All or Nothing at All(1993)

In this compelling story of a daring conman, Leo Hopkins (Hugh Laurie) prospers from the greed of others - but his undeniable charm and willingness to take risks plunge him into a mess of troubles and worry. Addicted to gambling, seduced by his secretary and threatened by his corrupt boss, his life spirals downward and Leo must find a way to straighten himself out before he loses everything.