Tim O’Connor is the long-standing headmaster of Auckland Grammar School.

When he started the job in 2012 he became only the 11th headmaster at Grammar in the schools 156 year history.

In this conversation, Tim shares the highs and lows of his 13-years at Grammar. And his 10 years as the head of my old school, PNBHS, before that.

This podcast offers a rare behind-the-scenes look at the culture, discipline, and deep traditions that define Auckland Grammar.

We talk about everything from navigating risky behaviors and toxic masculinity to fostering mental resilience and identity in teenage boys.

Tim opens about his own path through education, the mentors who shaped him, and the leadership lessons he picked up at Harvard that now guide his everyday decision-making.

This is more than a conversation about a school. It’s a masterclass in leadership, vulnerability, and the future of education in a digital world.

It’s hard to think of many people who have done as much for young men in New Zealand in this century as what Tim O’Connor has done.

I enjoyed my time with Tim, and I think you will too.

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This episode is sponsored by Generate Kiwisaver.

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Head to: https://www.generatewealth.co.nz/dom/

The issuer of the scheme is Generate Management Limited. To see their Product disclosure statement go to their website. Past performance does not guarantee future returns.

**The views, thoughts and opinions expressed in this podcast belong solely to the host and guests and may not reflect the views of the show sponsors**

Hosted on Acast. See acast.com/privacy for more information.

In the history of rugby in New Zealand there have been a total of 1,223 All Blacks. Of that elite group, a much smaller number go on to be known as All Black legends.

GRANT FOX most definitely has legend status- he is a genuine New Zealand rugby icon.

He wore the number 10 jersey and is considered one of the greatest goal kickers of all time.

He was part of the team that won the first ever Rugby World Cup in 1987.

When he retired as a player, his involvement with the sport continued in the roles of coach, broadcaster and All Black selector.

(He is also the dad to one of the world’s top golfers).

In this brutally honest and wide-ranging conversation, the man known as “Foxy” opens-up like never before.

We talk vulnerability, regret, fatherhood, legacy, and walking away from the game that defined him.

Some of the topics include

• Life after the All Blacks
• The emotional cost of coaching
• What it means to be a good dad and husband
• Watching Ryan Fox make his own name
• The real reason he walked away from rugby

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Thanks to Generate for sponsoring this episode.

Generate is an award-winning KiwiSaver provider with a track record of delivering strong long-term returns.

Book a chat with an adviser at: https://www.generatewealth.co.nz/dom/

The issuer of the scheme is Generate Management Limited.

To see their Product disclosure statement go to their website. Past performance does not guarantee future returns.

**The views, thoughts and opinions expressed in this podcast belong solely to the host and guests and may not reflect the views of the show sponsors**

Hosted on Acast. See acast.com/privacy for more information.