Jessy told Churchill that his mom who used to sell firewood had suddenly fallen ill and died when he was 12-years-old.
He said that he came back from school, only to get a deep foreboding that all was not right.
“I was in class eight at St Joseph's Primary School, and during KCPE rehearsals, I left my mother at home sick with malaria. Nobody told me she had died, I just felt it."
His family would later bury Jessy's mother after he had finished his exams. Problem was that they were so poor they couldn't afford a coffin.
"It was the most devastating time of my life. We could not afford her coffin. After the burial people left and I was left with my grandmother and grandpa," he said.
Jessy recalled that his mom's death had changed the way he viewed society, explaining that it didn't care about orphans.
"I came to discover that no one cares about orphans. For instance, when other people were planning Christmas for their kids, nobody thought about me," he said.
Congolese singer Fally Ipupa lands in Kenya