Thanks to COVID, for a couple of years, you can actually make enough money to be cash flow positive even if you hire a property manager AND have mortgage payments. 

I also know finding a quadplex as a first property in Orange County isn’t going to be easy, but I’m open to hearing people’s thoughts.My goal isn’t to turn a profit right away—I know properties here might not have positive cash flow for a few years.

Don't over think this, pull the trigger actions create results. 

Additionally, the price point is still cheap enough to find the 1% rule and positive cash flow and there's amazing appreciation potential.

would love to help in anyway i can. go to networking events in your area. you can find them on many different apps. best of luck on your journey, keep learning then take action

I think you have a good plan, BRRRR is still a great route in the current market, and especially for the states you are already in - both Indiana and Georgia are very well positioned for BRRRR deals in my view / experience

With a positive mindset and a commitment to our visions, 2025 holds the promise of becoming a transformative year for us all.

(B) A purchase agreement may provide that in the event of a dispute regarding the disbursement of the earnest money, the broker will return the money to the purchaser without notice to the parties unless, within two years from the date the earnest money was deposited in the broker's trust or special account, the broker has received one of the following:(1) Written instructions signed by both parties specifying how the money is to be disbursed;(2) Written notice that a court action to resolve the dispute has been filed.

I would lean towards recommending that you pursue the deal - plus having the property remain in your family may be a net positive for you and your extended family regardless of the ultimate financial return. 

A magistrate is the lowest level judge who deals with landlord/tenant and small claims cases but they don't even need to be a lawyer to get that position.