Hennessy entered at Trinidad and Tobago Television and hosted the program Community Dateline for several years with other presenters including Terrance Greaves, Wendell Constantine, Judy Alcantara, Lisa Wickham (1999–2000) and Judy Chong Dennison until 2005 when the station closed. In 2009 she was received the "Media Excellence" award from the Trinidad & Tobago Publishers and Broadcasters Association.
In 2010, she began co-hosting The Box, a daily TV talk show on the Gayelle network, with a talk show format styled after the U.S. morning program The View. She also had her own television program, Allyson 10-12. Hennessy was a familiar face as host of carnival activities and special events. .
She was married to Emmett Hennessy, a fellow journalist; they had no children.
Hennessy fell ill in late April 2011, with an undisclosed illness, and was hospitalised in the intensive care unit at the St. Clair Medical Centre in Port-of-Spain. She never recovered and died at St. Clair Medical on 7 May 2011, aged 63.
- Date of birth per blogsite
- "Allyson Hennessy dies at 63". Newsday. 9 May 2011. Retrieved 11 May 2011.
- "Local content faces fatal squeeze". Trinidad & Tobago Express. 21 August 2010. Archived from the original on 24 August 2010. Retrieved 3 September 2010.
- "Media Excellence Awards 2009". Trinidad & Tobago Publishers and Broadcaster's Association. Retrieved 11 May 2011.
- "Another Side Of The Coup". Trinidad Express. 4 August 2010. Retrieved 3 September 2010.
- "Veni Mange celebrates 30". Trinidad & Tobago Express. 20 August 2010. Archived from the original on 25 August 2010. Retrieved 3 September 2010.
- "Allyson needs blood". Trinidad Express. 20 April 2011. Retrieved 11 May 2011.
- "Allyson Hennessy passes on". C News. Retrieved 8 May 2011.
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