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''I want to stay as close to the edge as I can without going over. Out on the edge you see all kinds of things you can't see from the center.''
-Kurt Vonnegut
The High Court’s first “celebrity judge” reflects on love, poverty, Howard-era battles, and chilling out about a musical on his life.
Cara Waters
OCTOBER 28, 2026
He was the High Court’s first “celebrity judge” and still has students and legal practitioners coming up to him to tell him his judgments are their favourites.
Former High Court justice Michael Kirby retired from the bench in 2009 but continues to be in demand as an arbitrator and speaker around the country.
The 87-year-old lives in Sydney but is in Melbourne ahead of delivering the Brotherhood of St. Laurence’s annual Sambell Oration.
Kirby arrives straight from the airport to meet me for lunch at Streat cafe in Collingwood.
In a quiet backstreet, the cafe has a rare luxury in the inner-city suburb – a sun-filled grassy courtyard with tables and chairs where we can sit and talk.
I tell Kirby he was my favourite High Court judge when I studied law because his judgments were always interesting and easy to read.
It’s not the first time Kirby has heard this.
“Everywhere I go, they want to go up and tell me they learned their law through my opinions,” he says.
It’s a nice legacy to have, I say.
“It is, but I don’t get carried away with it,” Kirby says.
Such is his popularity that a production of a musical based on his life is currently under way.
“I sort of vetoed it and said I wouldn’t co-operate,” Kirby says. “But then I wrote back and said if they really want to, they should go ahead.”
He says he’ll go along when it is staged, as long as the musical numbers are decent.
“You’ve got to have some good tunes,” he says.
Kirby’s popularity is partly due to his judgments written in plain legal English rather than the convoluted and more confusing style favoured by some of his contemporaries.
Lunch with Michael Kirby, comprising a spinach and ricotta roll and an Anzac biscuit at Streat cafe.JASON SOUTH
“You can make things easier to understand if you write in short sentences,” he says. “So that’s what I did.”
Kirby served on the High Court from 1996 to 2009, and during this time he was known for his incisive judgments and for dissenting from the judgment of his colleagues, particularly on matters of civil liberties and human rights.
I ask him if it was lonely dissenting so much, but Kirby says he only really broke ranks when he joined the High Court in response to pressure from parliament “to rein these judges in”, to just apply the law rather than try to address fundamental values.
His rulings, including finding that WorkChoices legislation distorted the constitution, that prisoners deserved the right to vote and that indefinite detention of a stateless migrant was unlawful, attracted the ire of then-prime minister John Howard.
Howard was often critical of “judicial activism”, and Kirby returned serve by giving speeches defending the right of judges to interpret laws in light of changing social values.
Even when he was in the majority, Kirby often wrote his own separate judgment – a record he’s proud of.
“Chief Justice Mason once gave a big compliment to me,” Kirby says. “He said ‘If you want to know what the case is really about, start with the Kirby judgment’.”
A talent for writing runs in Kirby’s family – he tells me his grandfather, William Spotswood Knowles, was a journalist for TheSydney Morning Herald.
Sadly, Knowles was a little before my time, so we turn to the menu and Kirby confesses he has already eaten on the plane, so isn’t particularly hungry.
A committed pescetarian, he says Qantas’ catering now finally embraces his dietary preferences.
Instead, Kirby orders a mocha and biscuit, which he carefully nibbles on during the course of our discussion, while I order the spinach and ricotta roll with a carafe of sparkling water.
The pastry is buttery and flaky and the creamy ricotta has a salty tang to it.
It’s good, but Kirby chose Streat more for the cafe’s social impact than the quality of its food.
It’s a social enterprise which provides vocational training and support programs for disadvantaged and homeless youth.
He’s been concerned with social justice since he was given a copy of the Universal Declaration of Human Rights by his teacher as a student at Fort Street Boys’ High School, in Petersham, in Sydney’s inner west.
Kirby studied law at the University of Sydney and practised as a solicitor and a barrister before his appointment in 1974 as the deputy president of the Australian Conciliation and Arbitration Commission. In 1983, he was appointed to the Federal Court, and then the High Court in 1996.
During his time at the bar and as a judge, Kirby was known for his formidable work ethic, often beginning his day at 5am.
“The Melbourne bar is a late bar, and the Sydney bar is an early bar,” Kirby explains.
“In the old days, before the internet and emails, you could get a few good hours of total silence. You could focus on the problems of your day, clear your head, get across the issues, and how you will express the issues in your head.”
It’s a habit Kirby continues to this day.
Ralph Heiman’s Radical Restraint, featuring former High Court judge Michael Kirby, is one of the most popular pieces at Canberra’s National Portrait Gallery.HEATH MISSEN
He still walks into chambers each day, proudly showing me his watch that shows he has already clocked up more than 6000 steps for the day.
He asks to compare with my watch and is put out that I have eclipsed him with 9000 steps thanks to an early morning run with friends.
“Don’t worry, you’d have me on a normal day,” I tell him.
Since retiring from the High Court, Kirby has not eased up, working with the United Nations and is still in demand as a speaker at universities and for events like the Sambell Oration where he called for a new national approach recognising poverty as a human rights issue.
