That on the road part will also work it's way into using my personal unit in the duplex as an Air BnB for extra cash flow as well (250 plus days a year of travel...)  

We'd also be hooking up natural gas which means some extra plumbing. 

it is getting a bit tighter/tougher for new folks but if you spend some time learning the process you can make some great returns.  

It'd be ideal to find a great 2, 3, or 4 unit property in your area to house-hack, and is also at a price-point where the rental market makes the numbers really work.But, if it's really tough to find a multi-unit, you could find a single-family home and rent out an extra room or 2.

I think the volume of folks getting into the business has increased which may be affecting your numbers. 

Start looking outside your home town, places you have reliable contacts in first.Maybe your folks live somewhere cheaper and they could help you?

I am just finishing paying off my 28k in student loans and looking to turn some of my extra cash into an investment opportunity. 

Especially if it meant I didn't have to wait and pay to evict him.I know it might irritate you with how this is ending and his last stand/demand, but you might be causing extra irritation to yourself by forcing an eviction. 

Accordingly, I don't utilize LLCs, and for me I have concluded they really weren't necessary to begin with (just a lot of extra costs and headaches).

@Ericka Grant , the problem I have with upsizing is that many people do it as soon as they get an extra dime in their pocket.