Undercover Angel (movie, 1999)

With his landlord breathing down his neck and his writing career stagnant, the last thing Harrison Tyler (Dean Winters) needs is a kid hanging around. But he's in for a surprise when his ex-girlfriend (Lorraine Ansell) leaves her precocious 6-year-old (Emily Mae Young) in his care for a few weeks. It turns out the girl possesses remarkable matchmaking skills, and soon Tyler's professional and romantic fortunes begin to turn around.