The Big Gamble

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. (imdb)