In a recent survey by TNS Custom Research, 51% of Americans said they would like to be self-employed, however many of them didn’t take the steps necessary to achieve those dreams. 38% cited the fear of going bankrupt as the number one reason they never took action, 37% cited the fear of an irregular income, 15% said they didn’t have enough capital & 8% said they lacked the necessary skills.

That's as someone who is happily employed, much like yourself. 

I know Home Depot sells a similar product with their Allure line, but I'm trying to position my place as a nicer rental so I don't know if Allure would be too cheap for the place.

However, his employer is going to reimburse him for his PM fees because of the job move, but in order for that to happen, they need invoices from a company stating the fees so this method wouldn't really work for that.

It gives employment and business owners as well.

But my property management don't like me using this Handyman who is uninsured and self employed.

About the minimum criteria for tenant, I was mainly looking at what Brandon mentions here http://www.biggerpockets.com/renewsblog/2013/01/04/how-to-rent-your-houseAbout the initial screening process, I am copy/pasting from the article mentioned above, but I will definitely give this more thought.The gross monthly income must equal approximately three times or more the monthly rentApplicants must have a favorable credit history.Applicants must be employed and be able to furnish acceptable proof of the required income.Applicants musth have good references concerning rental payment, housekeeping, and property maintenance from all previous Landlords.We limit the number of occupants to two per bedroom (per State law)Well, the questions will be in a format that will not give my game away :)I'm pretty sure you are absolutely correct in pointing out that I'll need the lease agreement before I show the place to people.

If you're self-employed without employees, you may also qualify for an Individual 401k plan.

If not, call them out on it & consider an "employment adjustment."

When I told him the funds to the HSA were employer contributed, he said that was even better (free money).