“The reason I took this topic was because every day when I walk to work, I see people who are seriously poor, sitting on the pavement,” Kirby says. “Sometimes asleep in borrowed bedding, or sometimes with bedding which is handed out to them.”
Kirby says it seems like homelessness is becoming more prevalent and in a wealthy country like Australia, 14.2 per cent of the population shouldn’t live below the poverty line.
“Remember when Bob Hawke promised that no child will live in poverty?” Kirby asks. “The words came back to bite him. But most people would think 14 per cent is quite high for a country like us.”
“And having regard to what we’re seeing in the world at the moment, deep unrest of violence, destruction of public property, it’s a warning to us in this way to keep on top of this” he says.
Still sharp as a tack, Kirby is comfortable discussing jurisprudence from 40 years ago as well as the latest decisions from the High Court where he says, “I keep an eye on areas I’m interested in.”
As well as his public speaking duties, Kirby is presiding over a billion-dollar arbitration in India, which involves occasional travel there.
He has agreed with his spouse, Johan van Vloten, that once the arbitration concludes in about three years he will finally actually retire – at the age of 90.
“I’ve done a deal, it’s a Trumpian deal that I will retire when I finish it,” Kirby says. “He says he will believe it when he sees it.”
Van Vloten and Kirby have been together for 57 years and were vocal advocates for the marriage equality vote.
I ask Kirby what it was like coming out as gay in such a high-profile role, and he says for much of his career he was not open about his sexuality.
“The deal was: if you don’t make us think about diversity, we’ll leave you alone,” Kirby says. “And so that’s what I did, and I continued doing that for quite a while.”
Michael Kirby married his partner Johan van Vloten on the 50th anniversary of when they first met in 1969. HADDEN MOTION PICTURES
It was van Vloten who convinced him to help blaze a trail for the next generation as he is from the Netherlands where “they call a spade a shovel” and so told Kirby it was time to stand up for himself.
“What can they do to you?” van Vloten told Kirby. “You are on the highest court on the land.”
Kirby says in the end, van Vloten proved to be correct.
His secret to a long and successful relationship is compromise and mutual interests.
“You’ve got to have one partner who will always give in,” Kirby says. “That’s me. You’ve also got to have mutual interests. Ours is history basically.”
Kirby says he sometimes wonders if he should have been a history professor rather than a lawyer.
When he retires he plans to spend time talking to van Vloten about the history books van Vloten is reading, while Kirby will spend his time reading the London Review of Books.
“That is a wonderful journal, all about a lot of books I will never read,” he says.
I ask whether it is cheating to read the London Review of Books rather than the books themselves. Kirby laughs.
“Who’s going to dob me in?” he says.
Our lunch is over and Kirby carefully places the remainder of his biscuit in a paper napkin to take away for later.
He has some parting advice for me as I attempt to digest our expansive lunch conversation into this article.
When plans were first unveiled to develop a prime stretch of coastal land in Sydney’s south-east into hundreds of new homes, confidence appeared high, as construction crews got to work building all the roads, footpaths and residential lots in preparation for an influx of new residents.
But more than a decade later, only a handful of homes have been completed, the footpaths are largely empty, and the streets are frequented mainly by the occasional street sweeper, cyclist and parents taking their teenage children for supervised learner driver lessons.
An aerial view of the Little Bay site.SAM MOOY
Amid debate over new housing in Sydney’s eastern suburbs, the site’s owner and Australia’s richest property developer, Harry Triguboff, is embarking on a new plan to develop the land after three previous proposals to build thousands of apartments failed to gain planning approval and faced strong community opposition.
Through his company, Meriton, Triguboff has submitted a new proposal for 505 homes in buildings of up to five storeys on the coastal site overlooking Little Bay Beach and the fairways of The Coast Golf Club.
The plan, which includes an initial stage of 100 homes, three of which would be affordable dwellings, received initial support this month from the NSW government’s Housing Delivery Authority, a planning body established to boost housing supply through streamlined assessments that bypass local councils.
The proposal marks a significant departure from the scale of Meriton’s previous plans, which included an application for 1900 apartments rejected by the Sydney Eastern City Planning Panel in 2021, a rezoning bid for 1600 homes in 2023 and an application for 2600 apartments across two 27-storey towers last year.
Instead, the latest proposal brings the development closer to the scale of an approved masterplan Meriton inherited when it acquired the site for $245 million in 2017, which permitted up to 450 homes in buildings of up to five storeys.
While Meriton declined to comment on its latest proposal, the company has consistently maintained its commitment to developing the site.
The change in scale has been cautiously welcomed by some residents including Olde Lorenzen, a founding member of community group Save Little Bay which has spent years campaigning against high-rise development at the site.
“When residents bought their homes here, they did so expecting a mix of low and medium density housing in the area, not thousands of units in buildings up to 27 storeys,” he said.
Local resident Olde Lorenzen pictured at the Little Bay site.LOUISE KENNERLEY
Lorenzen said residents wanted assurances that the state government’s planning pathway would not pave the way for further increases in density.
