Put it on the market, take your (up to) $500k tax free gain and buy a no attachment rental if you want.

My current flow is 1) find a house that matches the configuration (X beds, Y bath)  in a certain neighborhood (Redfin or my agent)2) pull up rent data in rentometer / Zillow 3) run through my spreadsheet with expenses, taxes, insurances and etc I would love these to be automated.

Many believe and advocate that filing a homeowners insurance claim will lead to higher rates, discouraging claims altogether.

One rule helped here (I simplify a lot): you should always count how much money will be left in your pocket after all expenses (including mortgage payments, taxes, fees, utilities, as well as the reserve fund for the current repairs of the property).

Yes, in most cases I would strongly suspect as you do that these are not good tenants, BUT you don't want to deny them for an invalid reason and leave yourself open to any kind of discrimination claim.

What are the IRS special tax rules for installment sales(seller financing)?

I am working a deal to help a developer acquire a tract of land in Charlotte County, Florida. The problem is the county is wanting to charge $15,000 per unit, which would come out 2.5x the amount he is paying for the ...

I have had instances where people where trying to claim cleaning issues but my cleaner takes photos with time stamps on them and I sent that to airbnb and they denied the guests claim since the guest purposely tried to create a "cleaning issue" .

There's no black and white rule of thumb but if you're on the GP side, no matter the split, I'd say it's fair to claim it in your portfolio.

After that they would own a passive 40% of a rental that would pay them a tax free gain every few years.