I am more concerned with not being able to rent the property out, compared to the buying process.

We recommend you get management contracts from several PMCs and compare the services they cover and, more importantly, what they each DO NOT cover.

Look up comps in your target markets and see how they compare to each other. 

The caretaker would be required to assume paying taxes and insurance plus upkeep.Both units need a fair amount of work prior to being rentable now that it’s been vacant so long.

You don't have a great case for a tax appeal here because it looks like it was upped based on the renovation and improvements done prior to you buying it.

Create a simple spreadsheet or written list to compare the features of each and identify the ones that align with your requirements.

We will allow you to use a new employment contract as qualifying income 6-12 months prior to your start date.  

Congrats on at least taking action.You've got nothing budgeted for vacancy that I can see; it depends on how much turnover there is in your market and what your prices are like compared to the rest of the market, but most people would budget 1 month of vacancy/year/unit.

This is because the financials of the condo project will directly effect the value of the real estate as a collective, as compared to just your financial health on other types.

Create a simple spreadsheet or written list to compare the features of each and identify the ones that align with your requirements.