Complex sentence: That night, Brad can't sleep so he decides to have a drink with Ananya; he talks with her a lot and lets her know that the non-profit life was a mistake and he should have tried to make money.
Split into simpler sentences: That night, Brad can't sleep so he decides to have a drink with Ananya. He talks with her a lot and lets her know that the non-profit life was a mistake and he should have tried to make money.