Feel free to reach out, my team has experience lending as well

I can get $7000 rental income per month total.

Feel free to DM me if you're interested. 

I have totally given up on Quickbooks though it remains the best accounting software for the non CPA type 

Feel free to ask any questions here.

.- Total rental income: $2,300.- You’re still responsible for a $500 gap each month.Add in maintenance, unexpected expenses, and vacancies, and your costs can climb even higher.

I want to make sure I'm not missing something.I can withdraw penalty free from prior Roth contributions and 5+ year old conversions, an inherited tradtional IRA, an HSA with prior medical receipts, among several other options.

In our largest listing, we have a triplex with a total of 11 beds and 10 baths with each bedroom set up to be potentially rented by the room (electronic lock on each bedroom door, and most with a private bathroom).

Assuming property taxes + insurance added don't go above $1,100 total, you could maybe make this work. 

i would speak to your cpa, as you may be able to get all or most of the gains tax free if they lives in it two of the last 5 years. vs what you can get if you rent it outof course consult with your cpa for tax advise