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On 19 May 2016, he was appointed as Fianna Fáil Spokesperson for Justice and Equality, by party leader Micheál Martin TD. As the Opposition Spokesperson for Justice and Equality, he drafted and secured cross-party support his Parole Bill which was passed by the Oireachtas and became an Act. It comprehensively reforms the system of parole giving victims of crime and their families the right to be heard during the parole process. The Oireachtas also passed his proposals to expand the powers of the Criminal Assets Bureau into law.

He was on the Fianna Fáil negotiating team in talks on government formation in 2016. Early on 9 April 2016, O'Callaghan's home hosted a covert meeting between O'Callaghan, Leo Varadkar, Deirdre Gillane (chief adviser of Micheál Martin) and Andrew McDowell (a policy adviser of Enda Kenny). It lasted for more than an hour.

He was a member of Dublin City Council from 2009 to 2016. He unsuccessfully ran as a candidate for Fianna Fáil in the 2007 general election in Dublin South-East. O'Callaghan has practised as an Irish barrister and senior council, and his sister Miriam is a broadcaster.

O'Callaghan has a BCL degree from University College Dublin, a Masters in Law and an M.Phil in criminology from Sidney Sussex College, at Cambridge University, and a BL degree from the King's Inns. In 2000, he represented Taoiseach Bertie Ahern in defamation proceedings against a businessman, appearing with future Attorneys General Rory Brady and Paul Gallagher. A barrister, he was made a senior counsel in 2008. O'Callaghan also served as a legal adviser to Fianna Fáil from January 2011 to his election to the Dáil. In 2014, he co-edited a book titled, Law and Government: A Tribute to Rory Brady. O'Callaghan had "devilled" for Brady, who was later appointed Attorney General of Ireland. O'Callaghan has represented many high-profile clients in defamation cases, including Louis Walsh, Julia Kushnir, Gerry Kelly, Ivan Yates, Jim Higgins, Denis O'Brien, Justin Timberlake, Rosanna Davison and Tulisa Contostavlos. He has also appeared in two of Ireland's largest commercial court disputes: Fyffes v DCC and Menolly Homes v Irish Asphalt Limited.

Jim O'Callaghan (born 5 January 1968) is an Irish Fianna Fáil politician who has been a Teachta Dála (TD) for the Dublin Bay South constituency since 2016.