You can take the capital gains (I assume that the ~$250k) tax free due to the sec121 exclusion if it was your primary 2 out of the past 5 years.Since you are concerned with rising cost and limited increased rent, sound reasonable to sell. 

Franklin County is doing a mass re-appraisal process for property taxes in 2023.

This home was actually rented by a dentist prior to us buying it but it does not rent out for enough if you do it long term as a single unit for us to afford the next home.

And if you've lived in it for 2 out of the 5 years prior to sale then you'll get to take the first $250K ($500K if married) of profit from that portion tax-free.  

Any tax benefit for havingnegative cash flow i.e let say you have rentals with +ve cash flow that add the total income and for me i already have w2 so that extra +ve cash flow make me pay more to uncle SAM (which i don't mind as such, Uncle SAM can use that to fix the roads i travel) will -ve cash flow properties will negete the +ve cash flow with a long term goal that at some point the -ve cash flow will become +ve and i pay uncle SAM more to fix the road due to rain. is that your thinking too :)I am not a tax expert but a long time RE investor.

Today, let's discuss property tax assessments.

However, if you're looking to use a DSCR loan, and the property does not have any prior short term rental operating history, a DSCR lender is going to need to underwrite the loan using either the AirDNA figures or Rabbu figures, so those projections are important in the context of getting approved for a DSCR loan. 

Our only challenge right now is maintaining cash-flow while managing increases in:- Interest rates- Property taxes- Insurance rates

I actually sell on owner finance but still need to track insurance and tax payments.

Any charges made prior is a red flag.