I’m pretty handy with tools and business minded.

Correct me if im wrong.I was considering using anderson business advisors to set things up for me, meaning LLCs etc to play smoke and mirrors to a tune of $15k and thought that was insane to pay. 

Are in any business affiliation with Dustin Ruhl? 

I guess you need to ask yourself if you want to be in the event business.

Quote from @Gregory Wilson: A few things there, Brendan.First, an LLC with you as a member and your (wife, son, pal, etc.) partner as a 1% member will file a Form 1065 which is about one tenth as likely to be audited by the IRS as a Form 1040 with a Schedule E rental activity (which I presume you will attempt to show is an active business).Second, you want an LLC because when your local Alabama handyman drives his girlfriend's uninsured truck into a van load of U of A medical school interns on I-22 when he goes  to get some shingles for your roof, on your business, you don't lose everything you have or ever will have to an uninsured claim. 

Always do your due diligence folks, search for their name on here, check for criminal and civil court cases in the county they live/do business in, etc. 

Can't imagine being in business with characters like this. 

You might have a tenant upstairs and a local business renting the storefront below—a winning combination​.2.

It's too large of an investment to get it wrong; you need bench strength.Real estate investing is a risk business.

My only reply here is to say to simply focus on the business objectives.