I threw it into the cash flow calculator and it said it would either even out or it willl have a monthly cash flow of around 300$.

First month free only attracts people who move every 12 months.

I go to their properties once a month and there is only one property that has seen any progress in the last 3 months.

It's the boring places that probably won't appreciate above the rate of inflation that will provide real month to month income. 

Before jumping into the condo, I’d take a closer look at whether the $300/month cash flow is worth it compared to other options, like a small multi-family property or a property in a higher-yield market.

The typical income from a free and clear rental would probably be $800-1500/month - and on a financed rental probably $300/month on a good day in today’s market.  

Upfront expenses and monthly payments must be considered when calculating the return on your investment.EXAMPLEYou cash out $100,000 of your equity and use this as a down payment on a $400,000 investment property.

Months' supply, a key market balance indicator, is expected to improve from a 3.7 month average in 2024 to 4.1 months in 2025.

If this is a $100K property you may go from believing you have a healthy LTV ratio to being underwater in a matter of 2-3 months.

A monthly fee (typically around $5-20/mo) is added on to the payment.