It's so hard to say cos he has so many countless Songs that i can relate to and listen to during certain situations but if i had to pick outta them all i would say.....i can't just pick 1 so heres a few.....
Rock Bottom - Because it's such a powerfull Song and i grew up real poor most my life up till this very day and come from a poor family & welfare type backround and this Song i understand word for word cos i been through everything in the Song
Hailies Song & Mockingbird - Because these Songs are as emotional and from the heart you can get and we all have a family member or more than 1 family member we dearly love more than anything that mean the world to us. Also cos these Songs explain the struggles of family life even though they are positive and uplifting
8 Mile Road - Similar to Rock Bottom but this Song explains for those of us that grew up in a lower class poor enviroment how much we all want to get out the hood to give our self and our familiy a better and good life, there isn't a Song that gives you the pain of wanting to escape your bad enviroment and hardships like this for me anyway.
Superman - Basically cos it explains perfectly what it's like to be in troubled relationships and how that makes us feel when we in a relationship that is not going well so can relate to everything in this Song having experienced that alot.