She's left her gig as judge on The X Factor, her new puppy Hannah is gravely ill, and on Jan. 11 she announced she and fiancé Jason Trawick, 41, have called it quits after more than three years together.
While Spears, 31, told PEOPLE in an exclusive statement, "I'll always adore him, and we will remain great friends," a family source says the signer is "definitely upset about the split."
What tore the couple apart? Spears, who has two sons with ex-husband Kevin Federline, had hoped to start a family soon with Trawick, but he wasn't ready. Says the close source: "There were so many issues he wanted worked out before that" – including her neediness. "It was difficult for Jason to have his own life."
Adds an insider: "Britney is very insecure and has had a lot of trouble with jealousy." These insecurities may be heightened now. "[She] is very worried about being alone," says the family source. "She is upset, but for a long time she has treated him like a friend, not a romantic partner." The family source adds that some close to the singer, who had a breakdown in 2008, "are concerned about her future."