HELOCs are not available because they are residential loans guaranteed by individuals and what you seek is a type of commercial loan or credit line which are available to seasoned companies with proven financial track record.

Most won't insure pools with diving boards or ones without a VGBA drain.2) Include the cost of a pool company to manage the pool in the rent. 

I currently work remotely as a Manufacturing and Quality Manager for an AI infrastructure company based out of the Bay Area. 

I imagine there is not much of a relationship with the turnkey service after the sale and I would deal with the PM and Loan company directly. 

So many population/job growth/companies moving and developing here - Intel headquarters, Google, FB, Amazon, Nationwide, Honda, Anduril etc.

Here are a few additional strategies that might help mitigate risk if you decide to rent the property:Hire a Strong Property Management Company: While you’ve already spoken with some PMs, consider finding one with extensive experience managing single-family rentals in Cook County specifically.

That said, here is how I would proceed...For some background, I used to run an STR management company in SATX and we peaked at about 35 properties under management. 

There aren’t many residential development companies operating at this level, which reduces competition and risk.

you are going up against people and companies that spend thousands or even tens of thousands of dollars a month in marketing. 

Corporate Income Tax are 24%, however banks and insurances companies are higher with an additional 3.5% Mortgage in ItalyIt's also important to note that there are no Mortgage companies here, everything is done with 1 of the very few banks here.