recognize that yesterday I was feeling pretty crabby. It’s winter, and in the best of times that burns us all out, in the worst of times everything seems pretty dire. Analyzing finances, no matter whether I’m in the black or the red, always also makes me cranky. Oddly enough, when it’s not my money I have no issues with it 
Thirdly, there are enough people, I believe, who will pay for the care needed. I’ve done some market research here and the people I have attracted who came in after I bought it all get it. I consider them friends now, and they are awesome. It’s the previous clientele that need to go. I’m still feeling kind of badly about the elderly horse BUT I’m also letting him (and his owner) hold me hostage. I recognize that.
Fourthly, in this part of the country usually hay/grain is included in the cost of board. I haven’t wanted to charge extra for the overages because I knew those people wouldn’t pay it and I didn’t want to go through having to call people to get more feed etc and have to make decisions not to feed the horse when they ran out. I would similarly not do self-care board.
When I got here there was more than one horse with a BCS of less than 3. I didn’t want the ASPCA to come knocking and to be blamed despite the fact that it had nothing to do with me. So, I bit the bullet and fixed the problem. However, that means that the people who boarded here were ok with that level of care. I’m definitely not.
So - long story short - raising rates and getting rid of the existing staff is necessary. The staff part is tough because she lives on property and has been here for more than 30 years. At the same time, I’m paying her quite a bit (and comping her rent) so I shouldn’t feel badly about what I’m asking her to do. Today the husband and I did the work and the barn is so tidy it made me smile.
An indoor or cover of some ilk is on the table whether I have boarders or not. It’s just not a “today” project, but it’s on the list. The outdoor is decent sand and huge but it needs an additive and not to be used as a turnout for the blind horse (the reason I can’t fix it at this time).
I may not end up with actual chandeliers but the goal is to turn it into that type of bespoke facility. Everything has to be redone anyway so I might as well make it as beautiful as possible. Each horse will have an individual run, the stalls will be 20x15 (several are already that size), and it should, in theory, appeal to the moneyed in this town (and there are many) who want good care and access to a quality dressage trainer (including myself we have two others with similar ideologies but different specialties that all teach here). We have a great place for deep educational events and are within easy access (less than an hour) to two world class show venues.
Which is why I agreed to buy the place in the first place. Now I just have to stop the bleed so that I can get the projects done 
Thanks again all - if I missed a point made I apologize, long day of cleaning, teaching, and training. But I feel better, and I feel like I am supported which is huge. Thanks for listening to me vent about that part, and all the great suggestions!