Ideally they wont have any "dog in the fight" and give you a straight answer. 

Ideally you would find a company that has everything under one roof.

Ideally, we would like to move her business in right away, but we can wait until September if we had to.

If you did it right, and refinanced out but still own the asset, that's the ideal situation, but finding opportunity to do that today is something "ordinary" investors are really struggling to do, if they're able to do it at all.

Agree payoff CC debt first. with the exception:Some lenders will say 10-29% as an Ideal utilization. 0-9% would be ideal, it leaves you enough to spend and enough for you to still save. 

While having your rent set at 2% of the purchase price is ideal, it won't happen in every market.

Ideally I would like to go ahead and get it under contract and sell it to an investor with a provision in the contract that the owner maintains possession of the property until a specific date.

As a LL, I deal with my preferred services, but always ask them for a backup person/company for 'just in case'.Find those YOU can recommend and forward their numbers to the clients you are concerned about with a note that you will be gone from mm/dd to mm/dd and any needs during that period should be given to your reference. 

I know this much debt is not the ideal situation, but how else can I do it? 

After that, my first ideal property would be a multifamily, 2-4 units, that I could live in while building up more capital for a next investment using a similar strategy.