The Startup Playbook Podcast

Rohit Bhargava - Entrepreneur | Blogger | Podcaster. I help launch, grow and fund startups and online businesses

Each week I interview successful founders, investors and subject matter experts on their story, the strategies they used to succeed and their advice to current and next generation entrepreneurs.

  • 1 hour 7 minutes
    Ep220 – Adam Ewart (Co-founder & CEO – Send My Bag) on bootstrapping Send My Bag from a uni side project to global service

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep220 – Adam Ewart (Co-founder & CEO – Send My Bag) on bootstrapping Send My Bag from a uni side project to global service

    My guest for Ep220 of The Startup Playbook Podcast was Adam Ewart, the Co-founder & CEO of Send My Bag.

    Send My Bag is the international luggage shipping and relocation platform used by travellers and businesses around the world.

    Adam’s story is a fascinating one. From building a global company out of a small town in Northern Ireland, to turning PR into a powerful growth engine, to deliberately bootstrapping even when VCs came knocking, his journey is full of practical lessons and hard-earned insights.

    In this episode we dive into:

    • How he turned PR into one of his biggest growth drivers
    • Why he chose to bootstrap despite inbound investor interest
    • The challenges and opportunities of building a large global business out of Belfast

    Timestamps:

    • 00:02:15 Adam’s early entrepreneurial roots and family business influences
    • 00:07:00 Why Adam never wanted a traditional job
    • 00:08:10 Using part-time wages and student loan to fund ventures
    • 00:10:45 First experiments: Middleman Mobiles and FillAJob.com
    • 00:13:30 The idea for Send My Bag
    • 00:18:20 First customers: student shipping during summer holidays
    • 00:27:00 From domestic student shipping to international expansion
    • 00:29:00 Spotting the airline baggage fee opportunity and PR growth
    • 00:34:00 Leveraging free publicity: Dragons’ Den appearance
    • 00:40:15 Expanding into the U.S. market and securing media coverage
    • 00:45:30 Building Send My Bag into a relocation and global logistics service
    • 00:52:00 Lessons learned on scaling, growth and resilience

    Our partners:

    A big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    Adam’s links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep220_-_Adam_Ewart.mp3

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    25 September 2025, 6:40 am
  • 1 hour 6 minutes
    Ep219 – Stirling Mortlock (Co-founder – XV Capital) on the journey from Wallabies Captain to Sports-Tech Investor

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep219 – Stirling Mortlock (Co-founder – XV Capital) on the journey from Wallabies Captain to Sports-Tech Investor

    My guest for Ep219 of The Startup Playbook Podcast was Stirling Mortlock.

    Stirling is one of Australia’s greatest ever Rugby players. He’s a former Wallabies Captain, World Cup player, and one of the few players to score over 1,000 points in Super Rugby.

    But his story goes well beyond the field. After retiring, he’s built a career as a founder and investor. 

    Today, he’s the Co-founder of XV Capital, where he’s backing the next generation of sports-tech and performance-led startups.

    In this episode we dive into:

    • Lessons from professional rugby and how he’s applied them to his career post sport
    • The rhythms & role clarity behind high-performance teams
    • A resilience playbook: “feed the good wolf” through injuries & setbacks
    • Where sports-tech is heading
    • And much more!

    I’m also excited to announce that Stirling will be joining The Komo Club as a speaker for Cohort 2. The program is the world’s first human accelerator, designed to help high performing founders and executives implement the right system and frameworks to help them succeed in business and all areas of their life. You can find out more at thekomoclub.com

    Timestamps:

    • 00:02:15 Career arc: Brumbies mainstay, two World Cups, captaincy at Brumbies/Wallabies/Rebels, transition to life after rugby.
    • 00:07:08 Obsession with sport, MJ as childhood idol, and setting audacious goals back in Year 11.
    • 00:09:31 Overlooked early, late physical growth, and training like a pro at uni: why hard work fast-tracked selection.
    • 00:12:07 “Outliers” & relative age: flipping a potential disadvantage into a slingshot advantage.
    • 00:15:00 Seizing rep opportunities: NSW Country vs City, shadow call-up
    • 00:18:44 Keeping belief amid uncertainty: mentors and the power of goal-setting.
    • 00:27:26 Inside high-performance teams: weekly rhythm, role clarity, and leveraging strengths under pressure.
    • 00:30:24 Captaincy lessons: delegate to strengths and always do your job lead by example.
    • 00:32:28 Turning ADHD into a superpower; creating environments where people operate at their “optimal frequency.”
    • 00:48:37 Future of Sports-Tech
    • 00:59:38 15 operations & the “feed the good wolf” framework for setbacks; silver linings during rehab.

