An aging ex-boxer gangster working as muscle for a Boston crime boss receives an upsetting diagnosis. Despite a faltering memory, he attempts to rectify the sins of his past and reconnect with his estranged children. He is determined to leave a positive legacy for his grandson, but the criminal underworld isn’t done with him and won’t loosen their grip willingly.

Ally Darling is realizing she's a little lost in life. Her latest romance has just fizzled out, and she's just been fired from her marketing job. Then she reads an eye-opening magazine article that warns that 96 percent of women who've been with 20 or more lovers are unlikely to find a husband. Determined to turn her life around and prove the article wrong, Ally embarks on a mission to find the perfect mate from among her numerous ex-boyfriends.

Tennis player turned coach Tashi has taken her husband, Art, and transformed him into a world-famous Major champion. To jolt him out of his recent losing streak, she signs him up for a "Challenger" event — close to the lowest level of pro tournament — where he finds himself standing across the net from his former best friend and Tashi's former boyfriend.

When two brothers organize the robbery of their parents' jewelry store, the job goes horribly wrong, triggering a series of events that send them and their family hurtling towards a shattering climax.