The current rents are drastically below market, and our financials were based on upping rents to market in the coming months. 

In addition I would talk with a couple of financial planners before investing in a business.

With my conservative $40,000 dollar a year full time income and my mortgage payment of $1050 a month this leaves me with little buying power to buy a full time investment property.Some other relative info about my financial status is that I have a good to great credit score, I currently have $20,000 available to invest leaving me with a cushion in savings and because of my Airbnb income I am currently able to save about 80% of my full time job income yearly.

I would than consult with a financial planner to help with the decision.

Hey there, this deal doesnt make much financial sense to me, im not an appreciation type of guy and i dont know the exact play here, but a cashflow of 183.16 for an initial investment of 27.5k money down means you would need 12.5 years to recoup your initial investment, the market there is heavily saturated and wont provide you much cash flow, if you are already factoring in property management, then you might want to look further away for better cash flow, im in the process of purchasing a 4plex that will cash flow me 1,500 mnthly after all expenses and accounting for vacancy on a 175k loan

In one fell swoop you have to pay around $6,000.Keeping a home with negative cash flow is a fool's errand unless you have a financial reserve of 3-6 months saved up.

The most important thing to keep in mind is NEVER say anything that indicates that you know that you know that they are in financial trouble.

I manage my and my boyfriend's rental properties (3 properties/6 units) but I am looking to get another property in order to gain a little more passive income and gain more financial freedom.If there is are others in the Quincy/Braintree/Holbrook/Randolph/Brockton area who meet regularly or who would be interested in getting a group together, please let me know.

Keep in mind, doing nothing is also a decision...I would consider my personal short term goals and time requirements before embarking on potential changes in my financial situation.  

SFHs can be a real drain unless you are already financially well off.