[4][3][1] He worked as an economic advisor for the UK Home Office in 2003–05 and then for the East Midlands Development Agency in 2005–08.
[3] In the February 2017 Mount Albert by-election, Simmons stood as a candidate for the Opportunities Party (TOP), founded by Gareth Morgan.
[8] On 24 May 2017, Gareth Morgan announced that Simmons as the deputy leader of TOP and their candidate in the Wellington Central electorate in the 2017 New Zealand general election.
[10] In December 2017, three months after the election, Morgan resigned as leader and Simmons and two candidates also stepped down from their roles.
[11] In August 2018, TOP appointed Simmons as interim leader until an election of party members could be held to determine a replacement to Morgan.
[12] During the TOP's party relaunch held in October 2019, Simmons delivered a speech advocating a universal basic income and "breaking the Labour / National duopoly".
[18] During the party's first annual general meeting held on 3 November, Simmons resigned as leader of TOP.
[19] The following table shows the final results:[20] Notes: Blue background denotes the winner of the by-election.