Montgomerie continued to edit ConservativeHome alongside others including co-editor Jonathan Isaby, assistant editor Joseph Willits, deputy editor Matthew Barrett, and Isaby's replacement, former Conservative MP Paul Goodman After the 2010 general election Montgomerie wrote a report that was critical of David Cameron's election campaign, entitled "Falling short".
The Guardian listed him at number 81 in their 2012 list of the most powerful people in the media.

Through his prominence with ConservativeHome, Montgomerie wrote frequent articles on Conservative politics for The Guardian and The Times, and occasionally for the Daily Mail, The Independent, and the Financial Times.
In April 2011, he became a columnist for The Sunday Telegraph, but in October of the same year, Montgomerie resigned from his column, after a series of attacks on him by the Mandrake column in The Daily Telegraph, its sister paper.
Montgomerie wrote that a tweet critical of the Daily Telegraph editor Tony Gallagher had started the attacks: "A senior Telegraph journalist told me that Tony Gallagher... was "sh*tbagging" me for daring to tweet a criticism of the newspaper last week."
Montgomerie became a columnist for The Times soon after.

In February 2013, Montgomerie announced that in April that year he would join The Times as comment editor, replacing Anne Spackman, but maintained a role as an "advisor" and weekly blogger for ConservativeHome.

He founded the UnHerd website in 2017 "to appeal to people who instinctively refuse to follow the herd and also... to investigate 'unheard' ideas, individuals and communities".
On 25 September 2018, he announced that he had left UnHerd.

In September 2019, Montgomerie was appointed as "social justice adviser" to the Prime Minister in Number 10 Downing Street.
On 31 January 2020, he said on the BBC's Politics Live that the role lasted until the election was called in November 2019 and that he was now in discussions with Boris Johnson regarding a new advisory role following Johnson's success in that election.
By May 2020 Montgomerie had become a frequent critic of the government, in particular of the Prime Minister's Senior Adviser Dominic Cummings and the Prime Minister himself.
Montgomerie continued to edit ConservativeHome alongside others including co-editor Jonathan Isaby, assistant editor Joseph Willits, deputy editor Matthew Barrett, and Isaby's replacement, former Conservative MP Paul Goodman After the 2010 general election Montgomerie wrote a report that was critical of David Cameron's election campaign, entitled "Falling short". The Guardian listed him at number 81 in their 2012 list of the most powerful people in the media.
Through his prominence with ConservativeHome, Montgomerie wrote frequent articles on Conservative politics for The Guardian and The Times, and occasionally for the Daily Mail, The Independent, and the Financial Times. In April 2011, he became a columnist for The Sunday Telegraph, but in October of the same year, Montgomerie resigned from his column, after a series of attacks on him by the Mandrake column in The Daily Telegraph, its sister paper. Montgomerie wrote that a tweet critical of the Daily Telegraph editor Tony Gallagher had started the attacks: "A senior Telegraph journalist told me that Tony Gallagher... was "sh*tbagging" me for daring to tweet a criticism of the newspaper last week." Montgomerie became a columnist for The Times soon after.
In February 2013, Montgomerie announced that in April that year he would join The Times as comment editor, replacing Anne Spackman, but maintained a role as an "advisor" and weekly blogger for ConservativeHome.
He founded the UnHerd website in 2017 "to appeal to people who instinctively refuse to follow the herd and also... to investigate 'unheard' ideas, individuals and communities". On 25 September 2018, he announced that he had left UnHerd.
In September 2019, Montgomerie was appointed as "social justice adviser" to the Prime Minister in Number 10 Downing Street. On 31 January 2020, he said on the BBC's Politics Live that the role lasted until the election was called in November 2019 and that he was now in discussions with Boris Johnson regarding a new advisory role following Johnson's success in that election. By May 2020 Montgomerie had become a frequent critic of the government, in particular of the Prime Minister's Senior Adviser Dominic Cummings and the Prime Minister himself.
Tim Montgomerie