I’ve had luck using the Pet Sitting or Dog Walker categories to find people willing to do this (they’re used to being in other people’s homes & are typically trustworthy)

Cool, they'll sneak in a cat or dog anyway.

In my experience its often a sales person or someone casing the house with a 'did you see my dog'  'I broke down somewhere, can I use your phone'  or a missionary wanting to convert me. 

Also, private medical practices are a dying breed.

The only worry is predator birds like owls, falcons etc. or egg-suck dogs.

I did this once (in writing saying as long as there are no damages that would be okay.......) and I’ll never ever do it again.... they left the entire place full of belongings, trash, dog poop, broken glass, cupboard knobs in garbage disposal, wax warmer wax down the sinks, and much much more......

I double down with podcasts on my morning walk with the dog and researching markets at night.

The last answer was "oh, my husband in unemployed, we have lousy credit, two dogs and section 8."

Service dogs are highly, and specifically trained to perform assistance for the person that owns it. 

Solo 401(k)s are a special breed of retirement accounts that avoid this UDFI tax.