Born Patrick Ricardo Jackson Kingston, Jamaica in 1975. Jackson began his career in his teens performing on sound systems under the guise of Dirty Harry. He changed his name to Harry Toddler following the suggestion of a producer with whom he was voicing a dub plate.
By the mid nineties he was sparring with a crew of underrated artists in the Seaview Gardens area of Kingston. All friends of the emergent Bounty Killer, they scoured the studios together looking for a break. Bounty scored a local hit with a track called "Scare Dem". He set up a label named after this hit with his musical director, Jazzwad for the express purpose of promoting his under-rated friends. To this end he set about recording Elephant Man, Boom Dandimite, Angel Doolas, Bramwell, Daily Bread,Nitty Kutchie and Toddler as the Scare Dem Crew. The crew whittled down to the core four, (Ellie, Kutchie, Boom and Toddler), enjoyed a series of massive hits culminating in two albums.
Toddler was the first member to enjoy a solo hit with "Bad Man Nuh Dress Like Girl", a witty condemnation of the "lady boy" trend in Kingston. The song signalled the demise of the original Scare Dem Crew, although the break up was amicable. Toddler maintained a high profile with a series of hits, notably "Dance The Angel", "Cut Dem Off", "Hand Mi Di Fire" and "Sweet Lady", in addition to production and writing work. He also found time to tour Canada, the Caribbean and Europe. The Deejay also performed in the movie Third World Cop. By 2001 the reggae media were speculating that Toddler had abandoned dancehall and turned to Christianity. The reports were inspired by the fact that hed joined his mother in church to help him cope with his own personal tragedies. Having prevailed over family bereavements Toddler returned with a vengeance and released a series of hits including, "Waste Matter", "Gun Angel", "We Nuh Care" and the poignant "Pretend Friend".
Still a highly prolific artist he can be found on many of the one-riddim albums issued by the likes of Greensleeves, VP Records and Jet Star Phonographics.