    Our partners:

    A big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    Stirling’s links:

    People mentioned:

    Companies & Organisations mentioned:

    Resources mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep219_-_Stirling_Mortlock.mp3

    Podcast: Play in new window | Download | Embed

    Subscribe: RSS

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    28 August 2025, 1:10 am
  • 1 hour 7 minutes
    Ep218 – Nipun Mehra (Co-founder & CEO – Ula) On Ula’s hypergrowth, Bezos backing & the hard call to shut down

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep218 – Nipun Mehra (Co-founder & CEO – Ula) On Ula’s hypergrowth, Bezos backing & the hard call to shut down

    My guest for Ep218 of The Startup Playbook Podcast was Nipun Mehra.

    Nipun has had an incredible track record in his career. At Amazon he launched their first ever real time inventory management system, was an early team member at Flipkart helping build and scale one of India’s most successful and iconic startups before joining Sequoia India as an investor.

    In 2020, he Co-founded Ula, a B2B e-commerce platform that set out to modernise retail supply chains for millions of small businesses starting in Indonesia.

    Ula quickly become one of South East Asia’s fastest growing startups. They went from $0 to $300M in revenue within 2 years. Ola also raised over $140M from leading investors including Sequoia, Lightspeed, Tencent and even raised capital from Jeff Bezos himself, his first investment into this part of the world.

    But in a candid and deeply honest conversation, Nipun shares – for the first time publicly – the full story of what happened behind the scenes from Ula when he decided to shut down the company and return the remaining capital to investors.

    From hypergrowth to hard calls, this episode dives into the reality of building a company at scale and the weight of leadership at challenging times.

    In this episode we cover:

    • Nipun’s lessons from his time with Amazon, Flipkart and Sequoia
    • The hypergrowth journey behind Ula
    • Why he decided to shut down Ula and return the capital vs find another path
    • Coming to terms with the ups and downs of the journey
    • & much more

    I’m also excited to announce that Nipun will be joining The Komo Club as a speaker for Cohort 2. The program is the world’s first human accelerator, designed to help high performing founders and executives implement the right system and frameworks to help them succeed in business and all areas of their life. You can find out more at thekomoclub.com

    Timestamps:

    • 00:03:08 Nipun’s background: Early entrepreneurial drive
    • 00:07:00 College startup attempts and discovering India’s nascent internet scene
    • 00:14:47 What Amazon & Flipkart taught him about audacious targets and culture
    • 00:20:38 How to set “aggressive but achievable” goals without crossing into folly
    • 00:29:23 Why Indonesia? The leap of faith that launched Ula in Southeast Asia
    • 00:38:37 Securing Jeff Bezos’ first SEA investment and the six-page memo that closed the deal
    • 00:41:31 Scaling to ~US $300 M GMV in two years during COVID
    • 00:43:20 The decision to shut down Ula and return the remaining capital to investors
    • 00:55:13 Lessons on investor alignment
    • 01:04:45 Nipun’s new venture, lessons from Ula he’s applying

    Our partners:

    Thank you to Karl Noronha, Ganesh Rengaswamy and Prithvi Rajaram for their help with research for this interview!

    A big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    Nipun’s links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep218_-_Nipun_Mehra.mp3

    Podcast: Play in new window | Download | Embed

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    7 August 2025, 7:54 am
  • 1 hour 39 minutes
    Ep217 – Dr Steven Lu (Co-founder & CMO – Everlab) on building the future of preventative health

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep217 – Dr Steven Lu (Co-founder & CMO – Everlab) on building the future of preventative health

    My guest for Ep217 of The Startup Playbook Podcast was Dr. Steven Lu.

