I manage almost 400 apartments in Cook County at this point.

Additionally, in Co-Living the property manager walks the property once per month to deliver toilet paper & cleaning supplies (aka property inspection). 

This deal and the one before it came about from networking, building a relationship with my property manager, an investor friendly realtor, and learning what makes a deal a deal.

Long term rentals are easier to manage and come with less risk.

Are you currently self-managing or do you have a management company?

Anyone out there on W2 , owning a STR that is taking the benefit of its managment qualifying you to take real estate losses against your W2?

The living condition is terrible as the apartment is poorly maintained by tenant and poorly managed by landlord [seller].

I do not have 5 layers of management that make my rates higher, no lender I work with pays for my office space, licensing, benefits, marketing department, compliance department.... 

@Kwanza Price tips for managing contractors:1.

I personally believe that a better way to jump into mid term rentals is to take a course on buidling a property management company or cohosting business where you bring your skillset to the table without the intial investment into all the furniture and leases.