Prior to season 1, Earn dropped out of Princeton University for reasons he has yet to explain to his family, including Alfred. Another thing revealed is that he hadn't gotten in touch or spoke with Alfred since they both attended the funeral of Alfred's mother.
Season 1 Edit
The season finds Earn 3 years after dropping out of Princeton University as he works at a dead-end job trying to sell credit cards at an airport. He tries to co-parent with his best friend, Van, who is the mother of their daughter Lottie, and is managing the career of his estranged cousin Alfred, a rising new rap star known as "Paper Boi" in Atlanta.
His own parents won't let him into their house in fear that he will borrow money from them, his father even going so far as to say that they "can't afford" to let him in the house.
Throughout the season, Earn is shown to be visibly depressed due to his financial circumstances (especially in episode 1.04 where Darius, Alfred's best friend and roommate, set up an investment but he has to wait months to receive it) and run-ins with the law but he still is optimistic about managing Paper Boi's career.
In the season finale, Alfred gives earn a generous 5% of their career earnings, most of which he gives to Van. It is revealed when Earn isn't staying the night over Van's apartment, he is squatting in a storage unit.
Season 2 Edit
Earn has been "evicted" from his storage unit and is officially homeless. He asks to stay at Alfred's house but Alfred's homie Tracy beats him to it so he chooses to leave (even though they offer to let him stay). Tracy helps Earn flip money that Darius set up for him (in season 1) to $8000, but he blows it all on a shopping spree rather than housing. He ends up losing the money when they are caught for fraud. Over the course of Robbin' Season, Earn's relationships, both personal and professional, begin to crumble, with Van breaking up with him after attending Fastnacht in Helen, which he reviled as stupid even though it is her culture. Since he wasn't willing to contribute more to their "relationship" emotionally, Van told him not to talk to her anymore unless it was about Lottie or child support. Later, during a disastrous stay in Statesboro, Alfred also questions Earn's ability to manage his career, and fires him from his position.
Earn is shown to be cynical and highly intelligent yet strikingly foolish. Even though he and Van are off and on, he is shown to be a loving father to their daughter Lottie. From a young age, Earn has always lacked the confidence of his cousin, Alfred. As a consequence, he demonstrates poor management skills over the course of Alfred's career.