Shouldn't supply and demand should have some kind of weight in the process?

This will have the overall effect of reducing rents, since it will in effect be a drop in demand.

To meet your demands I would have to find an ATM that dispenses $100 bills, or find an institution that will change my $20 bills into a crispy $100 bill.

Locations where margins are already very tight may see demand drop altogether, which may depreciate home values in these areas.

There are partner/ownership concerns, liability issues, entity structures, is there a demand for the houses, zoning, surveys, appraisals, VOM, VOE, labor costs, infrastructure, county hearings, ROI, taxes, more taxes and yet more taxes, real estate agents and their fees, delays, Sub contractors, (who don't show) insurance, and on and on and did I say delays and more delays. 

Since purchasing the home, some things have changed, we both have full time jobs that are very demanding and I have another business that consumes my time as well.

CIV §1950.5.(4)(c) A landlord may not demand or receive security, however denominated, in an amount or value in excess of an amount equal to two months’ rent, in the case of unfurnished residential property, and an amount equal to three months’ rent, in the case of furnished residential property, in addition to any rent for the first month paid on or before initial occupancy.

Ignoring it and focusing only on metrics like cash on cash will tend to push you towards lower quality neighborhoods with weaker long term supply and demand fundamentals, yet better day one cash flow on paper.

Sounds like you have no problem helping, but when you get a heavy dose of entitled users boldly asking/demanding information it's quite annoying.I'm no expert and haven't experienced this but I can relate in other aspects.

My tenants know I demand that and I have a great relationship with them for doing so.