It is as well in a gated community and very secure with cameras at the main entrance...

Plenty of people dropped out/ didn't go to.college and still became successful, including BILL GATES, and you could most certainly do that as well.

The exterior of the property was improved with new stucco and all-new energy efficient windows, as well as improved lighting and security gates.

No room in this world for a criminal. its one thing I have mentioned on BP more than once  just because someone does a podcast.. it seems there is an irrational exuberance to trust and believe that they are experts or expert investors or whatever I can think of a few I know for a fact are criminals.. past financial felons etc.. but BP is not the gate keeper we all need to just take it as information and entertainment basically.. 

Just ask Larry Ellison, Bill Gates, Mark Zuckerberg, Steve Jobs, etc, etc, etc

  #1 they can only finance less than $50k if the home is a primary residence which out the gate makes this deal not work out. 

In these situations I either counsel my client to put in an escalation clause like @Will Fraser mentioned or just offer above ask (if the property is worth it) right out of the gate and try your best to get the seller to turn their attention to you.

Not trying to start out of state out the gates! 

Although this property management role is still a job to me at the moment, this gate keeping opportunity may get me into the RE investing full time one day, by for example expanding into a PM business, getting more deals, etc..

You're describing a situation where the original intent, right out of the gate, was to resell the property for a profit, not to hold as a long-term investment.Can a property that's sold 6 months after acquiring be called a capital gain?