[3] As a teenager, Maccarinelli worked as an apprentice bricklayer alongside his boxing after leaving school but gave up the profession after suffering a fractured bone in his hand when a falling breeze block landed on it.
[4] Maccarinelli turned professional in 1999, but employed a new trainer after parting ways with his father who noted "I couldn't push him to be world champion because he'd answer me back".
[3] Maccarinelli made his professional debut on 2 October 1999 against Paul Bonson, winning a points decision over four rounds at the Cardiff International Arena.
[5] In his fourth professional fight, Maccarinelli suffered his first defeat in a shock upset against southpaw Lee Swaby at Swansea Leisure Centre.
[4][7] Maccarinelli has attributed the defeat to his lifestyle at the time, as he spent the build up to the fight drinking and eating junk food, later commenting " I wasn't living the life.
He later revealed that he had suffered from poor eyesight since the start of his career, but had repeatedly passed the medicals by asking a friend to take the test beforehand and note the answers.
[9] He made his first defence of the title three months laters, stopping Estonian Andrej Karsten with an uppercut in the first minute of their bout at the Newport Centre.
[11] Maccarinelli's second defence was originally scheduled to be against Chile's Carlos Cruzat, but his opponent was forced to withdraw shortly before the bout due to injury.
Due to several injuries to Nelson this matchup never transpired, and on 22 September 2006 he announced his retirement, automatically relinquishing the belt and allowing Maccarinelli to be promoted to full champion status.
[20] On 14 October 2006 Maccarinelli made his first defence of the WBO title, stopping former opponent Mark Hobson in the first round in a fight that was widely expected to last the distance.
On 21 July 2007 Maccarinelli defended his WBO cruiserweight championship against former WBC champ Wayne Braithwaite and won by unanimous decision, after dominating the match.
The fight took place on 8 March 2008 at the O2 Arena, London and was much hyped in the weeks running up to the event, being given the tagline "bombs away" (referring to the high KO percentages and punching power both men boasted).
From the very beginning of the fight Maccarinelli struggled with the power of his opponent and by the end of the second round his right eye had swollen completely shut from the punches landed by Lebedev.
In the third round Lebedev rocked Maccarinelli with an uppercut which landed cleanly through his guard and after a further barrage of unanswered punches the referee stepped in and called a stop to the fight.
[30] Maccarinelli managed a second consecutive 1st-round KO victory against Hungarian opposition when he defeated Zoltan Czekus at the Echo Arena Liverpool on 13 March 2010.
Following his two quick comeback wins Maccarinelli's next fight took place on 27 April 2010 when he fought Russian prospect Alexander Kotlobay in St Petersburg for the vacant European cruiserweight title.
[31] His first defence of his newly won title came as part of Frank Warren's "Magnificent Seven" fight card, which took place on 18 September 2010 at the LG Arena in Birmingham.
A clash of heads in the sixth led to a cut developing over his right eye, however the fight still appeared to be going Maccarinelli's way until he was knocked down heavily towards the end of round seven by a left hook from Frenkel.
[33][34][35] As with the aftermath of the Afolabi and Lebedev defeats there were also calls for Maccarinelli to retire from the ring, something which the boxer himself admitted to the press was a distinct possibility following his fourth KO loss in eight fights.
[37] Several months later he made the further announcement that he would once again be working with former coach Enzo Calzaghe, who was part of Maccarinelli's team during his successful run at cruiserweight.
[43] In June 2016 he fought Dmytro Kucher for the vacant European cruiserweight title, but lost by TKO in the first round, subsequently announcing his retirement from boxing.