[@Bourgeoisie] You can put as many pictures as you want in his C.S. or reference it in an IC post like I do. Example: He drove a [url=http://file.kelleybluebookimages.com/kbb/vehicleimage/evoxseo/cp/l/10517/2016-subaru-legacy-front_10517_032_640x480_k1x.png]white 2016 Subaru Legacy[/url]. Words. Words. Words. If you look at Nana's C.S. I have her house picture there :3 
In terms of Homeless policy, when Nana first came in town 5ish years ago, she joined a Homeless shelter that helped her get her settled and on her feet. One of the volunteers, an NPC mind you, volunteered there and is now Nana's best friend. There's probably a Veteran Housing Rental Assistance Program. This is a big reality roleplay so there's most definitely programs that would help him. 

I KNOW NOTHING xD