If Wholehearted living is the best way forward, from which of the following 10 guideposts does one begin? Question: What does it actually mean to live wholeheartedly and why would you want to? Answer: Wholehearted living is about engaging with our lives from a place of Worthiness. It means cultivating the Courage, Compassion & Connection to wake up each Morning and affirm ‘ I am capable of facing up to any challenge that the day brings upon me.’