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The Ryan Tan Show

The Ryan Tan Show

著者: Ryan Tan
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The Ryan Tan Show is a long-form interview podcast for professionals, founders, and anyone who wants to understand how business, law, finance, and technology actually work in Australia.


Each episode features a deep conversation with practitioners, operators, and experts who have built something, fought something, or know something most people don't. No fluff, no motivational filler - just substantive, honest conversations that go well beyond the surface.


Guests have included insolvency partners, tax lawyers, credit reporting advocates, legal tech founders, and corporate insiders. Conversations regularly run 90 minutes to two hours because the best insights don't come in soundbites.


If you're a founder, director, accountant, lawyer, or just someone who wants to understand the systems that shape Australian business and finance - this is the show for you.

© 2026 The Ryan Tan Show
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  • “Dear Vodafone, You Suck”: How Jason Paris Rebuilt One New Zealand
    2026/08/27
    Send us Fan MailWhat happens when you take over a telco whose own customers say it sucks?The reality behind the turnaround - half an hour of complaints at every barbecue, and emails landing in the CEO’s inbox telling him exactly what customers thought of him personally.In this episode of The Ryan Tan Show, I sit down with Jason Paris - outgoing Chief Executive of One New Zealand - during his final week in the role after almost eight years.When Jason took over Vodafone New Zealand in 2018, he did something most CEOs would rather outsource to corporate affairs.He stood in front of his people, put the words “Dear Vodafone, you suck” on the screen, and read the customer complaints out loud - including the ones attacking him personally.Then he published his own email address and invited customers to send him more.He still reads them.What followed was not just the usual corporate ritual of changing the logo and declaring victory.Earnings went from $463 million at acquisition to over $600 million. Vodafone became One New Zealand, the passive tower assets were sold, and One NZ became the first mobile operator globally to commercially launch a nationwide Starlink Direct to Cell texting service.Jason’s pitch for the peculiar economics of covering New Zealand was rather memorable:Sixty million sheep. Five million people.But this conversation goes well beyond telco.Jason grew up in Invercargill, raised by a sixteen-year-old solo mum. His father left immediately and never came back. He was rejected from teachers’ college, lasted three months at university and has never held a degree.He built the career anyway.Banking. Radio. McDonald’s. Nokia. TVNZ. MediaWorks. Telecom. Spark. Vodafone. One New Zealand.🏗️ What Was Actually Broken What Jason found when he got into the CEO role The three problems driving the customer experience: network, service and value Why the team already knew what was wrong but often lacked the freedom to fix it Why admitting “we suck” proved more useful than another transformation deck Why he describes walking into Vodafone as “discovering a gold mine” 🌏 Cutting the Anchor Why Vodafone Group’s ownership model became a handbrake How centralised decision-making limited the New Zealand business What changed when Infratil and Brookfield bought the company Why local ownership gave management more room to actually manage 💰 Infratil, Ownership & Value Creation The passive tower sale Why private ownership can support a longer investment horizon How much of the result was genuine operating turnaround versus financial structure Why the quality and values of a board matter as much as the money Why Jason says being brilliant is not enough if you are unbearable to work with 🧠 Culture, Empowerment & Leadership Jason’s three leadership principles Why “you can’t be good at work if you’re not good at home first” Why the person closest to the customer should be trusted to make the call Why leaders should hire people better than themselves Whether One New Zealand’s culture survives once Jason disappears from the inbox 📧 The CEO Inbox What customer emails tell him that executive meetings cannot Why senior leaders often stop hearing what is really going wrong Why transparency gives him licence to defend his people when the customer is wrong 🔄 Earning the Right to Rebrand Why a new name means very little if the old problems are still underneath it What had to be fixed before Vodafone could become One New Zealand Why the rebrand came years after the turnaround began 📡 Starlink & the Future of Connectivity Connecting a phone in your pocket to satellites hundreds of kilometres above Earth Why telecommunications infrastructure is usually invisible right up until the moment it stops working Why satellite changes what mobile coverage can look like 🇦🇺 Australia vs New Zealand Telcos Why the two markets have taken different paths Jason’s view of the leadership at Telstra, Optus and TPG Telecom Why, perhaps inconveniently for angry customers, he thinks the telcos deserve a little more credit than they get 🤖 AI, Automation & Fewer JobsOne of the most direct answers in the episode. Why automation has already removed the need for hundreds of roles Jason’s honest answer on whether One NZ will ultimately need fewer people Where AI should take over repetitive work Where people still matter most Whether society can adapt as quickly as the technology - and who ultimately gets the economic upside 👨‍👩‍👧 Fatherhood & Priorities How growing up without a father shaped Jason as a dad Why he said no to Elon Musk and a SpaceX rocket launch What his daughter said about her Year 6 graduation that made the decision easy How he decides which moments he absolutely needs to be there for ❤️ The Father Who Never Came BackJason has always called him his father...
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    57 分
  • He Won Young Accountant of the Year. Then He Broke Every Rule the Profession Runs On with Davie Mach
    2026/05/02

    Send us Fan Mail

    Most accountants charge by the hour, guard their knowledge, and wait for referrals.

    Davie Mach does none of that.

    He started in accounting at 17, went through KPMG, and at 26 launched Box Advisory from his brother's pink bedroom. Today the firm works with over 500 small businesses, generates 140 inbound leads a month, and Davie has built 51,000 YouTube subscribers by giving away what most accountants charge for.

    But the story behind it isn't clean. Vietnamese immigrant family. Mother's chronic illness. A father who broke down in his son's bedroom at 15 and said he couldn't pay for tutoring anymore. A $700k mortgage that felt like a life sentence. Depression, gambling, credit card debt at 21.

