They ALL can, do, & have worked for many different types of investors.

Since you owner-occupied it, doing 5% down on your conventional would've both lowered your cost of entry (saving cash for repairs), and juiced your CoC returns even more.

I liked him and what he was offering (and being in the coaching space myself, I’m not at all bothered that he was selling something) but I’d never heard of him before, so I wanted to do a bit more digging before signing up.I am curious if anyone in the BP community  has had experience specifically with him, his courses or coaching program and would mind sharing their thoughts. 

I do not have an attorney for chicago as crook county is one place I would stay away from.

We logged the site, cleaned up the garbage, cut in a few roads and waited for the market to boom.What was the outcome?

How do people who acquire and manage STR's track the time for their Active Material Participation activities? 

I would think duplexes would do best in the market. 

The IRS computers are not doing this.

I've started looking at Columbus because my business partners have found success doing Mid Term Rentals there and the returns are solid.

Well, the reasons given generally fall into two categories - either tax benefits through an “installment” sale or obtaining an interest rate on their capital greater than what banks are paying.In my 45+ years doing real estate deals, I’ve found maybe once that the tax argument was considered by a seller; further the “greater than bank rate” argument is completely irrelevant because - the proceeds of a property sale were never going into a bank account, at least not most of the proceeds.