Montebello studied theology (1985–89) and philosophy (1983-85) in
Malta. He specialised in philosophy in
Rome (1989–93) and
Madrid (1994-95), acquiring degrees in
Plato and
Aristotle, and studied criminal justice with
Leicester University (2003–04). He began lecturing in ancient and medieval philosophy at the
University of Malta and other higher academic institutions in 1991. In 1993 Montebello began researching the philosophical tradition of the
Maltese people, a relatively new area of systematic study, continuing in his investigations of prime sources both locally and abroad for more than twenty-five years. He published his findings in such books as
Stedina għall-Filosofija Maltija (An Invitation to Maltese Philosophy, 1995),
Il-Ktieb tal-Filosofija f’Malta (The Book of Philosophy in Malta, 2 volumes, 2001),
20th Century Philosophy in Malta (2009) and
Malta’s Philosophy & Philosophers (2011). Monographs in this line included
Daniel Callus: Historian & Philosopher (1994) and
Angelo Pirotta: A Maltese philosopher of the first water (2006). Other focused critiques include the study of the 15th-century
Maltese poet and
philosopher Peter Caxaro, publishing books such as
Pietru Caxaru u l-Kantilena tieghu (Peter Caxaro and his
Cantilena, 1992; second edition, 2015) and
Bejn ix-Xieraq u l-Għelt: L-istruttura kjażtika tal-Kantilena (Between Rectitude and Incongruity: The chiastic structure of the
Cantilena, 2016). In his studies Montebello also thoroughly explored the life and personality of Malta's early-20th-century social reformer
Manuel Dimech. His related publications include
Dimech (2004; second edition in two volumes, 2013, 2018),
Jien, Manwel Dimech (I, Manuel Dimech, 2006; second edition, 2017),
Manwel Dimech: Fi kliemi (Manuel Dimech: In my own words, 2010),
Manwel Dimech: Ivan u Praskovja u Kitbiet Oħra (Manuel Dimech:
Ivan and Praskovia and other writings, 2011),
Aphorisms: Wisdom of a philosopher in exile (with Francis Galea, 2012),
Manwel Dimech: Ilbieraħ–Illum–għada (Manuel Dimech: Yesterday–today–tomorrow, 2013) and
The Amazing Story of Manuel Dimech (2014). Montebello's philosophical publications mostly explore the individual's relation to institutions. They include
Il-Verità Teħlisna (The Truth Shall Set You Free, 1993),
De Missione Christianorum (The Mission of the Christian, 1994),
Il-Bejjiegħ ta’ l-Inċens u ċ-Ċnieser (The Incense and Incensory Vendor, 1994),
Taqtigħ f’Salib it-Toroq (Struggle at the Crossroads, 1995),
A Philosophy of Madness (1998),
Il-Fidwa tal-Anarkiżmu (The Redemption of Anarchism, 2010; eBook, 2014),
Four Havens of Intimacy (2012) and
Il-Faqar tal-Paternaliżmu (The Poverty of Paternalism, 2017). In 2021 Montebello published the first fully-researched biography of
Malta’s 20th-century four-time maverick prime minister
Dom Mintoff,
The Tail That Wagged The Dog: The life and struggles of Dom Mintoff (1916-2012). The book was commissioned and issued by SKS Publications, a branch of
Malta’s
Labour Party. Though at first welcomed by
Prime Minister Robert Abela, the leader of the party, he later repudiated the biography, though the book was not withheld from being sold by the publisher. The vacillation was mainly due to Mintoff’s children disassociating themselves from the publication. Montebello firmly stood by his work. Seven years in the making, the 640-page book was nonetheless positively hailed by critics, and even shortlisted for the national book prize. == Endeavours ==