This means spending 3 - 4 weeks just analyzing, studying and evaluating the market of interest rather than jumping into a sales job day one.2.

Evaluate your investment objectives and preferences.If you want to make money, keeping the property and renting it out can bring in steady income.

There will be some giant surprises to many there when you have to start paying engineers for frequent evaluations and making the structural repairs required.   

In IRS Chief Counsel Memorandum 202151005 (Dec. 23, 2021), the IRS evaluated two “general” fact patterns for short-term rental arrangements.

If he wasn't a w-2 employee that might be why he doesn't have pay stubs.  

We're also able to evaluate our rates, and keep pace with inflation, on a monthly and quarterly basis because of shorter term leases.Now we syndicate larger self-storage deals and work with passive investors.

I would also get references from their previous landlords/companies and just see how they were as tenants/employees.

You would have to maintain the self employment activity and not have any employees other than a spouse. 

Make sure you have a solid team around you, and you feel comfortable evaluating potential deals.

I've seen loan officers positions, property evaluators, assistant property management and others as examples.