Highs in the Low Fifties follows Winik's attempt to rebuild her world as a once-widowed, once-divorced single mom. With her signature optimism, resilience, and poor judgment, Winik dives into a series of ill-starred romantic experiences. Her clarity about her mistakes and ability to find humor in the darkest moments--in love, and in all parts of life--has won her a growing crowd of devoted followers . . . and a few voyeurs.