Shows
2 Commas: The $multi-million exit show with Josh ComrieNeil Millar: 160 deals, 113 foreign buyers: What's really happening in NZ M&AThe M&A market is moving again. The question is... who’s ready?In this episode of 2 Commas, I sit down with Neil Millar, Partner of M&A at MinterEllison, to unpack what really happened in 2025 and what it signals for 2026.Global deal volume surged back toward $5 trillion, international buyers are re-entering New Zealand, and private equity still has significant dry powder. At the same time, succession challenges, health-forced exits, board hesitation, and slower processes have shaped a complex local market.We explore what’s driving renewed activity, why some deals stall while othe...
2026-02-181h 19
2 Commas: The $multi-million exit show with Josh ComrieRay Delany: How I turned a failing business into a 5x + exitHe bought 51% of a business that was already going down the gurgler… then the GFC hit.In this episode of 2 Commas, Ray Delany shares the full story behind turning a struggling technology services company into a 5X+ exit. What followed the acquisition wasn’t momentum. It was cash bleed, lost customers, leadership doubt, a global financial crisis, and significant personal upheaval.Ray walks through what actually changed the trajectory. Shifting from chasing growth to building profitability. Taking full ownership rather than leaning on inherited thinking. Rebuilding credibility with customers. Attracting the right people. Moving early to c...
2026-02-111h 17
2 Commas: The $multi-million exit show with Josh ComrieJoaquin Cordero: My partners were secretly funding our biggest competitorIn this episode of 2 Commas, I sit down with Joaquin Cordero to unpack one of the defining moments of his entrepreneurial journey and the lessons it shaped for everything that followed.Joaquin has built businesses across twelve countries, often entering industries he’d never worked in before. We talk about how trust is built and broken in partnerships, what happens when misalignment surfaces too late, and how founders learn to assess risk beyond contracts and spreadsheets.The conversation moves through building in emerging markets, navigating fractured partnerships, stepping out of operations, and designing businesses that cr...
2026-02-041h 08
2 Commas: The $multi-million exit show with Josh ComrieJoshua Parsons: The 17yr old cop who built two companies worth millions by 30He started as a police officer, nearly lost everything in his first business, then built and sold a capital-heavy security company before going again.In this episode of 2 Commas, I sit down with Joshua Parsons to unpack a founder journey shaped by early responsibility, hard-earned judgement, and an obsession with solving problems properly. From policing at 17 to bootstrapping Crosbies Security, learning the real difference between revenue and cash, and building a business that could run without him, Joshua shares the lessons most founders only learn the hard way.We also explore how one unresolved failure...
2026-01-281h 34
2 Commas: The $multi-million exit show with Josh ComrieDear founder; Are you building the right business?Strategy only works when it’s anchored in something that actually matters.In this episode of 2 Commas, I continue the strategy series by going deeper into direction, long-term objectives, and purpose. We start with why self-awareness on its own isn’t enough, and why founders need a clear North Star that aligns with the kind of challenge they are built to take on.The episode explores how BHAGs fail when they’re vague, generic, borrowed, or never truly communicated. Using real examples, including OpenAI, Juicero, and Quibi, I unpack what happens when purpose gets replaced by pro...
2026-01-2127 min
2 Commas: The $multi-million exit show with Josh ComrieWhy businesses stall (and what you can do about it)Trying to build a business without clarity is like heading into the bush without a map.In this episode of 2 Commas, I unpack why so many founders feel stuck, exhausted, or uncertain even when the business is moving. Not because they lack effort or capability, but because they haven’t clearly answered two foundational questions: what they want from the business, and what they’re willing to sacrifice to get it.We explore the patterns that show up when ambition and sacrifice are misaligned, why businesses tend to stall at predictable points, and how different foun...
2026-01-1429 min
2 Commas: The $multi-million exit show with Josh ComrieEntrepreneur legends on mindset and mindfulnessBefore getting into goals, it’s worth pausing.This first 2 Commas episode of 2026 is a curated compilation of insights from Linda Jenkinson, Jessie Stanley, and Debra Hall, drawn from different conversations and connected by a shared focus on mindset, ambition, and long-term thinking.The discussion stays away from tactics and frameworks, and instead returns to the internal side of building. How founders think under pressure. How ambition changes as responsibility grows. Why clarity becomes more important over time.A reflective listen for founders setting direction for the year ahead.
2026-01-0753 min
2 Commas: The $multi-million exit show with Josh ComrieShane Young: A massive product failure became our vital exit multiplierThis business started with eczema, a barbershop, and a lot of trial and error.In this episode of 2 Commas, I sit down with Shane Young to unpack the long road from mixing hair wax in a flat to building, scaling, and ultimately selling a multi-brand consumer business across haircare, skincare, and natural beauty.We talk about solving your own problem first, learning manufacturing the hard way, surviving near-disasters in new markets, and why owning the hard parts of the value chain became the real source of leverage. Shane also shares what made the business attractive...
2025-12-171h 25
2 Commas: The $multi-million exit show with Josh ComrieMarc Stöckli: Our near acquirer went to prison!Most founders fear board meetings. Marc Stöckli documented more than 200 of them and turned the lessons into a playbook for builders.In this episode of 2 Commas, Marc walks through the lived reality behind Totemo’s two-decade journey. It is a story of rebuilding after a fractured founding team, competing early in a market no one understood, narrowly avoiding a disastrous sale to a Ponzi scheme, and finally exiting into a global cybersecurity group.We dig into what strong governance really looks like and why so many founders underestimate the emotional and strategic weight of the...
2025-12-101h 28
2 Commas: The $multi-million exit show with Josh ComrieJames McGlinn: How we won against powerful competitorsSome exits happen fast. James McGlinn spent twenty years earning his.In this episode of 2 Commas, I sit down with James to trace the long arc of building Eventfinda — from coding websites as a teenager, to taking on a government-funded competitor, to ultimately selling into one of the world’s major ticketing groups.We talk about the realities founders rarely share: staying alive when you are under-resourced, the power of one well-timed hire, the discipline required to play a long game, and the emotional shift that comes when you finally hand over the thing you buil...
