Should we buy one nicer single family home and short term rent like airbnb? 

I’m also an agent, if you’d like some perspective feel free to reach out. 

Hello BP,I’m interested in exploring investment property opportunities in areas like Troy, IL, and Cleveland, OH.

Any tips for someone like me?

If you are like I was, the answer to that "What are you good at?"

It sounds like wholesaling could be appealing due to avoiding some of those costs, but the margin is slim between your total investment and the ARV.

Professionals like attorneys and CPAs are not contractors however.

The metric to measure whether it works or not is the CONVERSION RATE, not whether or not a deal was made.If your conversion rate is 0.03% (like it usually is for DMM), spending more money to get more mailers out does NOT change the effectiveness of that strategy.

But I also know it might be a risk throwing something like this on him.

Th just seems like a huge cost for someone like me with only 6 properties, no matter how many features it has.