I handle dispositions and tech; my business partner is more experienced with exit strategies and the finer points of investment.Hope this helps!

To them, everything takes "5 minutes" to do.The entire PMC industry has major challenges when it comes to handling maintenance, so it's a featured topic at most industry conferences. 

Steady pay, you can learn how to manage property and deal with people, and you'll be licensed to handle sales on the side.

Maybe half upfront and reduce the rate of interest on the balance..

Currently the other unit is empty and wasn't sure how to handle the taxes regarding this, so I am looking for refences of an accountant in the Phoenix Metro who does house hack taxes.If you have any other pieces of advice or wisdom for landlord and tenant rights it would be greatly appreciated. 

He’s constantly handing out free advice, wrote the book on 1031’s and handled mine last year. 

Repairs made while the property is your primary residence are not deductible, but improvements can increase your cost basis, reducing future capital gains tax when you sell.

3) If their handyman can't handle a repair issue and they have to hire outside contractors, many PMC's will then charge a markup for their time - but they don't tell you this upfront or disclose in their management contract.

However, vacancy means covering 100% of the expenses.Multifamily properties almost always generate higher cash flow due to multiple income streams, which also reduces the risk of vacancies.

Here's the City link for you to reference. https://www.chicago.gov/city/en/depts/doh/provdrs/homeowners...1) ADU regulations specifically exclude Short-Term Rentals so don't do it if the intention is to short-term rental. 2) The ceiling height oh 6'10" is almost guaranteed to trigger digging a basement if you want to formalize as an ADU unit, especially if that height is further reduced by pipes or HVAC. 3)Ingress/egress is an issue for renting, as is that any bedroom also will need two (ie operable window/doorway).