I'm not the most handy and have thought of taking a person knowledgebale in home improvement or a handyman to tour the property with me (after my offer is accepted) to gauge potential issues with the home and have a better idea of the home's condition before I have the home inspection.

I wouldn't say you're going to learn as much going through an online course as you would an in-person one, but it is a lot more convenient. 

She's claiming financial hardship due to some personal issues and is asking if we can apply the deposit towards her November rent, and she'll make it up.

How hard is it for a person with high credit score but no income, retired to get a loan?

Personally I don't like to use credit cards for STR stuff.

(Note, I'm not a tax professional or attorney, but have done a lot of research into this area as it is relevant to my personal situation with family members.

For a more personalized approachCatchFire Funding is a specialized provider known for rapid execution tailored to entrepreneurs. 

Clearly record the purpose and terms.LLC to Personal: Draw money as an owner’s distribution or repayment of a loan, ensuring it’s properly documented.➡️ Mixing personal and LLC funds without proper documentation could pierce the corporate veil, exposing personal assets to liabilities.

Investing with personal funds creates a taxable event when you liquidate the asset.

How much time on average will I personally spend on this 4-6 month process if I hire a team?