The act wasn't intentional, but should I still approach them about paying some of the bill or taking a portion of the bill from their security deposit?

Be sure you’re getting estoppel letters signed by each tenant indicating their current rent and security deposit along with leases.

My question is what can i recover when i'm filing my taxes.

It only costs a $100 filing fee to form a Wyoming LLC, but you should do some operating agreements. 

Hello everyone,Over the past year or two, filing taxes for myself has become increasingly more complicated...

I know most of the time they look at the security rather than the individual, but if you built rapport with loan officers or liquid individual (for lack of a better term) can you attain cash quickly this way?

You need this for your records to protect yourself in case the tenant claims they paid the old owner.Make sure the security deposit 100% transfers to you.

Income from flipping is subject to payroll taxes (social security and medicare).

However, she also said the child is having a hard time securing a down payment.

I usually do this by sifting through the Registry of Deeds, probate court files or assessor records.