2025-12-031h 36
True Crime Bullsh**: The Israel Keyes Investigation0709 | KootenaiThe FBI releases some surprising new information obtained from Keyes, including more maps. Josh begins connecting a handful of those maps to facts, theories, tips, and potential victims. This episode was written, researched, and produced by Josh Hallmark. With research by: Jordan Taylor, Michelle Tooker, and Kathleen S. TROVA TRIP to ICELANDLearn more and/or reserve your spot at https://trovatrip.com/trip/europe/iceland/iceland-with-josh-hallmark-jun-2026 PATREONThis is a Studio BOTH/AND production: www.truecrimebullshit.com / bothand.fyi For an ad-free experience: www.patreon.com/studiobothand RESO...
2025-12-0232 min
2 Commas: The $multi-million exit show with Josh ComrieHow to keep going - when it all seems to hardYou can have drive, passion and grit, but if you’re not solving a real problem for real people, you don’t have a business.In this solo episode of Two Commas, I unpack the foundation every founder needs before thinking about product, market or funding: problem clarity. We talk about why motivation isn’t enough, why solutions-first thinking kills momentum, and the five reliable ways to uncover a problem that actually matters. I share lived examples from companies like Spanx, Dropbox and Slack, along with the patterns I’ve seen after meeting hundreds of founders.If you...
2025-11-2629 min
2 Commas: The $multi-million exit show with Josh ComrieWhy most businesses fail before they even beginYou can have all the drive in the world — but if you’re not solving a real problem, you’ve got nothing.In this episode of 2 Commas, I break down the most important question in your entire founder journey: what problem are you actually solving?I explore why motivation isn’t enough, how to avoid building solutions in search of a problem, and the five ways to uncover a problem that truly matters. From lived experience to research, consequence mapping to daily-active-user thinking, this is the foundation every successful company is built on.If you’r...
2025-11-2029 min
2 Commas: The $multi-million exit show with Josh ComrieCornelius Boertjens: I built to sell, then wondered, what next?He sold his business for millions — and found himself fixing coasters to fill the time.In this episode of 2 Commas, I sit down with Cornelius Boertjens, founder of Catchi, to talk about what really happens after you sell your business. From the grind of building and the challenges of a 5-year earnout to the strange quiet that follows the deal, Cornelius shares an honest look at identity, purpose, and what comes next for founders after the finish line.A grounded, candid conversation about freedom, success, and why so many of us struggle with both once we...
2025-11-121h 26
2 Commas: The $multi-million exit show with Josh ComrieBrendan Roberts: Is this NZ's first AI exit?He had weeks of cash left, then came the call that changed everything.In this episode of 2 Commas, I sit down with Brendan Roberts, co-founder of Nine Spokes and Aider.AI, to unpack one of New Zealand’s most remarkable founder journeys.Brendan shares what it’s really like to build through crisis, recover from near collapse, and ultimately sell twice. We talk about timing, resilience, and how luck usually shows up wearing the clothes of preparation.If you’re navigating growth, pressure, or an uncertain runway, this conversation will remind you what it tak...
2025-11-051h 30
2 Commas: The $multi-million exit show with Josh ComrieChris Small: Inside the numbers: the state of NZ business salesBuilding your business is one game. Selling it is another — and most founders never learn the rules.In this episode of 2 Commas, I sit down with Chris Small, Managing Director of ABC Business Sales, the firm behind nearly half of all SME business sales in New Zealand.Chris shares what really drives a successful exit — timing, risk, and what buyers truly value. With data from more than 480 business transactions, he reveals the patterns behind high-value deals, the biggest mistakes founders make, and the five things every acquirer looks for before making an offer.If y...
2025-10-291h 21
2 Commas: The $multi-million exit show with Josh ComrieChris Small: Inside the numbers: the state of NZ business salesBuilding your business is one game. Selling it is another — and most founders never learn the rules.In this episode of 2 Commas, I sit down with Chris Small, Managing Director of ABC Business Sales, the firm behind nearly half of all SME business sales in New Zealand.Chris shares what really drives a successful exit — timing, risk, and what buyers truly value. With data from more than 480 business transactions, he reveals the patterns behind high-value deals, the biggest mistakes founders make, and the five things every acquirer looks for before making an offer.If y...
2025-10-291h 21True Crime Bullsh**: The Israel Keyes Investigation0704 | CouplesJosh and Michelle Tooker examine Keyes's comments about and references to abducting and murdering couples. They take a look at what exactly that might mean, follow-up on previously covered cases, and take a look at new ones. And then they hone in on what the team may have been overlooking all along. This episode was written, researched, and produced by Michelle Tooker. It was edited and post-produced by Josh Hallmark. Additional research by: Shana Wilensky and Jordan Taylor. TROVA TRIP to ICELANDLearn more and/or reserve your spot at https://tro...
2025-10-271h 01
2 Commas: The $multi-million exit show with Josh ComrieJonny Mirkin: Before I sold it, it hospitalised meHe built a fast-growing tech company, raised millions, and sold it in an eight-figure exit. But before that, the business nearly killed him.In this episode of 2 Commas, I talk with Jonny Mirkin, founder of Nomos and now GivenWell, about what happens when ambition turns on you. From burnout that landed him in hospital to the years of therapy that followed, Jonny shares the brutal lessons that changed how he leads, builds, and lives.It’s not just a story about selling a company. It’s about what success really costs and how to come back...
2025-10-221h 41
2 Commas: The $multi-million exit show with Josh ComrieNathan Morgan French: From gambling addiction to successful exitEvery founder has a story. But few have one that takes a turn like this.In this episode of Two Commas, I talk with Nathan Morgan French, a founder who built, scaled, and sold a telco business, but only after confronting something far deeper than business itself.What Nathan went through changed how he thinks about focus, discipline, and what success really costs. It’s a story of collapse and comeback, and the quiet strength it takes to rebuild when no one’s watching.Subscribe to the 2 Commas Journal to receive business insights and...
2025-10-151h 24True Crime Bullsh**: The Israel Keyes Investigation0703 | Little OklahomaJosh follows up on a new tip from FBI Special Agent Ted Halla. It takes him to familiar ground, both literally and in cases he's looked into previously. This new tip, with some research and fascinating conversations, compels Josh to some interesting and shocking conclusions. This episode was written, researched, edited, and produced by Josh Hallmark. Additional research by: Shana Wilensky, Michelle Tooker, and Jordan Taylor. This is a Studio BOTH/AND production: www.truecrimebullshit.com / bothand.fyi For an ad-free experience: www.patreon.com/studiobothand SPONSORS:Uncommon Goods: Get 15% off at ww...