    Dr. Steven Lu is the Co-founder and Chief Medical Officer of Everlab, Australia’s leading preventative health and longevity startups.

    With over 15 years of clinical experience, Steven specialised in the prevention and management of complex medical conditions including heart attacks and strokes. After years of treating late-stage illness, he shifted focus to building a proactive model of healthcare, one that empowers people to catch risks early and take control of their long-term health.

    That idea became Everlab.

    Since launching, Everlab has scaled rapidly across Australia, combining full-body diagnostics, personalised blood testing, and AI-driven insights to make preventative healthcare more accessible and actionable.

    The company recently closed a $15M AUD Seed round led by New York based Left Lane Capital. I was proud to continue backing Steven and the Everlab team through Playbook Ventures in this latest round.

    In addition to our investment, I’ve had the pleasure of working with Steven through The Komo Club, where he’s a featured speaker in both Cohort 1 and 2. The Komo Club has also partnered with Everlab who support our members directly with DEXA scans, blood testing, and 1:1 medical consultations as part of their cohort experience.

    In this episode, we discuss:

    • Steven’s transition from private practice to founding Everlab
    • The shortcomings of traditional healthcare and Everlab’s approach to solving them
    • The key health pillars every founder should build into their routine
    • How Steven manages his own health and family life while scaling a startup
    • Lessons from building a high-performance team in a highly regulated industry
    • & much more

    Timestamps:

    • 00:02:13 Steven explains his transition from ICU and private practice to preventative medicine
    • 00:04:31 Migrant childhood between China and Australia builds empathy and listening skills
    • 00:14:00 Night‑shift epiphany in ICU: “we could save more lives by intervening earlier”
    • 00:29:45 Meeting Sam Kothari and transitioning from a boutique practice into a scalable startup 
    • 00:51:22 The three pillars: nutrition, movement, rest. Which is the highest‑ROI starting point
    • 00:58:54 Chronic sleep debt in startup life, how to measure sleep quality with objective, subjective and behavioural data
    • 01:09:48 Dangers of visceral fat and how to reduce it
    • 01:30:00 Seed round validation: 40,000+ biomarker data points show significant member gains
    • 01:34:25 Balancing a high‑growth mission with fatherhood: savoring scarce moments with kids 

    Our partners:

    Thank you to Sam Kothari, Chai Ng and Kelly Huang for their help with research for this interview!

    A big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    Steven’s links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep217_-_Dr_Steven_Lu.mp3

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    24 July 2025, 2:43 am
  • 58 minutes 35 seconds
    Ep216 – Chris Withers (Founder & CEO – Klikit) on lessons from Uber & Gojek, beating cancer & solving hard problems

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep216 – Chris Withers (Founder & CEO – Klikit) on lessons from Uber & Gojek, beating cancer & solving hard problems

    My guest for Ep216 of The Startup Playbook Podcast was Chris Withers.

    🎉 This week marks 9 years of The Startup Playbook Podcast.

    What started as a side project in 2015 has now become a platform that’s shared the stories of 200+ founders, investors, and operators — and I’m so grateful to all of you who’ve tuned in, shared episodes, and supported the show along the way. 🙏

    To mark the milestone, I couldn’t have asked for a better guest than Chris Withers, the Founder & CEO of Klikit, a platform helping merchants grow revenue, cut costs, and streamline operations through a powerful all-in-one operating system.

    Before founding Klikit, Chris was part of the early Uber team in Australia & NZ, helped scale Uber Eats across Asia, and later became VP of Global Mobility at GoJek, giving him a front-row seat to some of the world’s most intense high-growth environments.

    Chris is also someone I’ve personally backed through Playbook Ventures. Beyond the complexity of building in Southeast Asia, what’s inspired me most is his resilience, including his fight through a cancer diagnosis just months after raising capital as a solo founder.