    This conversation is about all of it.

    👨‍👩‍👧 The Origin Story

    • The day his father broke down and said the family couldn't afford tutoring anymore - and why that moment changed everything
    • Being 15 and realising a $700k-$1M mortgage was sitting on his shoulders
    • The depression, gambling and credit card debt phase nobody talks about - and the brother who pulled him out of it
    • How watching his parents get financially destroyed by bad advice became the entire foundation of Box Advisory

    🏗️ Building Box Advisory

    • Launching at 26 with $25,000, no clients, and a terrible golf networking strategy
    • Muting himself on client calls every time the garage door opened - what the first 12 months actually looked like
    • Why he killed timesheets from day one - and the one-third formula that made the whole model work
    • Hiring a salesperson with zero accounting experience and pairing them with a junior accountant - why everyone said it wouldn't work and why it did

    📊 The Business Model That Broke the Rules

    • Why hourly billing is a cash flow trap - and why most accounting firms are running on overdrafts because of it
    • The deep dive content strategy that generates 140 inbound leads a month - and why the videos with 500 views made more money than the ones with 100,000

    🤖 AI and the Accounting Profession

    • Why Davie isn't afraid of AI for himself - but is genuinely worried about what it does to his team
    • The back-office accountants and bookkeepers whose jobs are most exposed - and why it's happening faster than anyone expected
    • Why 58% of Australian tax agents are retiring in the next decade - and why that creates more demand, not less
    • What younger accountants should be doing right now

    📋 AML/CTF Tranche 2 - What Every Accountant Needs to Know

    • From July 2026, accountants come under AUSTRAC's AML/CTF regime for the first time - what that actually means in practice
    • Why Davie thinks it's a good thing - and what the NDIS fraud crisis reveals about what happens without proper gatekeeping
    • The compliance costs, the VOI requirements, the onboarding overhaul - and who bears it

    🧠 The Real Cost of Building

    • Working until 11:30pm with a six-month-old at home - and being honest about what that actually feels like
    • Why there's no such thing as permanent balance - only cycles
    • Why working with your life partner is like playing a video game together - and why beating each boss round together creates memories nothing else can match

    Davie Mach built his business from the same wound his parents couldn't recover from. This is what that looks like when it works.

    If you're a founder, accountant, small business owner, or just someone trying to understand money better - this episode will stay with you.

    🌐 www.boxas.com.au 📺 YouTube: Davie Mach 💼 LinkedIn: Davie Mach

    Support the show

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    1 時間 27 分
  • He Left Cambridge, Walked Away from Law & Built an AI Lawyers Actually Use with Will McCartney
    2026/04/23

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    What happens when a Cambridge-educated humanities student walks away from a Sydney Law degree to build AI for one of the most risk-averse industries in the world?

    Will McCartney did exactly that. At 23, with no law degree and no track record in legal practice, he started building Habeas - an Australian legal AI platform that finds real case law, cites it to paragraph level, and doesn't make things up.

    Three years later it's winning Australian AI Awards, integrating with major legal platforms, and being used daily by some of Australia's most experienced litigators. This conversation is the honest version of what building that actually took.

    🎓 The Origin Story

    • He left Cambridge, transferred to Sydney Law, then walked away from the degree entirely - and the single administrative decision that made it inevitable
    • He built a better product in crypto and still lost to vaporware - and nearly made the same mistake again with Habeas

    🔧 Building Habeas

    • The first version wasn't good enough - and he pitched it to a Big Six firm anyway. Here's what happened
    • Why the lawyers who pressure-test Habeas hardest are the ones with 15 to 20 years experience - not juniors
    • The moment compliance stopped being optional - and what forced that reckoning earlier than planned

    🧠 The Hallucination Problem

    • A lawyer used Claude to research a case and Copilot to check Claude's work. It still hallucinated. That submission went to Federal Court
    • The hallucination problem nobody talks about - it's not fake cases, it's real cases that get twisted. And it's harder to fix
    • Why Habeas searches first and thinks second - and why every legal AI that does it the other way round is gambling with someone's client
    • Anyone promising zero hallucination in legal AI is either lying or doesn't understand how law works

    ⚖️ AI and the Legal Profession

    • Big Law has innovation teams, enterprise budgets and dedicated IT. They're still losing to 20-person boutique firms on AI adoption. Why
    • The billable hour is dying and most partners are pretending it isn't - what's actually replacing it
    • 80% of Australian legal matters never get properly resolved. AI could change that. Or it could just make expensive lawyers faster. Which one is happening
    • What he actually tells law grads who ask if they have a future in the profession

    🏗️ The Moat & Distribution

    • The technical advantage in legal AI is disappearing faster than anyone wants to admit - here's where the real defensibility actually lives
    • What stops a well-resourced competitor building the same thing tomorrow - and whether that answer should make you nervous

    💰 Bootstrapping vs Raising

    • Money was available. He chose not to take it. What that cost him and what it gave back
    • Why he's building a syndicate of lawyers who use the product instead of going to VC - and what that says about where Habeas is headed

    🚀 The Future

    • Why the next twelve months is about going deeper not wider - and what that looks like in practice
    • Australia first. But the next markets are closer to ready than you'd think

    If you're a lawyer, a founder, or just someone trying to understand where AI is taking one of the world's oldest professions - this is the episode.

    🌐 habeas.ai 📧 will@habeas.ai 💼 linkedin.com/in/willmccartney

    Support the show

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    1 時間 59 分
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