To me, one is an act of kindness, the other would be funding what equates to a gambling addiction.I'm glad I'm not in your shoes. 

What would you do in our shoes?

If I was in your lucky shoes, I'd invest the money in ADUs and JDUs on your existing properties. 

I was in your shoes once, and ended up helping my friend manage her 4 bedroom house that we were living in as roommates after she moved to out.

I'd just suggest you take a deep breath and first imagine that you were in your tenant's shoes. 

In the case I mentioned above, there were special circumstances of the sort @Rion Redinger mentioned.If I were in the tenant's shoes, I would feel deeply insulted if I got a "gift" from my landlord.

I like to put myself in my potential renters shoes and once lived near a busy street and it would keep me up some nights...let alone a big freeway! 

Your options are to bite the bullet and do the renovations to get applicants who can, at least, tie their own shoes. 

This guys IQ must be the same number as his shoe size if he’s only using the dishwasher as a rack to dry his wet dishes that he hand washed ..What a douche 

I don't understand how the people on here can post about how people who can't pay their rent are losers or they need to get out when you know I'd like to see them live in our shoes for a minute cuz they be shutting their mouths