He applied to study veterinary medicine at Massey University but was rejected due to insufficient academics, so he returned to New Zealand and attended Greymouth High School as an adult.
In 2006, Molloy and his wife Ingrid registered the Fokker Brothers trademark, intended for use as a pizza restaurant and then later a steakhouse and sports bar.
Following the end of their marriage, Molloy applied to revoke the original trademark, and opened a Fokker Brothers burger restaurant in 2015 with his sister Julie.
[11] In 2017, Molloy opened the HeadQuarters bar, again with the help of Wyborn, just in time for the 2017 British & Irish Lions tour to New Zealand.
[17] On 17 June 2022, Molloy claimed on The AM Show, the National Party had offered to endorse his mayoral campaign and said that Viv Beck should leave the race.
[19] Molloy withdrew from the race on 12 August after polling showed him falling to third place behind his opponents Efeso Collins and Wayne Brown.
[25] In May 2019, he rallied against the TV show The Project over their coverage of a customer complaint, saying “I will do whatever it takes to hurt people until I really hurt you badly… I will seek to extract maximum revenge in every way possible.”[8] In June 2019, Molloy told journalist Duncan Greive that he knew Bernie Monk, the father of a Pike Mine disaster victim and although he felt 'sorry for him', he 'has this craven desire to be in the media' and has 'milked it in the extreme'.
[8] In February 2020, Molloy was prosecuted for breaching the name suppression of Jesse Kempson, the man accused of killing British tourist Grace Millane, on 22 November 2019, the day he was found guilty.
[30][31] In May 2020, Molloy attracted controversy when, in a screed against Prime Minister Jacinda Ardern for her COVID-19 restrictions, he claimed that a recent outbreak in South Korea was caused by "gay dungeon bars".
[32][33] He was also accused of homophobia for a sign posted at the urinals in HeadQuarters which instructed Labour and Green Party voters not to hold the penis of the man next to them.
[34] He later went on to say that Ardern and Director-General of Health Ashley Bloomfield "deserve to be harassed" and repeated false claims of an increase in suicides during lockdown.
[35] In July 2020, Molloy received a fine and one year ban from the horse racing industry for insulting and abusive language used towards officials.
[36] In March 2022, Molloy stated the council should install hosing systems in the central city to get rid of "drunks" and "undesirables".
[37] In April 2023, American PR company NetReputation apologised to Molloy after offering their services when they wrongly identified him along with two others as potentially being the name-suppressed political figure charged with child sexual assault in the Waitākere District Court.