At sixty-three years old, million-dollar lottery winner PJ Halliday would be the luckiest man in Pondville, Massachusetts, if it weren’t for the tragedies of his life: the sudden death of his eldest daughter and the way his marriage fell apart after that. Since then, PJ spends both his money and his time at the bar, and he probably doesn’t have much time left—he’s had three heart attacks already.

But when PJ reads an obituary of his old romantic rival, he realizes his high school sweetheart, Michelle Cobb, is finally single again. Filled with a new enthusiasm for life, PJ decides he’s going to drive across the country to the Tender Hearts Retirement Community in Arizona to win Michelle back.

Before PJ can hit the road, tragedy strikes Pondville, leaving PJ the sudden guardian of his estranged brother’s grandchildren. Anyone else would be deterred from the planned trip, but PJ figures the orphaned kids might benefit from getting out of town. PJ also figures he can ask Sophie, his adult daughter, adrift in her 20s, to come along to babysit. And there’s one more surprise addition to the roster: Pancakes, a former nursing home therapy cat with a knack of predicting death, who recently turned up outside PJ’s home.

This could be the second chance PJ has long hoped for—a second shot at love and parenting—but does he have the strength to do both those things again? It’s very possible his heart can’t take it.