I'm looking for a property management software that will allow me to upload documents as well.

Doesn't the Chicago STR ordinance not allow you to have more than one in the same building?

Once you have this team in place, you should be able to invest in any market confidently.

The manager said this isn’t allowed and that she would need to terminate the management agreement before it’s listed.I’ve sold a fair number of properties that are professionally managed and it’s always been a cooperative arrangement between the PMand my agent.Can someone please help me understand what’s going on?

You need to connect with those doing deals there and allow them to guide you All the best  

There are some non-QM products that allow "gifts" to be used as down payments on investment purchases. 

Secondly, I have funds to invest and am hoping to learn as much as I can about investing and maybe team up with others on a deal.

Our investor relations team is inhouse / so anyone has a question it’s not an overseas call center they are speaking to someone knowledgeable and who works for the company2.

The US Department of Veterans Affairs (VA) on Tuesday issued a temporary fix that allow homebuyers and investors using VA loans to pay for their real estate agent's commission - i.e., the buyer-broker fee. 

My electrician is working thru options but I also want to try and think creatively as well.The one advantage here is that unit 1 is currently sharing common power, and this would allow us to split it off.