Wild Card (2003)

The somewhat flirtatious, ever-charming Daniel 'Dan' Collins, who has criminal connections from his past, investigates as an insurance investigator (effectively as private detective) crimes which (can) cost the insurance company a fortune in extant and/or future damage claims it hopes to pass on to the criminals or avoid altogether as poisoned fruit. His less-experienced partner, Zoe Busick, gave up her job in Las Vegas as blackjack dealer when her sister died in a car accident, so she could raise her teenage nieces Taylor and Hannah and nephew Clifford "Cliff" Woodall in Chicago.