I was feeling guilty for not being able to give my girls new clothes for school etc. and before you know it I was using it for gas and food and now here I am.

He mentioned he's got kids, is he paying college tuition, alimony, food, etc.? 

Food for thought.

In general, the market is quite active with a range of options available for travelers.Portland is a popular tourist destination, known for its vibrant food scene, outdoor activities, and cultural attractions.

Just food for thought if you do decide to rent.

The trash trucks are huge and make a very loud wining, banging, beeping, diesel engine revving, sounds--sometimes before dawn.Sometimes they leak smelly drippings from their loads, that someone will have to deal with cleaning up.Sometimes they blow hydrolic lines and mess up the parking lot, and someone will have to deal with them (trying to) get them to clean that mess up.Anything outside the dumpster does not get picked up.The dumpster area should be sanitized from time to time if there is food waste or grease on the pavement (who will do that, and who will pay for it, and who will ensure it is being done as scheduled).You may want to fence it off, the dumpster company may require an pre open fence gate, and may not close it upon leaving--someone will have to prepare the gate for pickup and secure it when done.If you have a lot of Hobo's in the area begging, expect them to discover it's fenced area as a night time sleep spot and latrine area--do you have security to boot them, some one will have to do this (and clean up any physical mess left behind as a gift).The route to the dumpster will have to handle the weight of the dumpster truck, or it will crumble the path over time.https://www.youtube.com/watch?

Except for the evictions, the homelessness, the physical and emotional stresses on the tenants, the social problems associated with rootlessness, the cost to the local community and state when people who were paying their own way suddenly can't afford food or medicine...these are just some of the results of housing insecurity.  

Now my mountain cabin that is at 2000 ft elevation I have more risk there, but we tell people if a storm is coming pack food, water etc.. and if its gonna be  bad storm, we give them the option to cancel with a full refund.  

They will need to move down the food chain so either way it's a no go.

There's a sense that you can make things happen here, be the big fish in a smaller pond type of thing, and the local entrepreneurial community is very supportive of each other.https://www.washingtonpost.com/lifestyle/food/one-of-the-countrys-poorest-cities-is-suddenly-becoming-a-food-mecca/2016/01/04/82631234-ad80-11e5-b820-eea4d64be2a1_story.htmlThere are really nice and really bad areas here, and everything in between.