The Big Gamble (1931)

Unable to repay a substantial gambling debt to mob boss North, Alan Beckwith concocts a last-ditch scheme. Allowing North to take out a $100,000 insurance policy on his life, Alan agrees to commit suicide after the mandantory one-year moratorium has elapsed. To make things legal, North forces Alan to marry Beverly (Whose brother is also indebted to North) as the beneficiary-of-record. He also assigns "hitman wannabe" Squint to both keep an eye on Alan and "do the deed" when the time comes. But as the year progresses, Alan falls in love with Beverly, befriends Squint and decides he doesn't want to die. But how can he convince North to allow a 100 grand to slip through his fingers?