A Hole in the Head

Meet Tony (Frank Sinatra), a wannabe big shot who's constantly broke. And while the carefree widower may not have money, he is rich in one respect: he's got the unconditional love of his adoring young son, Ally (Eddie Hodges). But when Tony asks his wealthy brother, Mario (Edward G. Robinson), for a loan, Mario, who disapproves of Tony's swinging lifestyle, agrees to back his brother on one condition: settle down or give him custody of Ally! Tony may be desperate, but he'd have to have A Hole in the Head to agree to Mario's terms wouldn't he? (official distributor synopsis)