2025-10-1336 min
2 Commas: The $multi-million exit show with Josh ComrieJustin Hamilton: I built it, then bought it backWhat if the smartest way to start a company… is inside someone else’s?In this episode of Two Commas, I sit down with Justin Hamilton, co-founder of Davanti, to unpack one of the most unusual founding stories I’ve come across — how three consultants built a thriving, entrepreneurial business inside Spark, then bought it back, scaled it, and sold it in one of New Zealand’s most impressive consulting exits.We dig into how Justin and his partners turned corporate constraints into creative freedom, the art of building culture within a giant, and how to navigat...
2025-10-081h 30True Crime Bullsh**: The Israel Keyes Investigation0702 | In BloodJosh goes over the investigation into Israel Keyes's death; including what was found in his cell, what led to it, and how it happened. Plus new information opens an online can of worms, and sends Josh to Washington state. This episode was written, researched, edited, and produced by Josh Hallmark. Additional research by: Shana Wilensky, Michelle Tooker, and Jordan Taylor. This is a Studio BOTH/AND production: www.truecrimebullshit.com / bothand.fyi For an ad-free experience: www.patreon.com/studiobothand SPONSORS:Uncommon Goods: Get 15% off at www.UncommonGoods.com/TCBSQuince: Get free...
2025-10-0644 min
2 Commas: The $multi-million exit show with Josh ComrieWhy most founders aren't entrepreneurs - Part 2I’ve seen too many founders build businesses they end up resenting, not because the idea was wrong, but because they never stopped to ask: what do I actually want from this? In this episode, I introduce the five levels of foundership—from lifestyler to entrepreneur—and explore the rewards, risks and sacrifices at each stage.Some of the happiest people I know are lifestylers who never wanted anything bigger. Some of the most miserable are entrepreneurs who should have stayed operators. Wherever you are on the journey, this framework will help you figure out which level is rig...
2025-10-0122 min
2 Commas: The $multi-million exit show with Josh ComrieWhy most founders aren't entrepreneurs.Season 4 kicks off with a special solo episode where I go deep on the founder’s burden: the pressure, the sacrifices, and the simple but confronting question: what do you really want from your business? Drawing on my own journey from burnout to clarity, I unpack why defining your true goals and what you’re willing to sacrifice is the key to building on your own terms.Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPUDownload the first 2 chapters of my upcoming book...
2025-09-2421 min
2 Commas: The $multi-million exit show with Josh ComriePro services company legends: timeless business lessonsMarisa Fong, Matt Chapman, and Jovan Pavlicevic each built and exited companies on their own terms — but the lessons they share are universal. From chasing government contracts as a two-person team, to scaling a global freight train, to selling before the market turned, their stories reveal how ambition, timing, and resilience shape the founder journey.This best-of episode isn’t about theory or glossy headlines. It’s the messy, human side of building and exiting — told by founders who’ve been there, scarred, and succeeded. If you’re growing, scaling, or planning an exit, these are the insights you...
2025-09-171h 02
2 Commas: The $multi-million exit show with Josh ComrieStartup legends on how to start, scale, and sellMike Carden, Will Palmer, and James McCarthy each built, scaled, and sold SaaS companies in very different ways — but all with lessons that matter for founders today. From surviving the GFC with no cash, to putting profitability ahead of vanity growth, to mastering the art of storytelling as a sales weapon, their experiences cut through the myths of startup success.This “best of” episode isn’t polished theory. It’s real stories, hard scars, and the kind of wisdom you only get from the trenches of building and exiting. If you’re starting, scaling, or staring down an exit, you...
2025-09-1037 min
2 Commas: The $multi-million exit show with Josh ComrieVicki Ammundsen: NZ's top Trusts Lawyer tells allVicki Ammundsen didn’t become one of New Zealand’s most sought-after trust and tax lawyers by playing it safe. She’s spent decades helping founders, families, and advisors navigate the uncomfortable questions most people avoid—until it’s too late.In this episode, we explore the hidden cracks in succession planning, the emotional blind spots that derail even the best-laid legacies, and why giving your kids shares in the family business might be the worst gift of all. Vicki shares the patterns she’s seen behind high-stakes exits, multi-generational wealth plans, and business transitions that either protect the...
2025-09-031h 15
2 Commas: The $multi-million exit show with Josh ComrieSymon Thurlow: We 4 X'd our earn-out! Here's how.Symon Thurlow didn’t set out to sell his business — but when opportunity knocked, he took the deal and stayed on for seven more years. What followed wasn’t just a transition. It was a transformation.In this episode, we unpack what really happens when you scale a niche services business to $20M+, navigate an earnout with zero prep, and lead post-acquisition without losing your identity. From trusting your gut to learning the language of corporate, Symon’s story is proof that exits aren’t just about walking away — they’re about stepping into the next version of yourself.
2025-08-271h 26
2 Commas: The $multi-million exit show with Josh ComrieBen Forman: I walked away from millions. Here's why I'm at peace.Ben Forman built an incredible business around storytelling, intuition, and timing. From pioneering New Zealand’s first commercial drone business to selling Wrestler after years of soul-searching, Ben has seen both the magic and the messiness of entrepreneurship.In this episode, we unpack what it really means to build something meaningful, why knowing your “why” can save you millions, and how letting go at the right time can be the most powerful move of all. Whether you're scaling, stalling, or standing at the edge of an exit, Ben’s story is a masterclass in clarity, timing, and staying...