    In this episode, we dive into:

    • The high performance cultures at Uber and Gojek and what Chris took away from each
    • Why hard problems are worth solving
    • His battle with cancer and what it taught him about leadership, health, and grit
    • The realities and misconceptions about the Southeast Asian market
    • And much more!

    Timestamps:

    • 00:02:15 Chris’ background, accidental entry into Uber via a “mechanics yard” interview in Brisbane
    • 00:04:26 Jumping to Uber Eats APAC: contrarian career move that paid off
    • 00:07:10 Chris explains “second-order thinking” and calculated risk-taking
    • 00:11:56 Lessons from Uber 1.0’s boundary-pushing culture of ownership
    • 00:15:00 Inside Gojek: mission, patriotism and Nadiem Makarim’s “Pasti Ada Jalan” mantra
    • 00:20:21 Genesis of klikit: running six virtual brands in one kitchen to test a thesis
    • 00:24:58 Building the “pipes and rails” before the creator-commerce vision
    • 00:29:51 Shipping fast and moving with speed
    • 00:33:24 Going multi-region early; why Southeast Asia forces breadth and depth
    • 00:38:26 Facing cancer diagnosis while running a venture backed startup
    • 00:56:04 eFishery fraud fallout and Chris’s plea not to write off Asian tech

    Our partners:

    A big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    Chris’ links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep216_-_Chris_Withers.mp3

    Podcast: Play in new window | Download | Embed

    Subscribe: RSS

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    17 July 2025, 2:15 pm
  • 45 minutes 22 seconds
    Ep215 – Ben Dunphy (Co-founder & Partner – January Capital) on data-driven VC & leveraging both equity & credit for growth

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep215 – Ben Dunphy (Co-founder & Partner – January Capital) on data-driven VC & leveraging both equity & credit for growth

    My guest for Ep215 of The Startup Playbook Podcast was Ben Dunphy.

    Ben is the Co-Founder and Partner of January Capital, a VC fund that invests in early stage high growth startups in the Asia Pacific region. They also run an $85M growth credit fund, offering scale-stage companies access to non-dilutive capital.

    I first had Ben on the show back in October 2016 and nearly a decade later, we revisit the journey and dive into:

    •  What’s changed and what hasn’t in early stage investing
    • How January Capital is bridging the gap between equity and debt-based financing in an innovative model
    • The opportunities in Southeast Asia
    • And much more!

    Timestamps:

    • 00:01:17 Ben’s background: Australia-born, now leading January Capital in Singapore
    • 00:03:16 What’s remained constant vs. what’s changed in nine years of APAC venture
    • 00:05:26 Proving billion-dollar outcomes outside Silicon Valley and the AI paradigm shift
    • 00:09:03 Founding January Capital: spotting gaps and launching with three partners
    • 00:12:41 Why (and when) startups should diversify into credit alongside equity
    • 00:19:21 Misconceptions about “one big Southeast Asia market” and the B2B focus
    • 00:24:07 January’s data-driven deal-sourcing engine and composite talent scoring
    • 00:27:53 Signals of exceptional founders
    • 00:31:00 Advice on timing investor outreach and the benefits of month-long rapport-building
    • 00:39:04 Case study: William Li’s whiteboard pitch for Akulaku and the power of clarity

    Our partners:

    Also a big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    Ben’s links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep215_-_Ben_Dunphy.mp3

    Podcast: Play in new window | Download | Embed

    Subscribe: RSS

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    The post Ep215 – Ben Dunphy (Co-founder & Partner – January Capital) on data-driven VC & leveraging both equity & credit for growth appeared first on Startup Playbook.

    10 July 2025, 3:40 am
  • 57 minutes 59 seconds
    Ep214 – Pan Koutlakis (Co-founder & CEO – EatClub) on rebuilding EatClub from $0 revenue to global expansion after COVID

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep214 – Pan Koutlakis (Co-founder & CEO – EatClub) on rebuilding EatClub from $0 revenue to global expansion after COVID

    My guest for Ep214 of The Startup Playbook Podcast was Pan Koutlakis.

    Pan is the Co-Founder and CEO of EatClub, a platform that uses dynamic pricing to help restaurants fill empty tables during off-peak hours, while passing on great deals to diners.

