Enjoying the financial benefits but a design flaw I overlooked when deciding to buy is that the steps going down to the basement is shared.

I am enjoying the new experience here but wanting to partner and shadow someone doing deals here.

It is currently vacate, but will be rented soon.

In general this can be understood when looking at the instruments that require the buyer/borrower to take full liability of the property but not enjoy the benefits of being the owner, so no tax write offs.  

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Particularly if you enjoy the area and could see doing your business there, I recommend the low-money-down house hacking route (#2).I think if you can manage your personal expenses and make sure to get renters in your extra rooms, you can use the rest of the money to launch your other investments.

I enjoy working with homes, whether that be through helping to buy/sell or fixing up.

I think they need a vacation.

.$322.83/month Principle and InterestMonthly Cash Flow: $8.97I know This isn't a great cash flow deal, but I would essentially break-even until the property is paid off in 10 years if I held it as a rental.The other scenario, which I am leaning towards is to sell to an owner occupant with a wraparound mortgage.I could increase my cash-flow substantially, get a decent down payment, sell for a higher financed price, charge a much higher interest rate, and enjoy less management headaches.If I sold on a wrap I could sell for $39,900$5,000 down (tax refund time soon :)$34,900 amortized for 15 years @ 12.75% Interest = $435.84/month PIThis would allow me to make money on the front end ~$4,000 and make $133/month cash-flow.I could also play with the numbers a bit to make a higher IRR, but this seems like a doable scenario.Would you buy this?

I just separated from active duty as an intelligence analyst and decided I wanted to do something that I enjoyed, not just something that was an easy paycheck.