2025-08-201h 15
Winnipeg Sports TalkEpisode 1116: Live at the Manitoba Open, Eric Comrie joins, Blue Bombers closed practiceAndrew "Hustler" Paterson hosts Winnipeg Sports Talk Daily with Michael Remis. The are live at the Manitoba Open and are joined by guests: Winnipeg Jets goalie Eric Comrie, Josh Frey-Sam of the Winnipeg Free Press and Winnipeg Sea Bears head coach Mike Taylor.Follow Andrew "Hustler" Paterson on Twitter: http://www.twitter.com/hustleramaFollow Michael Remis on Twitter: http://www.twitter.com/mremisFollow Connor Hrabchak on Twitter: http://www.twitter.com/connorhrabchak1Join the Winnipeg Sports Talk Mailing List - https://winnipegsportstalk.kit.com/0c02f31e14
2025-08-192h 05
2 Commas: The $multi-million exit show with Josh ComrieKimberlee Sweeney: My first divorce wasn't my marriage. It was my business.Kimberlee Sweeney has seen what tears relationships apart, not just in marriages. As New Zealand’s first divorce coach, she also works with business partners, co-founders, and leadership teams to stop breakdowns before they happen.In this episode, we dive into the psychology of founder dynamics: the unspoken expectations, emotional blind spots, and behavioural patterns that can quietly destroy a great business. From prenups for partnerships to navigating resentment when roles aren’t equal, Kimberlee offers a roadmap for conflict prevention, repair, and clarity, especially when the stakes are high.Whether you're in a co-founder rela...
2025-08-131h 03
2 Commas: The $multi-million exit show with Josh ComrieKaz Staples: $15 cereal; Impossible they said! I built the category and my empire.Kaz Staples didn’t set out to build an iconic food brand—she just wanted to make honest muesli. But over 25 years, she turned Pure Delish into a household name. Along the way, she faced near-collapse during the GFC, fought through burnout, and rebuilt a business on gut instinct and grit.In this episode, we explore what it really takes to lead through chaos, the emotional cost of carrying a company on your back, and what happens when you finally walk away. Whether you’re building something or wondering how to let go, Kaz’s story is a master...
2025-08-061h 17
2 Commas: The $multi-million exit show with Josh ComrieJohn Bolton: At 32 I walked from a $60B portfolio. Into nothing.John Bolton (JB) walked away from managing a $60 billion portfolio at the onset of the Global Financial Crisis, betting everything—his house, savings, and future—on a dream. His journey with Squirrel wasn’t just about creating a successful mortgage and lending business; it was about embracing uncertainty, surviving near-bankruptcy, and building resilience through relentless innovation.In this episode, JB candidly shares why naivety can be an entrepreneur’s greatest asset, the critical importance of timing and capital strategy, and how stepping aside from leadership allowed his company to scale. Whether you're navigating your own startup journey or consi...
2025-07-301h 31
2 Commas: The $multi-million exit show with Josh ComrieRyan Sanders: $34M in revenue. Slashed by 94% overnight.Ryan Sanders didn’t exit because the business was broken—he left because he was ready.After building one of Aotearoa’s most iconic tourism brands, he walked away on his own terms, in the middle of a pandemic.In this episode, we unpack the emotional terrain of stepping back while the business is still thriving, the quiet toll of staying too long, and the unspoken identity crisis that comes with no longer being “the founder.”Whether you’re thinking about selling or just asking yourself what comes next, this is the conversation you didn’t k...
2025-07-231h 04
2 Commas: The $multi-million exit show with Josh ComrieAJ Wilderland: Block my company sale? I'll find a better deal!AJ Wildland co-founded one of the coolest tech companies to come out of NZ and helped revolutionise DJing globally. From bootstrapping Serato with a groundbreaking algorithm to navigating a $100M exit and stepping into the political arena, AJ’s journey is as bold as his beliefs.In this episode, we explore how a bass guitarist’s personal pain point became a global solution, why selling Serato wasn’t just about the payday, and what happens when a tech founder decides to fix the country instead of another product. Whether you're a founder, creative, or voter this conversation is equ...
2025-07-161h 54
2 Commas: The $multi-million exit show with Josh ComrieLaetitia Peterson: Wall St doesn't prepare you for startup lifeLaetitia Peterson sold her investment company, Liontamer, to a global banking giant - only to watch her buyer teeter on bankruptcy just months later. From navigating a sale at the peak of the market to reclaiming her business during the Global Financial Crisis, Laetitia has faced entrepreneurial highs, daunting lows, and every challenge in between.In this candid conversation, we explore the unexpected twists in exits, the resilience required to pivot amidst chaos, and why the best strategies aren’t always about predicting the future, but being prepared for uncertainty. If you're building towards an exit, or si...
2025-07-091h 13
2 Commas: The $multi-million exit show with Josh ComrieKeith Davison: 0-$120m exit in 2.5 years!Keith Davison persevered through five failed startups before achieving a remarkable $120 million exit (in under 3 years from first revenue!). From hustling without a salary for over two years to strategically navigating market timing, Keith’s story reveals the gritty truths behind entrepreneurial success.In this candid episode, we explore what it truly takes to scale a startup, the risks and realities of exiting at the right moment, and how relentless resilience can transform failures into life-changing outcomes. Whether you’re an aspiring entrepreneur or contemplating your next business move, Keith’s insights offer a practical and inspiring bluepr...
2025-07-021h 31
2 Commas: The $multi-million exit show with Josh ComrieJessie Stanley: From pies to flies. Passion, purpose & problems!Jessie Stanley built a thriving pie empire from scratch—only to realise that success wasn’t what she imagined. In this candid conversation, Jessie shares her journey from obsessively hand-making pies to the complexities of scaling, the emotional rollercoaster of selling her beloved brand, and finding identity beyond the exit.From navigating burnout and balancing motherhood to reinventing herself in the world of sustainable food innovation, Jessie’s story explores the personal side of entrepreneurship—showing that sometimes, exits aren't endings, but rather new beginnings.Subscribe to the 2 Commas Journal to receive business insights and real exi...
2025-06-251h 42
2 Commas: The $multi-million exit show with Josh ComrieGary Gordon: $1B of property developed. Here's what I know.Gary Gordon didn’t sell his company—he made the impossible call to shut it down. After two decades in property development and over $1B in completed projects, Gary walked away at the peak.In this episode, we unpack the real reasons why, the lessons behind the numbers, and what it means to choose integrity over inertia. If you’ve ever questioned the cost of scale—or what it truly means to exit—this one will stay with you.Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox http...
