Lot is one unlucky dude.
Bad things just keep happening to this poor guy. He's an immigrant, just like Abraham, but he gets the super short end of the stick.
Think about Lot's resume: orphan, immigrant, captive in war, citizen of Sodom, widower, raped by daughters, guilty of incest, progenitor of Israel's future enemies. Are you going to hire this guy? Well, talk to Abraham, Lot's uncle. Maybe he'll put in a good word for him.
Is it possible that Lot's bad luck is due to one majorly bad decision? Let's take a look. When Abraham tells him to take first pick at the land he wants, Lot does some recon:
Lot looked about him, and saw that the plain of the Jordan was well watered everywhere like the garden of the Lord, like the land of Egypt, in the direction of Zoar […]. So Lot chose for himself all the plain of the Jordan, and Lot journeyed eastwards; thus they separated from each other. Abram settled in the land of Canaan, while Lot settled among the cities of the Plain and moved his tent as far as Sodom. Now the people of Sodom were wicked, great sinners against the Lord. (13:10-13)
Is it possible that Lot took the easy way out and God is punishing him? You be the judge.