Be the best Yid

A man in rags saves for months to buy the suit he's been staring at in a shop window. At the shop he tries it on and is furious. That mashal sits beside a question in Lech Lecha. Lot also left home with Avraham, so why did one end up as the model of good character and the other in Sodom? And why does Hashem list what to leave in what looks like the wrong order: land, then birthplace, then father's house? The Vilna Gaon on "ito" versus "imo" points to what going "with" someone really takes.