Handpicked with Naomi Simson

Handpicked with Naomi Simson

Handpicked with Naomi Simson is a short podcast delivered each Monday which is just like having a mentoring session with one of Australia's most successful entrepreneurs. In this podcast Naomi takes questions from business owners that might need help growing starting or saving their business. Each guest is handpicked by Naomi as she shares stories, ideas and advice that might help them and anyone that has ever wanted to start a business. Naomi Simson is an entrepreneur who founded RedBalloon in 2001. She has been blogging for a decade at NaomiSimson.com, is a professional speaker, author of Live What You Love & Ready To Soar, and a “Shark” on business reality show Shark Tank Australia.

Episodes

October 18, 2026 • 21 mins

Chris Loverseed makes dog gear by hand in Melbourne. He asked me whether people
genuinely pay more for Australian made — and at what price they stop caring. My
answer: the sticker won't save you. The story might. For more detail :
www.naomisimson.com/podcast/made-in-australia-is-a-story-not-a-sticker-how-small-makers-compete-without-a-budget

Thanks to Odoo for supporting this season of Handpicked. Odoo brings everyth...

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Go slow and steady, or raise money and turbocharge it? Lisa Taylor of Wicks Intimates asked me the question I get more than any other. My answer surprised her — before you look at your cap table, look at your cash flow. for more information www.naomisimson.com/podcast/how-to-fund-business-growth-three-options-before-you-raise-capital

Thanks to Odoo for supporting this season of Handpicked. Odoo brings everything you need to r...

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October 5, 2026 • 16 mins

Mark Wege calls Orbital a 40-year-old startup. Founded by Ralph Sarich, now building drone engines in Perth and selling almost entirely offshore. His advice for anyone with a big idea: build for the global market from day one, because you cannot bolt it on later. For more information www.naomisimson.com/podcast/build-for-the-world-from-day-one

Thanks to Odoo for supporting this season of Handpicked. Odoo brings everything you need ...

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September 27, 2026 • 1 min

Thanks to Odoo for supporting this season of Handpicked. Odoo brings everything you need to run your business together in one easy-to-use, fully integrated platform, so you can spend less time juggling different tools and more time focusing on your business. Find out more.”

See omnystudio.com/listener for privacy information.

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March 15, 2026 • 21 mins

When you're creating an entirely new category, you can't just sell—you have to educate. Kate Abrahams, founder of TrafficAI (a platform that predicts reputational risk events using workforce behavioral data), sits down with Naomi Simson to discuss the exhausting gap between building groundbreaking technology and getting customers to understand why they need it.

Drawing on her experience launching RedBalloon when "experience g...

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March 8, 2026 • 18 mins

What's slowing your business down could become your biggest competitive advantage. James Yang, founder of Kaizen Solutions (a productivity suite for remote teams), asks Naomi Simson the hard questions every Australian startup founder faces: why do our businesses fizzle while American companies scale globally? How do you shift from selling to individuals to landing corporate clients? When do you stop competing and start acquiring? <...

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March 1, 2026 • 21 mins

Strategy is easy. Execution is where most businesses fail. In this episode, Naomi Simson sits down with Mat Wilk, founder of Ballast Point Construction and creator of the Inner West Tech & Startup community, to tackle the challenges every entrepreneur faces: how to move from planning to doing, how to build partnerships that actually work, and whether being a polymath helps or hurts your business growth.

Mat shares his belief th...

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February 22, 2026 • 16 mins

Every successful business starts with a problem worth solving. In this episode of Handpicked, Naomi Simson sits down with Mark Woodland, founder of Kismet, who's tackling one of Australia's biggest challenges: the administrative burden crushing families caring for aging parents. After successfully building and selling Explore, Mark is now automating healthcare admin for the "sandwich generation"—those caught between caring fo...

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February 15, 2026 • 17 mins

Time is your most precious resource—so why are you spending it on admin at 11pm? Naomi Simson and Slavic Teplitsky from Deel reveal exactly how to get your time back. From consolidating 16 time-sucking vendors into one streamlined platform to giving employees instant access to their earned wages (saving everyone's time), this episode is a masterclass in reclaiming hours you didn't know you had. If you're time-poor, you're sys...

