What Does It Really Mean to Live Without Regret? Do you ever lie awake at night replaying the “what ifs” — the choices you’d make differently if you could go back? Maybe it’s a job you didn’t take, a conversation you avoided, or simply the years you spent putting everyone else first. As women in midlife, reflection seems to come naturally. We look back at the life we have lived and wonder how we might have done things another way. But what if regret isn’t something to get rid