There is a lot of training involved, it takes months (up to 2 years), and they usually like to start them off as puppies.

If there's a wholesaler that wants to JV/partner on a deal then sure but having a daisy chain is a train wreck waiting to happen.

I would say you need to play to your strengths, whatever those might be.

This will provide you two benefits:1) Help you better define the position, so you can hire a better matched person2) Make training the next person easier

He gives us the contracts and training to protect ourselves.

I am always fully transparent and the owner in that situation is a long standing business associate that knows my character, experiences and background, strengths and weaknesses included.

Do not ask for their copy of the lease; act from a position of strength and give her the two options.

We upsell 3-to 4 simple packages that guests love; I have trained my cleaners to handle them (they make extra money), my VAs help schedule it with cleaners, and we still make a 50% profit margin on everything.

Would you share 3 specific things I should do during my "training period" (if it includes a book, which one)?

If you conclude the leverage is so good that everyone comes out ahead that's fine but if you are only able to originate hard money debt that may be viewed as a red flag by investors who will question your experience and borrowing strength.