I work for a job that is pretty relocation heavy (employees typically move around every 1-3 years) and I was wondering if anyone thinks successfully venturing into rental property investing would be feasible.

I also know that management fee and salaried employees are separate line items.

The problem with a short-term rental though is that it's tough to determine/figure out the income producing potential of the subject property.

-The ARV is tough because it doesn’t really need much, I was going to paint the exterior a new roof is being put on before the sale so repairs is minimal which is great and it already has tenants.

Learn how to run a business first and treat investing like you have 100 properties, 50 employees, and 1 goal from day one.

File form 8832 with IRS and have the LLC taxed as a C Corp Pay yourself a small wage as a W 2 employee from the C Corp Keep the profits in the C Corp use that money by the end of the year for more purchases. 

It's super tough to balance between saving money and not looking cheap in the eyes of a tenant.

(There are 2,500 or so employees at the Colorado Springs center.)

Buying can be tough, but rents are moving up quickly.   

The other reason is when you get involved with commercial real estate, you'll also have employees which requires workman's comp, unemployment insurance, etc., and in NY, the rates you pay depends on the number of employees and LLC's separates one entity from another.