Prior to his appointment to the Bench, he served as ASEAN chief executive officer and global vice-chair at Dentons.

He found his father's court work "exciting" due to "the probing, the cut and thrust, the interplay between two opponents" which "appealed to [his] competitive streak".

[6] His older brother, Kenneth Jeyaretnam, is the leader of the opposition Reform Party, which was founded by their father shortly before his death in 2008.

[2] On 1 January 2011, Jeyaretnam was appointed as managing partner of Rodyk & Davidson, one of Singapore's leading law firms.

[4] Jeyaretnam is recognised as an expert in arbitration, construction law and litigation in major legal publications.

[26] In July 2005, Jeyaretnam was appointed as a board member of the Singapore National Kidney Foundation by the Minister for Health to help restore proper governance and public trust.

[32] First Loves and his debut novel Raffles Place Ragtime (1988) were both nominated for the Commonwealth Writers Prize (South-east Asia and the South Pacific).

In 1990, he was a Fulbright Fellowship visitor to the University of Iowa International Writing Program and to the Harvard Law School.

In 2015, Abraham's Promise was selected by The Business Times as one of the Top 10 English Singapore books from 1965 to 2015, alongside titles by Arthur Yap and Daren Shiau.