    EatClub saw remarkable growth early on, but like many in the industry, the business came to a standstill when COVID hit, with revenue dropping to zero overnight. Pan responded by drastically downsizing overheads, restructuring the company, and rebuilding momentum recently leading the business to secure an impressive $18.2 million Series A round.

    In this episode we covered a variety of topics including:

    •  How he convinced industry heavyweight Marco Pierre White to come on board
    • Navigating the uncertainty of COVID
    • The power of setting ambitious targets
    • Frameworks for making strategic long-term bets
    • And much more!

    Timestamps:

    • 00:01:10  Pan’s Adelaide upbringing, law-and-economics studies & first jobs in hospitality
    • 00:08:41  Joining Rocket Internet’s ‘Suppertime’ and witnessing growth-at-all-costs firsthand
    • 00:10:17  Founding EatClub
    • 00:13:08  Cold-emailing Marco Pierre White, why the celebrity chef came on board
    • 00:16:12  Structuring deals with celebrities
    • 00:22:22  Signing the very first restaurant (on the first cold-call) and refining the MVP
    • 00:27:58  EVP’s initial pass, eventual investment and the overnight COVID revenue crash
    • 00:56:15  Tough cuts, shutdown of U.S. ops, and doubling-down on R&D during lockdown
    • 00:39:32  Founder/Investor relationship
    • 00:47:58  How he thinks about product roadmap and what features to build
    • 00:55:07  Post-pandemic rebound, UK market entry & closing the $18.2 M Series A

    Our partners:

    A big thank you to Dan Szekely, Jonte Shaw and David Hodges for their help with this interview!

    Also a big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    Pan’s links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep214_-_Pan_Koutlakis.mp3

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    3 July 2025, 7:41 am
  • 1 hour 14 minutes
    Ep213 – Rob Phillpot (Co-founder – Aconex) on scaling Aconex to a $1.6B exit and launching a $50M founders fund

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep213 – Rob Phillpot (Co-founder – Aconex) on scaling Aconex to a $1.6B exit and launching a $50M founders fund

    My guest for Ep213 of The Startup Playbook Podcast was Rob Phillpot.

    Rob and his co-founder Leigh Jasper have played a huge part in shaping Australia’s tech landscape, building Aconex into one of the country’s most iconic companies, taking it public in 2014 and ultimately selling it to Oracle in 2017 for $1.6 billion.

    Since then, Rob has dedicated his time to advising startups, supporting philanthropy, and investing through his family office, Gravel Road Ventures. Most recently, Rob, Leigh Jasper, and A Cloud Guru founder Sam Kroonenberg teamed up to launch Glitch Capital, a $50 million founders fund backing the next generation of global tech companies.

    In this episode, we cover a lot of ground, including:

    • Aconex’s journey to a $1.6B exit and overcoming multiple near-death experiences
    • What it was like to sell a company when he didn’t want to
    • Why advising founders is 20% strategy and 80% psychology
    • The secrets behind building a high-performance culture
    • Balancing big ambitions with family life
    • What Glitch Capital looks for when backing startups
    • And so much more.

    Timestamps:

    • 00:01:50 Rob’s background
    • 00:06:27 Meeting Leigh Jasper: did school-friends always know they’d start a company together?  
    • 00:09:15 Switching tracks: advice for people stuck in a career they don’t love
    • 00:11:07 Startup ecosystem in 2000 and the early days of Aconex
    • 00:13:46 Staying positive: how did Rob and Leigh keep morale when things looked bleak?  
    • 00:18:22 Strength in vulnerability
    • 00:21:58 Cultivating Aconex’s culture and common founder mistakes
    • 00:37:58 The real story of the Aconex sale
    • 00:43:13 Life after the exit: what did stepping away from Aconex feel like?  
    • 00:49:48 What Rob looks for as an investor
    • 00:58:13 80% psychology: common founder struggles Rob sees as an advisor  
    • 01:00:48 Family, fitness and cooking dinner: balancing startup life with home life  
    • 01:07:05 Philanthropy focus: why Rob created the Gravel Road Foundation and how he thinks about giving

    Our partners:

    A big thank you to Ben Leach, Andrew Barron and Bill Phillpot for their help with this interview!

