After about a year of that, I turned that position into a full-time job that was half property management and half project management.

There were daily issues and when they didnt complete the job, nor complete it properly I went to his office to complain.

Hi Dan, I am a real estate newbie, but I can parallel the question to my owner's rep day job. 

As a tenant earlier in life I needed multi-year leases as I knew my job would keep me in a specific place for 2-3 years.Escalator clauses are not uncommon in a multi-year lease. 

@Jonathan Ghione S8 tenants are getting more and more "spoiled" in our area - Metro Detroit.Too many newbies and Turnkey companies are waiving application fees and security deposits, also giving them recently rehabbed, really nice homes.Then they trash them.Have you stopped and thought about WHY someone qualifies for a S8 voucher?

Do use a standard written application form with an ink signature that reads very closely like a job application. 3.

It's the parents job to raise the rug rat; not that landlord.

For cities, will your jobs have a physical location?

@Matthew Banks yeah, lots of people get surprised when they hear the ol' "quit your job" pitch about real estate and learn that they traded one job for another. 

Generally you want to stick with what you're good at which is investing and your full time job and find a broker who is good at insurance and understands the investment side of real estate as well.Expanding on my comment further condo insurance is different than a single or multi family home as you are typically insuring the "walls in" of the condo as the association is responsible for the exterior of the building.