According to Us Weekly, Spears wasn’t scheduled to appear on David Letterman’s show the day she made her pregnancy announcement. Many speculated why she felt the need to make the announcement so quickly. According to Us, Federline was planning to "broker a lucrative deal to leak information to a news outlet about the pregnancy.�? Spears, however, was not fond of Kevin’s quick money scheme. She ran to Letterman to prevent Kevin from going through with it.

Britney hoped by ruining Kevin’s plans, she would show him that she’s the one in control - of their finances and their reputation. A source for Us said "[Briney] is happy she just came out about the baby. Kevin didn't make any money on it, and I'm sure he is pissed."