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February 8, 2026 • 18 mins

Every founder says yes too often—and it's killing their business growth. Naomi Simson sits down with serial entrepreneur Sheree Andersen (founder of Elephant and Trove corporate gifting platforms) to reveal the pivotal moment in RedBalloon maturing and learning what to say no to.  Discover why business success comes from what you refuse, not what you accept. Learn business focus strategies, the cost-to-serve analysis eve...

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November 23, 2025 • 15 mins

Six kids under six. C-suite roles at Australia's biggest retail brands. A law degree completed just to prove her brothers wrong.

Amy Louise doesn't do things halfway.

From shop floor to boardrooms. Amy's built her career scaling iconic Australian retailers while raising six children in what can only be described as controlled chaos.

But here's what she wants to know: Is burnout really a badge of honour? Or are we all deceiving to o...

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November 9, 2025 • 17 mins

Liam Forde ran a big business in London. His confession? "I turned into an asshole."

So he spent the next 26 years teaching people not to be like him—creating transformation experiences for leaders across 40 countries.

Now he's relocated to Australia for his grandkids—and he's starting completely fresh. No networks. No contacts. No idea where to begin in the Australian market.

His questions are brutally honest: Where do...

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January 2020. New CEO. Six-month-old baby. Seven weeks later? COVID hits.

That's how Cara McLeod stepped into the CEO role at Mahlab—and somehow that chaos became the launchpad for international growth.

But here's the problem: Mahlab does bespoke strategy work. Everything is custom. Every project needs people. More growth = more headcount. The classic service business trap.

So how do you scale what on paper looks hard to scal...

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What do you do when you've built a successful business in a niche that most people don't even know exists? Oliver Lonergan went from selling lollies in primary school to running Professional Picture Hanging—a 12-person operation spanning Australia's east coast and London, with major contracts including Crown Sydney and luxury hotels. At just years out of school, he's facing the classic scale-up challenge: how do you grow from...

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September 7, 2025 • 16 mins

Join Naomi Simson as she mentors Jash Fullinfaw from The Print Bar through the critical challenges of website re-platforming, scaling print-on-demand operations, and maintaining customer experience during rapid growth. From SEO migration strategies to revenue model prioritisation, this episode delivers actionable insights for any e-commerce business navigating technology transformation while preserving what makes them special.

http...

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August 31, 2025 • 21 mins

Join Naomi Simson in conversation with Adriana Brusi, Managing Director of CrowdsNow, as they dive deep into the real challenges of startup life. From the three critical mistakes that derail new businesses to why authentic relationships trump expensive marketing campaigns, this episode reveals the uncomfortable truths about building a business that lasts. Discover why your customers should be your best ambassadors and how to create...

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August 24, 2025 • 12 mins

Drowning in property management systems, booking engines, and CRM platforms? Alicia Szerszyn from Paradise Resort gets answers on balancing high-tech with high-touch.

https://www.naomisimson.com/podcast/mastering-technology-without-losing-the-human-touch

See omnystudio.com/listener for privacy information.

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August 17, 2025 • 16 mins

When tourism gets tough, do you pivot or persist? Mark Garey from Orange Trikes faces three critical decisions about SEO, pricing strategy and premium product marketing.

https://www.naomisimson.com/podcast/pivot-or-persist

See omnystudio.com/listener for privacy information.

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August 10, 2025 • 15 mins

Jay Yip's 40-year tourism journey leads to one big question: as AI transforms travel booking, is it better to go everywhere or focus on fewer, better partners?

https://www.naomisimson.com/podcast/less-is-more

See omnystudio.com/listener for privacy information.

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August 3, 2025 • 16 mins

From tea towels to TV dreams: Live painter Sarah Rowan asks how sole traders can scale without losing their magic. Her energy is infectious and her questions apply to every creative entrepreneur.

https://www.naomisimson.com/podcast/from-paintbrush-to-platform

See omnystudio.com/listener for privacy information.

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