2025-06-181h 16
2 Commas: The $multi-million exit show with Josh ComrieKelly Brown: 18 yrs of leadership; leave a legacyKelly Brown didn’t just grow a profitable business, she exited on her own terms. From a failed M&A attempt to a four-month sprint that led to a clean, quiet sale, she shares what it really takes to build a company that’s not just valuable, but truly sellable.In this episode, we dive into what founders get wrong about exits, why culture without accountability doesn’t work, and how to create a business that thrives without you. Whether you're years away from selling or simply want to lead with more intention, this conversation is a master...
2025-06-111h 12
2 Commas: The $multi-million exit show with Josh ComrieAlliv Samson: $300m NZ success story "NO silicon valley"Alliv Samson didn’t just build a startup, she redefined how classrooms work around the world. As the co-founder of Kami, she navigated massive growth during the global pandemic, scaling from 7 million to 40 million users almost overnight. From nearly shutting down to becoming one of the fastest-growing EdTech companies globally, Alliv shares candid insights on knowing when to pivot, handling rapid success, and why money should never distract you from your mission.Whether you're growing your startup, considering an exit, or just curious about the resilience needed to thrive through uncertainty, this conversation will inspire and equip yo...
2025-06-041h 27
2 Commas: The $multi-million exit show with Josh ComrieMark Clare: You set the price, l'll set the terms!Mark Clare hasn't just advised on hundreds of successful business exits; he’s seen firsthand the pivotal moments that make or break multi-million dollar deals. As the founding partner of Clare Capital, Mark has become the go-to expert for Kiwi founders navigating the complex world of mergers and acquisitions, particularly in the SaaS space.In this episode, Mark shares why competitive tension is your best friend (and why many New Zealand founders miss the mark here), what truly drives company valuations, and the hidden pitfalls in negotiations that can cost you millions. Whether you're planning your exit or...
2025-05-281h 06
2 Commas: The $multi-million exit show with Josh ComrieGreg Munt: Reverse engineering a $150M vision!Greg Munt always knew he was building to sell. Even the name of his business, One50 Group, was a constant reminder of his ambitious $150 million exit goal. From a high school dropout buying properties at 19, to becoming a top mortgage broker in his twenties, Greg's journey is one of relentless drive, strategic pivots, and impeccable timing. In this episode, Greg shares how setting audacious goals shaped his decisions, why knowing your buyer's mindset is crucial, and the delicate art of pivoting business models without losing your best people.If you're building towards an exit, considering your next...
2025-05-211h 12
2 Commas: The $multi-million exit show with Josh ComrieNick Crawford: You're rich, but still miserable. Here's why...Nick Crawford didn’t build a career in wealth management AND a philosophy around what money really means after the cheque clears. From advising lottery winners to helping founders post-exit, he’s seen firsthand how sudden wealth often triggers more anxiety than freedom.In this episode, we dive into the emotional aftermath of selling your business, the psychology of “how much is enough,” and why some of the biggest financial mistakes are driven by ego, not strategy. Whether you’re approaching an exit or navigating what comes next, this is an honest, nuanced look at wealth, identity, and the pl...
2025-05-141h 10
2 Commas: The $multi-million exit show with Josh ComrieJanine Grainger: Crypto billions: how I sold Easy Crypto!Janine Grainger built conviction in a space most people didn’t know or trust. From raising NZ’s largest-ever first-round funding to leading through crashes, cutbacks, and global scrutiny, she grew Easy Crypto into a $3.5B platform before its exit to an Australian acquirer.In this episode, we unpack what it takes to build credibility in volatile markets, the emotional reality of exiting a mission-led company, and how Janine quietly launched a skunkworks project during a bear market because it felt like the right thing to do. If you’re navigating uncertainty, leading with purpose, or thinking about...
2025-05-071h 18
2 Commas: The $multi-million exit show with Josh ComrieTrent Mankelow: Exit before you hate it!Trent Mankelow is one of the OGs of New Zealand’s design and startup scene — a founder, UX leader, and advisor who helped shape the early digital product landscape here. In this conversation, Trent and I talk about what happens when you hit product-market fit... but aren’t ready for what comes next.We unpack the emotional weight of selling your company, the governance gaps that nearly cost them the deal, and the tension between customer obsession and investor expectations.If you’re building with an exit in mind — or maybe should be — this one’s full of live...
2025-04-301h 33
2 Commas: The $multi-million exit show with Josh ComrieElena Kim: Founders, don't wait to get your house in order!Elena Kim didn’t just become one of New Zealand’s most influential lawyers—she built her career helping founders exit well. From navigating M&A deals to managing complex stakeholder dynamics, she’s seen what breaks deals, what builds value, and what founders often learn too late.In this episode, we unpack the human side of selling a business, the real risks hidden in your shareholder agreements, and why the right legal strategy isn’t about avoiding conflict—it’s about planning for it. Whether you’re preparing to sell or just thinking about what comes next, this conve...
2025-04-231h 13
2 Commas: The $multi-million exit show with Josh ComrieIgor Portugal: The accidental CEO: when startups, divorce, and M&A collide!Igor Portugal spent two decades mastering markets—leading hedge fund strategies and managing billions in capital. But when the industry no longer aligned with his values, he made a rare move in finance: a voluntary, intentional exit. No dramatic blow-up. Just a calculated decision to leave while ahead.In this episode, we unpack how to know when it’s time to exit, the strategy behind leaving a high-performing career, and why Igor believes your best trade might be walking away. Whether you're planning your next move or rethinking what long-term success looks like, this conversation is a mast...
2025-04-161h 19
2 Commas: The $multi-million exit show with Josh ComrieShane Brealey: Impatience, integrity, impact - Brealey on giving it away!Shane Brealey doesn’t just build buildings—he builds movements. After leading Multiplex NZ and founding NZStrong, he made what he calls his “Jerry Maguire” exit: walking away from corporate power to do things on his own terms. Since then, he’s gone from construction heavyweight to housing reformer, using his deep industry knowledge to deliver affordable, high-quality homes through NZ Living and now Simplicity Living.In this episode, I sat down with Shane to unpack the psychology of leaving big business, the truth about what most developers get wrong, and why he believes the best deals aren’t the...
