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The story juxtaposes this financial assistance with the idea of loneliness and desperation—implying that Oberman, like many older men seeking connection, may have used money to fill an emotional void. The narrative suggests that these arrangements often stem from loneliness rather than genuine affection, a point reinforced by Oberman's aggressive behavior and apparent difficulty in letting go when relationships end.
Online Feuds and Public Embarrassment
Further complicating Oberman's reputation are conflicts with public figures and fans, notably Draymond Green of the NBA, and comments about the New Orleans Pelicans' performance. His offhand remarks reflect frustration and dissatisfaction, which are seen as typical of a man spiraling into bitterness.