Final thought, I work with a lot of folks living in halfway houses and folks who use methadone programs and such; people have shared that one of the biggest triggers for them is being in the same surroundings they were in when shit was bad for them. So if they were in New Haven when shit got bad for them, they will have to make the conscious decision 1000 times a day to not slip back into old habits. If moving to a new area where there is decent public transportation is an option, it could be worth considering.

Also, in my experience of looking for apartments, I would say the majority of the ones that I find in that price range that includes utilities, I typically found on Craigslist or Facebook Marketplace. You just have to have a discerning eye for scams.

There is this program run by the city of New Haven for helping people pay for security deposits, it sounds like she may qualify?

https://www.newhavenct.gov/government/departments-divisions/livable-city-initiative/tenant

There have been a few tenants unions organizing in New Haven, it may be worthwhile to see if any have for your landlord since there's power in numbers. Too many garbage landlords in this city.

https://www.cttenantsunion.org/english/in-the-news

Fucking Yale.

I'd recommend maybe sharing with local libraries as he'll probably find himself at one as it's a place to charge phones/use the bathroom/hangout?