A collection of brand new, impassioned, and inspiring letters from Ask Polly's advice column, originally featured on The Awl and now weekly on New York Magazine's blog, The Cut website: nymag.com/thecut/. Should you quit your day job to follow your dreams? How do you rein in an overbearing mother? Will you ever stop dating wishy-washy, noncommittal guys? Should you put off having a baby for your career? Heather Havrilesky, the author of the column guides you through modern life with the signature wisdom and tough love her readers have come to expect. Whether she's responding to cheaters or loners, lovers or haters, the depressed or the down-and-out, Havrilesky writes with equal parts grace, humor, and compassion to remind you that even in your darkest moments you're not alone.