If not, any one of the other recommended softwares such as Docusign, SignNow, etc should work.I am curious why your PM is requiring you to do this - this is something essential to PM duties I feel?

having a team of contractors and big dogs looking for deals is essential.

They spend a lot of time in the space so comfortable furniture is essential and so is a full kitchen. 

Essentially what I'm trying to do is: Anytime a property manager or real estate professional needs a home service, (for example cleaning) they book through us and we'll take care of it on our end.

I've recently been looking into Co-Living which is essentially renting by the room (in a more organized and structured way).

Wauwatosa is a top choice, Washington Heights offers a similar feel minus the school district and at a lower price point.

Essentially they look at what the expected net operating income and if it will be enough to cover your mortgage.  

Moreover, for your basic but essential advice; save religiously, build your credit now that you're 18, limit unnecessary debt, etc.

Also this way you are essentially getting paid to learn about an industry you are sincerely interested in. 

Mortgage payment is $1,000 on each house, so you're essentially earning $500 per house or $2,000 a month.