However, you must have reasonable limits and hold to them.I give a great example in my book where a tenant abandoned a 2,000-square-foot home full of nice furniture, expensive jewelry, a brand-new $2,000 rifle still in the box, etc.

The condo will limit the rental options to age restrictions. 

And to really take care of your mom use your annual gift limits to gift back to her the rent she pays. 

However, if your time is limited or you don’t want to deal with tenants directly, hiring a property manager can make your life much easier—just be sure to choose one with solid local experience.Are you currently house hacking in Chicago?

The "Set it and forget it" mentality, I think, will limit your listing big time.I do all of the pricing across multiple listings. 

There are a very limited and reliable few of lenders that do true DSCR 2nds.

That means:🚫 No posting on social media🚫 No blasting your deal to an email list of strangers🚫 No promoting your syndication on a podcastThe SEC is clear: “No general solicitation or advertising to market the securities.”If you want to publicly advertise, you’d need to use Rule 506(c)—which requires investor verification and limits you to accredited investors only.🚨 Warning: If you advertise a 506(b) deal publicly, your entire offering could be invalidated, leading to legal consequences.2.

Sometimes the tenant just doesn't know about them or their situation limits their ability to apply.

Additionally, his credit is not the best, and he has limited funds for a down payment.Any potential options or solutions that may be available?

it does allow you to repair things outside of the home to a limit.