At over 4000 sq ft, I'm surprised you won't be able to list for a much higher number to net a decent profit, but without knowing more specifics on the house and location, I am speculating here. 

Let me know if you have any other questions—excited for you to make your first deal!

Will keep everyone updated - I may be looking for a new insurance broker, if anyone has any recommendations or referrals please let me know.

I would want more info from the locksmith to know exactly what was found, but if there was a door lock and you never provided a key, and they got locked out, then its on you. 

I've included an example below to help illustrate this.So different lenders have different rates (which do vary even for DSCR loans) but these are factors they all consider.See example below:DSCR < 1Principal + Interest = $1,700Taxes = $350, Insurance = $100, Association Dues = $50Total PITIA = $2200Rent = $2000DSCR = Rent/PITIA = 2000/2200 = 0.91Since the DSCR is 0.91, we know the expenses are greater than the income of the property.DSCR >1Principal + Interest = $1,500Taxes = $250, Insurance = $100, Association Dues = $25Total PITIA = $1875 Rent = $2300DSCR = Rent/PITIA = 2300/1875 = 1.23If a purchase, you also generally need reserves / savings to show you have 3-6 month payments of PITIA (principal / interest (mortgage payment), property taxes and insurance and HOA (if applicable).

Seeing many parallels to "the community" here (you know, the ones who follow the biggest go-giver ever himself).

How do I know which questions to ask to ensure the property manager is performing at its best?

Quote from @Mohit Gupta: @Nick Brown, @Gaby Liu - I just ran into this and would love to know if y'all were able to find a solution! 

I’m open to share my referrals to any who’d like to know.

Once I know that I could better assess whether the use of debt to get started would be the best choice.All the best!