I attempted to do taxes (married, filing jointly with my spouse) on turbo-tax.

That way they can leave their stuff there while classes are not in and avoid moving in and out and you not collecting rent for months at a time. 3.

Should I still house hack to avoid the capital gains taxes?

Makes you know all the pitfalls to avoid and tricks to make things go smoothly?

Is this a Single Family Rental - it can work for sure to start with negative cash flow - but this is a very very risky strategy - especially if there aren't other considerations like tax benefits on a larger portfolio or anything else I'm missing

As I was preparing my taxes, my tax professional advised me that management LLC is redundancy and it doesn't make sense to have, it's like moving my money from one pocket to the other.

Consider factors like potential tax implications and long-term financial benefits before making a decision.

If you know you want to get into STRs, find properties in your market or market of interest that are managed by Vacasa and Evolve that are underperforming and have guest feedback indicating the the customer service from the host was poor (as it usually is with the big national STR PMs), look up the owner's name on the county or city tax records, and cold call or text them.

You should leverage the paid off property that you have by doing a cash out refinance and then use that to buy a new build for $300-350k putting at least 25-30% down, you can find these that will rent for 7% (annual) of the purchase price and have very low property taxes and insurance.

However, like other tax rules each situation is unique to each individual and there are regulations that must be followed for the deduction to be applicable.What is an Investment Interest Expense?