    Also a big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    The Komo Club – Details here

    Rob’s Links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep213_-_Rob_Phillpot.mp3

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    The post Ep213 – Rob Phillpot (Co-founder – Aconex) on scaling Aconex to a $1.6B exit and launching a $50M founders fund appeared first on Startup Playbook.

    27 June 2025, 3:31 am
  • 1 hour 8 minutes
    Ep212 – Matt Loop (Head of Asia – Rippling) on Leadership, Hiring & Growing Iconic Tech Companies

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep212 – Matt Loop (Head of Asia – Rippling) on Leadership, Hiring & Growing Iconic Tech Companies

    My guest for Ep212 of The Startup Playbook Podcast was Matt Loop.

    There are few people who’ve had as much influence in shaping the tech landscape in this region as Matt.

    He began his career at Salesforce, where he was one of their earliest hires in Australia, before going on to lead sales at LinkedIn, first in ANZ, then later as Head of Enterprise in North America.

    After that, he returned to Australia to take on the role of Head of Asia Pacific at Slack, helping the company scale its presence across the region.

    Today, Matt is the VP and Head of Asia at Rippling, a workforce management platform that’s transforming how businesses manage their people, IT, and operations. Just last month, Rippling announced a $450 million Series G round, valuing the company at $16.8 billion.

    In this episode, we dive into a range of topics, including:

    • How to build and lead high-performance teams
    • Matt’s approach to hiring and what he looks for in candidates
    • The frameworks he uses to choose which companies to join
    • Balancing a high-impact career with family life
    • And so much more.

    Timestamps:

    • 00:02:07 Matt’s career arc: Salesforce, LinkedIn, Slack, Rippling
    • 00:08:45 Building Salesforce APAC
    • 00:12:29 GTM Advice to founders
    • 00:16:48 Leaving Salesforce: spotting comfort creep & moving to LinkedIn
    • 00:24:27 Leadership frameworks from all his previous experiences
    • 00:30:15 Cultivating Rippling’s high performance culture
    • 00:35:09 Frameworks for evaluating potential career opportunities
    • 00:46:13 Hiring “good humans” with a growth mindset
    • 00:50:02 Networking and personal branding
    • 00:55:13 Stepping back from the day-to-day and seeing the bigger picture
    • 01:00:10 Finding your own version of balance

    Our partners:

    A big thank you to Katrina Loop, James Demetrios and Andrew McCarthy for their help with this interview!

    Also a big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    The Komo Club – Details here

    Matt’s Links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep212_-_Matt_Loop.mp3

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    The post Ep212 – Matt Loop (Head of Asia – Rippling) on Leadership, Hiring & Growing Iconic Tech Companies appeared first on Startup Playbook.

    19 June 2025, 6:06 am
  • 1 hour 2 minutes
    Ep211 – Jodie Imam (Co-founder & CEO – Tractor Ventures) on startup exits, scaling with content and life-changing personal systems

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep211 – Jodie Imam (Co-founder & CEO – Tractor Ventures) on startup exits, scaling with content and life-changing personal systems

    My guest for Ep211 of The Startup Playbook Podcast was Jodie Imam.

    Jodie is the Co-founder & CEO of Tractor Ventures, which provides non dilutive capital (between $100,000 – $1.5M) to tech enabled companies.

    Since launching in 2020, Tractor has deployed nearly $100M, has 230 customers and is tracking at $5M in annual revenue.

    Prior to this, Jodie was the Co-founder of Occasional Butler which was acquired in 2020.

    She was also a member of Cohort #1 of the Komo Club, and in this episode we dive into a range of areas including:

    • Lessons from launching, growing and exiting Occasional Butler
    • How she uses content to attract talent and customers to Tractor Ventures
    • Systems and frameworks she utilises to manage a busy schedule between running a high growth business, multiple board seats, and a busy personal life
    • How personal goals created through The Komo Club have had a significant impact on her number one priority in life
    • And much more!

