A true icon in the North American media landscape, George Stroumboulopoulos has done it all. Just to list a few of his accolades, George has hosted and executive produced shows on MuchMusic, to George Strombolopolous tonight on CBC, to Hockey Night in Canada and now he hosts a talk radio show on Apple Music. George is also heavily involved in several philanthropic endeavors, including the Artists for Peace and Justic board which he sits on with Natasha. On this episode the pair discuss George’s outlook on life, to his relationship with hope and optimism, breaking his own biases and making risky bets in business.