I considered starting out house hacking a MF, but it will only increase my monthly expenses, not lower them or provide cash flow. 

If you consistently analyze properties, recognizing a good deal will be much easier when it shows up.

They will also help you report and track any capital improvements to the property which helps increase the overall cost basis for your straight-line depreciation.I hope this was helpful in some way.

This is an okay fix for now, next step I am looking at checkbook control to increase flexibility. 

I think it is great you obtained those lots at that excellent price and want to increase the value. 

Quote from @Jamie Parker: Quote from @Carsyn Childress: I have searched Facebook groups, Craigslist, and meet-ups with little to no luck with consistent volume.

The population continues to rise, increasing the demand for housing.

I recommend you do this annually to adjust for utility increases and other variables.

How much will the increased cashflow supplement your anticipated SSI?

Hi @Brendan Jones I moved to Nashville in late 2021 to begin my homeownership and investing career, buying a primary residence, house-hacking it, and transitioning to a long-term rental once I bought my next property (also in Nashville) so would be happy to share my experiences.There is a lot of interest in STRs in the Nashville Metro area, but the zoning has become increasingly strict over the years.