“It’s a step in the right direction, but our concern is that Meriton is using a state-significant pathway and we’ll be looking for clear assurances that what begins as 505 homes doesn’t become the start of a push for even greater density.
“We’re not anti-development, we just want sustainable development for the site, which is in a sensitive coastal environment.”
The prolonged vacancy of the site had also created problems for nearby residents, he said, due to issues including trespassing and antisocial behaviour.
Little Bay Cove has footpaths, roads – but no homes.SAM MOOY
“Even though it’s fenced off, it’s regularly accessed by cars, residents, and trespassers,” he said.
“There’s a playground on there that is falling apart, the grass is overgrown, we’ve had issues with overflowing bins and vermin, and there’s crime and drug trading going on down there at night. It’s definitely not in a good state.”
Last week, the NSW Coalition opposition announced plans to close the Long Bay Correctional Complex, located about 200 metres north of Little Bay Cove, and redevelop the site for 12,000 homes if elected in March 2027.
NSW Planning Minister Paul Scully dismissed the proposal as a “fantasy”, arguing it would cost taxpayers billions of dollars and create excessive density without adequate infrastructure.
But he expressed support for the Little Bay development.
“It is always good to see underutilised land being activated for new housing,” Scully said.
“From downsizers to families and young people, everyone should have the option to live in the community they choose.”
He stressed, however, that the Housing Delivery Authority’s initial support did not guarantee approval, with the proposal still subject to merit-based assessment and community consultation.
An artist impression of the housing plan for the site in 2019.
Maroubra Labor MP Michael Daley, who has previously criticised Meriton’s larger development plans, also welcomed the reduction in building heights.
“If Meriton’s current application broadly represents what was represented in the master plan, that would be a good result,” he said.
“What I don’t want to see is them gaining an approval and then coming back and asking for multiple changes.”
Randwick Mayor Clare Willington criticised the use of the Housing Delivery Authority pathway, warning it would remove local oversight and “take planning decisions out of the council’s hands.”
“Little Bay is a community, not a blank canvas for developers. They deserve a guarantee that a modest proposal today won’t become something very different tomorrow,” she said.
Long-time resident Peter Fagan said while lower building heights were a positive compromise, local infrastructure remained a pressing concern.
“Adding another 505 homes will put enormous pressure on roads that are already heavily congested, as well as schools and hospitals,” Fagan said.
“Sydney needs more homes, but it also needs responsible planning. The two should go hand in hand.”
Australia’s richest man has defied the nation’s embattled real estate market to post a 72.6 per cent lift in profit after income tax for the year ended June.
Meriton founder Harry Triguboff booked revenue of $2.05bn for the 12 months to June, up from $1.336bn the previous year, according to documents filed with the Australian Securities & Investments Commission.
Meriton’s profit after tax jumped from $306.7m in 2025 to $552.1m in 2026 equating to a $160m financial gain for the business which since the 1960s has developed more than 80,000 apartments in Sydney, Melbourne, Brisbane and the Gold Coast.
Mr Triguboff said he was not phased by the softening real estate market.
“If the market wants smaller, more affordable units, we change our plans to build more of these smaller units,” he said.
Amid a dramatically softening real estate market, Mr Triguboff attributed the profit gain to meriton having completed several apartment towers in the 2026 financial year which had increased property settlements.
“As well as this, we are seeing more buyers in the market although they are still finding it difficult to get finance from the banks,” he said.
“However, we are happy to sell to anyone who, in our opinion, can afford it.”
“We will always meet the market,” says Harry Triguboff.
Asked if he was concerned about the slumping real estate market Mr Triguboff was blunt. “No, we are not worried as we will always meet the market.”
He emphasised that the completion of the Meriton’s apartments towers was after “long approval and construction periods”.
Meriton’s profit announcement came as ASIC reported construction continued to account for the largest share of corporate insolvencies in Australia, representing 24.5 per cent of external administrations.
Property developer Mirvac said sales of new homes plunged as the fallout from shock budget property tax changes and rising interest rates hit demand.
Mirvac reported home sales fell to just 429 homes in the September quarter, well below the 619 the developer sold this time last year.
Housing developer Stockland also suffered a 71 per cent drop in buyer inquiries in its housing estates in the September quarter on the same time last year.
Meanwhile, Meriton said its major source of revenue was from the sale of apartments as well as from rental income from term lease rentals and serviced apartments.
Meriton now owns 23 serviced apartment towers, and is Australia’s largest private hotel owner.
Meriton last week won a planning breakthrough with the NSW government which ended an eight-year stalemate for Mr Triguboff over a contentious site in Sydney’s east.
The local council, Randwick City Council, has lost control over Meriton’s Little Bay site, with the property now deemed ‘state-signficant’.
Little Bay, near where Harry Triguboff has won approval to develop 505 units. Picture: NewsWire/ Gaye Gerard
Mr Triguboff, worth more than $32bn, purchased the 11-hectare Little Bay Cove site for $245m from a Malaysian Group in 2018.
He now has approval to build 505 apartments but is expected to want to build more.