I can say I have already achieved my initial number in three years, and unlike other investments this number will always stay same or go higher. 

SD market is tough for cash flow, at least when you initially purchase the home.Your best bet is a live in flip / house hack, meaning you buy a house in need of some love in a nice neighborhood at a discount, fix it up and then house hack.  

At such a low purchase price you'd likely be able to refi a good amount of your initial investment out of the property and start cash flowing as long as you find tenants.

I appreciate the  1% rule of thumb for analyzing the BRRRR method. which was my ultimate goal initially.

The initial single family would be the one I would live in in this case.

The difference in cashflow between the two is $187 a month or roughly $2237 annually My question is, if I can use that 30k to purchase another property that brings in at least the same annual return, is it worth to run my profits that low on the initial investment?

If they get too high find someone else.You can use sites like Takl.com to find your initial handyman or HVAC person.

Direct mailing and a lead website are my initial thoughts but I want to hear your suggestions. 

The raise was not an even split, investors put in anywhere from $10,000 to $35,000 each and own a percentage based on initial investment.

Value adds: we did a pretty good job of negotiating the price down, the initial offer was $160,000 (including the wholesale fee).