In the first episode, Jay walks in his mother's footsteps to market, and revisits his first ever home, where he and his mother were taken in by family in 1970 when he was a newborn baby. He also learns about the terrifying Zeppelin air raids that saw the first ever bombs raining down on London in 1915, and explores the mythology built up around the infamous Kray twins.

In his final journey, Jay follows in the footsteps of his young adult self, walking the streets where he used to live and discovering their hidden secrets. Jay revisits a former flat that he shared in Peabody Estate in Bethnal Green, and discovers the philanthropic story of Peabody, lifting the deserving poor out of poverty. Later, Jay makes his way to the famous cemetery Abney Park, and recalls the ghosts of Hackney past that he encountered on his journeys and the rich history of the place that shaped his youth and made him the man he is today.