2025-04-091h 12
2 Commas: The $multi-million exit show with Josh ComrieDebra Hall: “We don’t hire female Engineers...” Challenge accepted!Debra Hall is a serial founder, governance expert, and one of New Zealand’s most respected angel investors. She sold her award-winning market research firm, Research Solutions, to global giant Synovate, and now mentors founders on building exit-ready businesses.In this episode, we dive into the emotional rollercoaster of selling your company, why strong governance drives higher valuations, and how to shift from founder to boardroom force. Whether you're scaling, selling, or starting over—this conversation is packed with real-world lessons from both sides of the exit.Subscribe to the 2 Commas Journal to receive business insi...
2025-04-021h 25
2 Commas: The $multi-million exit show with Josh ComrieLinda Jenkinson: How to think (and scale) like a billionaire!Linda Jenkinson is a serial entrepreneur, impact investor, and the first New Zealand woman to list a company on the NASDAQ. In this episode, she unpacks what it takes to scale globally, lead across continents, and create businesses that drive both profit and purpose.From managing hundreds of thousands of gig workers to building companies that solve real-world problems, Linda reveals the mindset shifts, leadership challenges, and personal sacrifices behind bold entrepreneurship — and what she's doing now to empower the next generation.Subscribe to the 2 Commas Journal to receive business insights and real exit lessons st...
2025-03-261h 42
2 Commas: The $multi-million exit show with Josh ComrieRoy Crane: Altitude, attitude, & adaptation: Lessons from a life in flightRoy Crane is a seasoned entrepreneur who turned his helicopter training business into a thriving enterprise before successfully navigating a high-stakes exit. In this episode, Roy shares powerful insights on the emotional toll of selling your business, the strategic moves that sealed the deal, and how to redefine your purpose post-exit. Whether you're planning to sell or scaling for growth, Roy’s journey offers invaluable lessons on resilience, leadership, and life after letting go.Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPUDo...
2025-03-191h 13
2 Commas: The $multi-million exit show with Josh ComrieNeil Millar: NZ’s top M&A Lawyer on deals, drama, & DD!Neil Millar is one of New Zealand’s leading M&A lawyers with over 25 years of experience, advising on multi-million dollar deals across various industries. In this episode, Neil shares how he navigates complex transactions, the unexpected pitfalls founders face during exits, and why successful M&A requires balancing persuasion, preparation, and patience. From grumpy markets to regulatory shifts, Neil offers invaluable insights for founders, business owners, and investors preparing for their next big move.Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPU...
2025-03-121h 25
2 Commas: The $multi-million exit show with Josh ComrieSeeby Woodhouse: A $24m exit in my 20's!Seeby Woodhouse, a pioneering entrepreneur in New Zealand's internet space, built Orcon from the ground up, starting at just 19 years old. In this episode, he shares how he scaled the company, navigated near-bankruptcy, and sold it in a multimillion-dollar exit before turning 30. He reflects on the lessons from that deal, the fortune he left on the table, and his journey through investments, photography, and a return to telecommunications with Voyager. A candid conversation about risk, resilience, and the highs and lows of life after a big exit.Subscribe to the 2 Commas Journal to receive business insights and...
2025-03-051h 50
2 Commas: The $multi-million exit show with Josh ComrieGreg Young: M+A Advisor talks vendors out of selling?!From structuring multi-million dollar deals to navigating complex exits, Greg Young shares the insider secrets of M&A. In this episode, he breaks down the biggest red flags that kill deals, how to prepare your business for sale, and why most founders leave money on the table. Whether you're planning an exit or looking to acquire, this episode is packed with must-know insights.Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPUDownload the first 2 chapters of my upcoming book, 2 Commas, for free...
2025-02-261h 32
2 Commas: The $multi-million exit show with Josh ComrieMike Marr: I've bought 15 companies, here's how I do it!From building 10 companies to executing 15 strategic acquisitions, Mike Marr shares the secrets behind scaling through M&A. In this episode, he breaks down the five-stage acquisition process, the common pitfalls buyers face, and how culture can make or break a deal. Whether you’re a founder eyeing an exit or an entrepreneur looking to grow through acquisitions, this episode is packed with invaluable insights.Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPUDownload the first 2 chapters of my upcoming book, 2 Commas, for fr...
2025-02-191h 14
Governance BitesGovernance Bites #87: succession planning for business owners, with Josh ComrieSend us a textIn this episode, Mark Banicevich talks with Josh Comrie about succession planning for business owners. Josh talks about considerations for family-owned businesses, and closely held companies. They discuss maintaining corporate culture and values while transitioning to new leadership, common challenges in transitioning ownership, and the role of the board in streamlining the process. They also discuss appropriate timelines for succession planning. In closing, Mark asks what advice Josh would give to entrepreneurs who are just beginning to think about succession planning.Josh Comrie is a recovered serial entrepreneur. Now he is a...
2025-02-1224 min
2 Commas: The $multi-million exit show with Josh ComrieKris Nygren: Handing from founder-to-CEO to selling!In this episode of Two Commas, I sit down with Kris Nygren—an expert in business strategy, governance, and scaling companies to successful exits. From leading Optimal Usability through rapid growth to navigating its acquisition by PwC, Kris shares the hard-won lessons of scaling, selling, and transitioning leadership. We explore the role of trust in high-stakes deals, the nuances of governance, and what it really takes to align business growth with a strategic exit.If you're an entrepreneur, executive, or investor thinking about scaling or selling, this is a conversation you won’t want to miss.Su...
2025-02-121h 11
2 Commas: The $multi-million exit show with Josh ComrieJosh Comrie: My wife grills me on my own exits!For the first time ever, I switched seats in this episode of Two Commas. My wife, Tina, put me under the spotlight, asking the tough questions about my entrepreneurial journey, the lessons from multiple business exits, and why I started this podcast in the first place.From my first paper round at 12 to building, scaling, and exiting multiple businesses, we dive deep into the lessons, the missteps, and the mindset shifts that shaped my journey. We talk about the best (and worst) advice I’ve received, what founders really need to know before selling, and why this po...
2025-02-0559 min
2 Commas: The $multi-million exit show with Josh ComrieTony Falkenstein: From 28c to $12. How I create massive company value!In this episode of Two Commas, I sit down with legendary entrepreneur Tony Falkenstein—NZ Business Hall of Fame inductee and serial founder with over 50 ventures to his name.From scaling companies to public listings, navigating high-stakes acquisitions, and bouncing back from failures, Tony shares the raw lessons of a lifetime in business. Whether you're a founder eyeing growth, an investor assessing value, or a leader shaping your next move, this episode is packed with insights on scaling, selling, and leaving a lasting impact.Subscribe to the 2 Commas Journal to receive business insights and real ex...
