Unfortunately, I was earning about $100/mo cash flow, but when insurance and property taxes rose this year, I'm negative to around ($16).

The cost of housing rose largely as a result of the pandemic.

It ain't over till the curvy lady sings :-)

Also was able to reach another lady and have exchanged texts.

Rent growth turned negative, interest rates skyrocketed, cap rates rose (meaning values fell), and expenses increased (inflation hits everything, payroll goes up, insurance--you know that story) pretty much all at the same time (around 2Q2022).  

Hello, I have rented out a Single family home on Jan 1st 2024, tenant was brought in by an agent and setup lease as well.The tenant profile was not so great, but it was empty for more than 3 months and I reluctantly rented it out.Since then, tenant was paying rent, but on 5th of every month after couple of followups.Last month they pushed it to 15th asking they were hit by sickness, family emergencies and BS, I said its only one time pass and they paid it on 15th.Now August 1st is upcoming, they are requesting for a call setup to chat, not sure whats that abt, but I presume to buy time.BF and GF signed the lease, it appears things not working out well between them, only lady is  answering emails/chats/calls.

https://www.redfin.com/MA/Bourne/1-Wild-Rose-Dr-02532/unit-1...

Quote from @Rose Jones: Thanks Roberto R - It just felt like such a slap.

The ladies assure me Vermont Mutual has the best, most affordable policies.

Hello Misael, I would do a thorough market research to verify that you can get the rent increase you want, you might find out that the market is oversaturated with rentals.If you are trying to raise the rent $100/mo, 1 month of vacancy ruins your rent increase for the whole year.I would list the property for lease 45 days before your tenant's lease expires, if you have your property priced right you should get some applicants before your lady moves out.