Additionally, your brother would inherit your cost basis for the gifted portion, potentially leading to higher capital gains taxes if he sells later.

You can learn to do this independently or get a rockstar REALTOR to lead the way.

Also, focus on 2 years of job/income stability.Class D Properties:Cashflow vs Appreciation: Typically, all cashflow with little, maybe even negative, relative rent & value appreciationVacancy Est: 20%+ should be used to cover nonpayment, evictions & damages.Tenant Pool: majority will have FICO scores under 560 (almost 30% probability of default), little to no good tradelines, lots of collections & chargeoffs, recent evictions.

Looking to bolster my off market lead flow.

Throwing good money after bad to delay a negative report.  

People wanting to be wealthy know better.I have a unit that cash flows a NEGATIVE $700+ a month.

Selling a hospitality property like this is a lot more valuable if you have a booking website, leads generated, upcoming bookings, etc.

Completing the setup will likely lead to smoother operations and peace of mind in the long run.

In this example the initial investment would be $50,000.So the owner of the IRA would have to pay 37% in taxes seems to negate the interest paid of 12.5% annually.Do I have this correct?

Not having experience qualifying prospects I would think that the leads you would get from here, if any, would be..... challenging.