He was born October 31, 1959 to late Subair Akande Taiwo and Alimot Ayinke, from the Akinnikuolu Compound in Ilaro, Ogun State (Nigeria).
He attended Gazikia College (Lagos, Nigeria), and then went on train as an automobile mechanic at Yaba Technical School (Lagos, Nigeria). He worked with the Lagos State Water Corporation for about 15 years before retiring in 1994, to go into full-time acting.
He started his acting career in 1982 under the tutelage of the Awo Ademola Fagbemi. From this humble beginning, Alhaji Taiwo Hassan has risen to become one of the most popular actors in the Nigerian film industry.
Some of the movies, which he has featured in, include Owo Blow, Eyin Oka (The Fangs of a Viper),Agbara Ife (The Power of Love), 13th Day: Ojó Ketàlá, Arin Ota (Among Enemies), and Ase N Tedumare (God’s Will is Supreme). Alhaji Taiwo Hassan is renowned and loved for the wise and mature roles, which he usually plays in his movies.