Clothing: Thrift stores. Specifically, if you go to the church thrift stores and you say "We are trying to help him get back on his feet" they will often give y

Clothing: Thrift stores. Specifically, if you go to the church thrift stores and you say "We are trying to help him get back on his feet" they will often give you a discount and/or some clothes for free. Jobs: Side gigs on craigslist. Lawn care, concrete, helping people move...you can look on craigslist and find these. It's not perfect, but it's -some- cash flow until he can find someone willing to hire. Transportation: There are enough funds to get an old car for probably around $1k or less just to start out. Can resell it later and get something better once he gets more stable. But it will provide transport to side gigs and worst case a roof over his head. I've had to sleep in my car more than a few times.