You need to establish why you are not in direct contact with the actual owner and their agent rather than a relative to see if this property is even legally for sale.

I stumbled upon The Ultimate Guide To Using Direct Mail Advertising to Grow Your Real Estate Business written by @Brandon Turner which has been incredibly helpful for anyone else who is reading this; who is interested in Direct Mail as well.

We base our sales price in direct relation to the type of rent that we can get.

I'm a real estate agent here in NH with a background in direct mail and marketing.

1) If I am in direct competition with another right now, then they are on their own.2) Otherwise, if someone needs help I willingly provide it once that person does a little homework, exerts some effort, or takes a little risk.

You will burn the $1000 in direct mail pretty quick and may not get the deal with it to give more cash for the next one.

My career is a specialization in indirect taxes and indirect tax systems. 

To make this sustainable, I am considering taking the $200/mo cash-flow from my (only) rental property to invest in direct mail marketing to my leads.

Could you buy an apartment in Da Hood, and offer discounts to people who work in law enforcement to indirectly curb crime?  

I have an extensive background in direct marketing, sales and network marketing.