[2] Gilroy was once a campaigner against evictions and has been described as a "serial litigant" for his multiple legal actions taken against Irish banks, with AIB having successfully obtained a court order against him for continued frivolous lawsuits.
[5] He opposes abortion, Irish membership of the European Union and vaccinations, and has republished a number of conspiracy theories relating to the COVID-19 pandemic in Ireland.
[8] In the wake of the by-election result, Village magazine compared Gilroy to the Italian Five Star Movement leader Beppe Grillo.
Following an RTÉ decision to not include him and other independent and non-party Dublin candidates in a live television debate, Gilroy brought a legal challenge against the public broadcaster to the High Court.
[16] Eight months later in January 2020, Gilroy was announced as a candidate for the Irish Freedom Party in Dublin Bay North at the 2020 general election.
In a promotional video, Gilroy rallied against "globalist elites attempting to put us all under the UN, EU and WEF fascist control through elected traitors".
[21][22] In addition to his own candidacy, Gilroy campaigned with far-right candidates Malachy Steenson (Independent)[23][24] and Derek Blighe (Ireland First),[25][26] who stood unsuccessfully in Dublin Central and Cork North-Central, respectively.
[31] On 1 November 2013, Gilroy was arrested by Gardaí in Navan and brought before Dublin High Court to face charges over alleged contempt of orders restraining trespass on a County Kildare stud farm to which receivers have been appointed.
Gilroy was accused of being part of a "mob" from the Rodolphus Allen Family Private Trust which forced receivers off the €8 million stud farm.
[12] The High Court of Ireland granted AIB an Isaac Wunder order against Gilroy in 2018 for continued frivolous or vexatious cases brought against the bank ostensibly on behalf of various business associates and clients.
During 2020, Gilroy was charged, in a prosecution taken by the Standards in Public Office Commission, for failing to comply with the regulations relating to election expenses following his 2019 European Parliament campaign.
[37] In 2020, Gilroy took a case to the Workplace Relations Committee after being asked to put on a face mask during a trip to a Decathlon store in Ballymun.