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Born and raised in Lacovia, a small village known for cashew cultivation on the south coast of Jamaica in Saint Elizabeth Parish. Blackwood endured a hardscrabble childhood growing up. He would work on his family's’ farm and walk 6 miles to fish for food with his grandfather in order to feed the household. As a child, his two passions were soccer and music.

Olaf landed major commercial success in 2017 with the Billboard Charts hit , 'I Need You' garnering an impressive 56 million streams in total on Spotify. The single, was produced by Trance music king Armin van Buuren and Fernando Garibay, and written by Olaf Blackwood with Fernando Garibay.The Single was certified Platinum and it won a BUMA award for the best International song of the year in the Netherlands. The single peaked at #7 on Billboard Digital songs sales, # 9 on the Billboard Dance/Airplay charts, and remained on the Billboard Dance/AirPlay top 40 chart for 3 months. It was also added to Spotify's viral 50 Songs in 23 countries, and voted #5 on the BPM top 51 Songs of 2017 by SiriusXM. Contestants on The Voice of Holland (season 7) performed a cover of "I Need You" during the 2017 finale.

Failing to achieve the success he desired Olaf migrated to the United States in 2002. Since then he has either written and/or produced songs for several high-profile entertainers, the likes of Shaggy, Tessanne Chin and more.

He recorded his first single on Reggae Legend Garnet Silk's label in 1995. Later for Mario C Productions on the Artillery rhythm. He recorded for the likes of Steven Ventura of Celestial Sounds, Shiah Coore, Jason Chantrell and many other Jamaican Producers resulting in several unreleased tracks.

Olaf Blackwood (born 5 November 1980) is a Jamaican singer-songwriter and record producer.