2025-01-291h 22Governance BitesGovernance Bites #84: managing tension in the boardroom, with Josh ComrieSend us a textIn this episode, Mark Banicevich speaks with recovering entrepreneur Josh Comrie about managing tension and conflict in the boardroom. He asks how you identify early signs of tension, and how you address them before they escalate. Josh outlines strategies he has found effective for resolving conflicts and maintaining productivity in board meetings. They discuss preparing for potentially contentious topics on the agenda, how to encourage healthy debate, and dealing with power dynamics. Josh also shares advice for newer directors who find themselves dealing with this type of conflict.Josh Comrie is a...
2025-01-2216 min
2 Commas: The $multi-million exit show with Josh ComrieMatt Chapman: How I built a $100m exit then re-invented myself!Discover the incredible journey of Matt Chapman in this episode of 2 Commas.Growing up in a small country town in Australia to building a global HR search firm with a virtual workforce ahead of its time, Matt takes us through his journey of reinvention and resilience. Hear how he scaled his business to a $100m exit, navigated the challenges of burnout, and found new purpose as a custodian of transformation and wellbeing. Perfect for founders and CEOs seeking inspiration for scaling, selling, and redefining success.Subscribe to the 2 Commas Journal to receive business insights and...
2025-01-221h 32
Keeping Karlsson Fantasy Hockey PodcastNo. 569 - May the Schwartz Be With YouOn this edition of the Keeping Karlsson Fantasy Hockey Podcast mega-show, Elan and Brian see new sides of Jaden Schwartz and Kappo Kakko, get hopeful for Filip Forsberg, Steven Stamkos, Tomas Hertl and Jason Robertson, and take a moment to sympathize with Eric Comrie.
The KKUPFL needs replacement managers! Get your first taste of the world's greatest, most fun and most competitive fantasy hockey league. Head to kkupfl.com for all the details on how to join the waitlist for the Keeping Karlsson Ultimate Patron Fantasy League's 10th season, and get your KKUPFL career started.
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2025-01-201h 51True Crime Bullsh**: The Israel Keyes Investigation0619 | The Future Is a Hopeful PastThe season six finale is over a decade in the making; Josh sits down with FBI Special Agent Ted Halla to discuss the Keyes investigation, share new information and ideas, rule out potential victims, and develop our clearest look yet at the details surrounding 5 of Keyes's victims. This episode was written, researched, edited, and produced by Josh Hallmark. Featuring: FBI SA Ted Halla. Sound editing by: Darron Wood of the Defense Diaries podcast. This is a Studio BOTH/AND production: www.truecrimebullshit.com / bothand.fyi For an ad-free experience: www.patreon.com/studiob...
2024-12-191h 32
2 Commas: The $multi-million exit show with Josh ComrieMichael Carden: The stiff in a suit who built multi-million dollar SaaS exits!How do you turn a bold idea into a global SaaS success and achieve two multimillion-dollar exits? 🎙️In this episode of 2 Commas, Michael Cardin shares his entrepreneurial journey, revealing the strategies and mindset shifts that helped him build and sell thriving businesses. From mastering SaaS sales from New Zealand to navigating high-stakes negotiations, Michael offers practical insights for founders looking to scale and prepare for an exit.This episode is a must-watch for anyone eager to learn the secrets of sustainable growth and strategic selling in competitive markets.Subscribe to the 2 Commas Journal to re...
2024-12-181h 18True Crime Bullsh**: The Israel Keyes Investigation0618 | Summits, part 2Josh continues his look into the strange disappearance of Roger Jung. The team analyzes tips, reviews the Keyes timeline, data mines, and gets some help from the Everett Police Department.This episode was written, researched, edited, and produced by Josh Hallmark. Additional research by: Shana Wilensky, Michelle Tooker, Jordan Taylor, and Kim K. Sound editing by: Darron Wood of the Defense Diaries podcast. This is a Studio BOTH/AND production: www.truecrimebullshit.com / bothand.fyi For an ad-free experience: www.patreon.com/studiobothand Trova Trip to Chile & ArgentinaMusic by...
2024-12-1238 min
2 Commas: The $multi-million exit show with Josh ComrieMarisa Fong: A double multiple by big thinking and playing hard to get!What’s the secret to turning a small recruitment company into a national powerhouse, leading to a multimillion-dollar exit? 🎙️In this episode of 2 Commas, I chat with Marisa Fong, a trailblazing entrepreneur who scaled her business from a part-time receptionist setup to a thriving enterprise acquired by a major player.Marisa shares her unfiltered insights on crafting a scalable business culture, winning government contracts against the odds, and the lessons learned from navigating partnerships and leadership. This episode is packed with wisdom for founders ready to think big and achieve game-changing exits.Subscribe to the...
2024-12-111h 13
2 Commas: The $multi-million exit show with Josh ComrieRudi Bublitz: How we went from kitchen table to $100m+ in less than 10 years!What does it take to scale a company from two people to 400 and secure an £87M exit? 🎙️In this episode of 2 Commas, Rudi Bublitz reveals the key inflexion points that drove his company’s success, the art of training talent over hiring experience, and the critical role of timing in making the perfect exit.From bold cultural moves to strategic decisions, Rudi shares lessons every founder scaling towards their big win needs to hear.Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfc...
2024-12-0454 min
2 Commas: The $multi-million exit show with Josh ComrieJovan Pavlicevic: From fighting fires to Fintech and a 7-figure exit!In this episode of 2 Commas, I sit down with Jovan, a former firefighter turned entrepreneur, who built and sold a FinTech business for a 7-figure exit. From starting out in a cramped room in London to negotiating three competitive offers, Jovan shares the highs, lows, and lessons learned along the way.We explore the grit it takes to disrupt archaic systems in financial services, the balancing act of "one foot in, one foot out" during the exit process, and the reality of life after the deal—including the unexpected challenges of founder’s remorse.Whether you’...
