@Benjamin Sol Ignacio Regarding your question about the 1099 thing, it still falls under ordinary income, but it opens up opportunities to write off various business expenses like home office and office supplies.As a land development employee, you may not have the same LIBERAL client interactions as a real estate agents would, so things like travel and entertainment expenses might not apply.

It sounds like if he is waiting on A contractor, he might entertain you/your contractor fixing it for him.

You can entertain bringing on a cosigner or a partner to buy and live in the property with, but these are things that you should discuss with loan officers and see what your next best move is.

He's an adult.

Glad I could provide entertainment

Adding value by remodeling kitchen, bathrooms, lighting, and backyard entertaining space.

It has a population of around 44,000 people and is known for its vibrant downtown area, which features a variety of shops, restaurants, and entertainment options.

Does it have good grocery, shopping, entertainment options?

At our house (which we owned) our son and his friends along with some others we didn't know would practice Freestyle Motocross tricks (back flips, etc. they were pro riders) One of the fathers of one of the riders was also a personal injury attorney and he wrote up a liability waiver that we had parents sign, or the riders if they were adults. 

Make sure the yard is fenced, gate is locked and warning signs are posted by the pool (no diving, under 18 requires adult supervision, etc.)