Entrapment (1999)

Virgina Baker (Catherine Zeta-Jones), an insurance agent and part time professional thief, is intrigued by art thief Robert MacDougal's (Sean Connery) string of heists. Under the guise that she wants to capture MacDougal, she sets off to find him so that together they can pull off a multi-billion dollar job that revolves around a Y2K bug. However, even knowing this much by herself, Gin needs MacDoogal's expertise to get past the formidable security surrounding their prize. Gin first warms up Mac with the theft of a Chinese mask, but Mac gets suspicious when he intercepts a phone call that she makes back to her insurance company saying she will have Mac captured, and Gin's protest that she really needs his help for an unbelievably large payoff doesn't help her case. Nevertheless, she manages to persuade him to go try this heist, which he had deemed impossible... but doable.