2024-11-271h 11
2 Commas: The $multi-million exit show with Josh ComrieMiles Valentine: How I left money on the table despite a multimillion dollar exit!In this episode of 2 Commas, I sit down with Miles Valentine, a seasoned entrepreneur who shares the inside story of his $40M telco software exit. From bootstrapping in New Zealand to breaking into the US market, Miles offers hard-hitting lessons on pricing strategies, scaling challenges, and navigating investor dynamics.Whether you’re preparing for an exit or looking to scale smarter, this episode is packed with expert insights and real-world strategies. A must-listen for founders, investors, and business leaders chasing their own two-comma success.Subscribe to the 2 Commas Journal to receive business insights and real ex...
2024-11-2059 minTrue Crime Bullsh**: The Israel Keyes Investigation0616 | 36 AnswersJosh receives an email.This episode was written, researched, edited, and produced by Josh Hallmark. This episode featured: Shana Wilensky, Michelle Tooker, Jordan Taylor, and Joshua and Dakota from Somewhere in the Pines. This is a Studio BOTH/AND production: www.truecrimebullshit.com / bothand.fyi For an ad-free experience: www.patreon.com/studiobothand YouTube After ShowTrova Trip to Chile & ArgentinaMusic by: William Hellfire, Radical Face, Whithe, Sergey Cheremisinov. Featured song by: Kashka Patreon producers: Amelia Hancock, Amy Basil, Annemarie Cash, Annette L, Asch Fish, Be...
2024-11-1447 min
2 Commas: The $multi-million exit show with Josh ComrieJames McCarthy Toia: Navigating a complex deal to achieve an 8-figure exit!In this episode of 2 Commas, I sit down with James McCarthy Toia, an innovative problem-solver who transformed his aviation tech venture from a small startup to a global leader, culminating in an 8-figure exit.James takes us through his journey—from his beginnings in rural New Zealand, where his entrepreneurial drive first sparked, to building technology that reshaped aviation safety tracking. We unpack the key decisions and strategies that set his company apart, the hurdles faced during scaling, and the complexities of navigating a major acquisition.This episode is a must-listen for founders aiming for a...
2024-11-131h 20True Crime Bullsh**: The Israel Keyes Investigation0615 | & NancyAs the investigation into Marble Arvidson's disappearance heats up, it takes Josh and the team to a second nearby disappearance with some overwhelming connections to Keyes. And a theory the team considered several years ago, rears its very ugly head.This episode was written, researched, edited, and produced by Josh Hallmark. With additional research assistance by: Jordan Taylor, Shana Wilensky, and Michelle Tooker. Resources included:• https://www.boston.com/uncategorized/noprimarytagmatch/2011/10/19/police-search-for-missing-shelburne-woman/• https://digital.nepr.net/news/2016/08/29/hurricane-irene-its-been-five-years-since-shelburne-falls-building-sailed-away/• https://www.wwlp.com/news/hurricane-irene-remembered-in-franklin-county-five-years-later/This is a Studio BOTH/AND production...
2024-11-0739 min
2 Commas: The $multi-million exit show with Josh ComrieTom Price: 5-year race to a strategic roll-up sale at 27 years old!In this episode of 2 Commas, I sit down with Tom Price, a self-made entrepreneur who grew an air conditioning business from a scrappy startup to a multimillion-dollar operation, ultimately leading to a high-stakes exit.Tom shares his unique journey—beginning with flyers and DIY installations to scaling his business and even starting a manufacturing line in China. He reveals the gritty, hands-on decisions that built his company and the unforeseen challenges of due diligence with venture capital buyers. This episode is a goldmine for anyone fascinated by what it truly takes to scale, adapt, and make a st...
2024-11-061h 12
2 Commas: The $multi-million exit show with Josh ComrieHugh Calveley: How I took Hollywood by Storm!In this episode of 2 Commas, I sit down with Hugh Calveley, CEO and co-founder of Moxion.io, who took New Zealand tech from a bold startup in entertainment to a high-stakes exit.From navigating Hollywood studios to landing Autodesk as a buyer, Hugh shares behind-the-scenes stories of grit, innovation, and the strategic vision that turned his company into a game-changer. Hugh dives deep into the wild beginnings in film, crucial mentorships, and the complexities of deal-making.This episode is a must-listen for anyone who dreams of scaling their own venture, or simply loves a great...
2024-10-3059 min
2 Commas: The $multi-million exit show with Josh ComrieWill Palmer: How to succeed with an IPO!In this episode, we sit down with Will Palmer, a serial entrepreneur with a fascinating career that spans from door-to-door sales to leading successful tech ventures. Will shares his story of taking a business from inception to a public listing on the New Zealand Stock Exchange. Tune in as we explore pivotal moments, lessons learned, and the strategies that made his journey to multimillion-dollar exits possible.Subscribe to the 2 Commas Journal to receive business insights and real exit lessons straight to your inbox https://bit.ly/47lfcPUDownload the first 2 chapters of my upcoming book, 2...
2024-10-231h 27
2 Commas: The $multi-million exit show with Josh Comrie[Trailer] Will Palmer: How to succeed with an IPO!Welcome to the very first episode of Two Commas! We’re kicking off with a powerhouse guest—Will Palmer, a serial entrepreneur whose journey takes us from door-to-door sales to leading multi-million dollar tech ventures. In this episode, Will dives deep into his incredible story of building a business from the ground up, taking it public on the NZ Stock Exchange, and the key strategies that led to his transformative exit. Get ready for a behind-the-scenes look at the highs, the lows, and everything in between that makes these stories so compelling.Subscribe to the 2 Commas Journal to r...
2024-10-2201 minTrue Crime Bullsh**: The Israel Keyes Investigation0613 | The Precinct LineAs the team deep-dives the Mark Oldbury & Jimmy Tidwell cases, Josh develops a timeline, and Kaz finds something important in Fort Worth, Texas. Check out the line-up and buy tickets for the Berkshire Podcast Festival: www.berkshirepodcastfestival.com Use promo code FALLINTOTHESOUND for 10% your Berkshire Podcast Festival tickets. This episode was written, researched, edited, and produced by Josh Hallmark. With additional research by: Jordan Taylor, Kaz, and Michelle Tooker. And research assistance by: Kim K and Shana Wilensky. This episode features: Shana Wilensky, Jordan Taylor, and Michelle Tooker. This is...
2024-10-1046 min