    Timestamps:

    • 00:01:54  Jodie’s background
    • 00:03:29  How Jodie’s childhood shaped her perspective on life and business
    • 00:05:49 Early career: building Occasional Butler and co-working space Depo8
    • 00:07:39  The decision to go all in on Occasional Butler
    • 00:08:50  What Jodie would do differently second time around with Occasional Butler
    • 00:11:36  How to build credibility as an early stage startup
    • 00:13:47  Selling Occasional Butler to Airtasker while raising two young children
    • 00:18:04  Founding Tractor Ventures with Matt & Aprill
    • 00:21:11  Early days of Tractor Ventures
    • 00:24:10  Challenges with the business, restructuring
    • 00:28:09  Culture design: 4-day workweek, 90-day scorecard & Level-10 meetings
    • 00:30:14  LinkedIn content engine that drives both deal flow and hiring
    • 00:44:09  Personal goals, The Komo Club & intentional parenting
    • 00:54:49  How Jodie structures her day and week

    Our partners:

    A big thank you to Olivia Doherty, Andrew Fitzpatrick and Matt Allen for their help with this interview!

    Also a big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    The Komo Club – Details here

    Jodie’s Links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep211_-_Jodie_Imam.mp3

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    Subscribe: RSS

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    12 June 2025, 7:52 am
  • 54 minutes 51 seconds
    Ep210 – James Fuller (Co-founder & CEO – Hnry) on turning a spreadsheet into platform processing $2.6B

    The Startup Playbook Podcast

    Insights and lessons from the world's best entrepreneurs and investors

    Ep210 – James Fuller (Co-founder & CEO – Hnry) on turning a spreadsheet into platform processing $2.6B

    My guest for Ep210 of The Startup Playbook Podcast was James Fuller.

    James is the Co-founder & CEO of Hnry. Hnry automates taxes for sole traders, so they never have to think about tax again.

    The company started from a spreadsheet that James and his wife and Co-founder, Claire, created to solve their own problem.

    They shared these spreadsheets with friends who passed it on to other friends before realising that there was a real business opportunity underneath these spreadsheets.

    Today, Hnry has 150 staff across 3 countries, has raised over $60M in funding and processes $2.6B in payments every year in Australia and New Zealand.

    In this episode, we dive deep into a range of topics including:

    • The advantages that come from being a husband and wife founding team
    • The opportunities and challenges that come from being first to market
    • How the value of fairness is embedded not just into their company culture, but also their pricing strategy
    • How James and Claire have overcome some of the more challenging periods of their business, including times when they’ve both wanted to quit the business
    • And much more!

    Timestamps:

    • 1:57 James’ background.
    • 3:19 Being co-founders and spouses: pros, cons, and how they navigate disagreements.
    • 12:29 Hnry’s growth over the years: 150 staff, 3 countries, billions of dollars processed.
    • 18:13 Customer led product development, building trust over time, high referral rates and strong NPS as proof points.
    • 22:43 Overcoming traditional industry challenges, educating the market about a “new category” of full-stack service.
    • 32:43 Fairness & Hnry’s Unique Pricing Model.
    • 38:37 Culture & team building across three countries
    • 42:53 Balancing parenthood and startup life

    Our partners:

    A big thank you to Karan Anand for his help with this interview!

    Also a big shout out to our long-term partners for the show:

    Scendar 

    Scendar is the OG startup accounting firm in Australia catering to all stages of your business’ life. If you’re busy running your startup, you don’t have time to do your own books and forecast. Instead, fully outsource your finance function, giving you time and resources back to focus on what you do best in growing your business. Find out more at Scendar.com

    Vanta

    Vanta helps businesses get — and stay — compliant by automating up to 90% of the work for the most in-demand compliance frameworks. And with over 300 integrations, you can easily monitor and secure the tools your business relies on.
    Join over six thousand fast-growing companies that use Vanta to manage risk and prove security in real time.
    The Startup Playbook Podcast listeners get access to an exclusive offer of USD$1000 off their plans. Head over to vanta.com/podcast to get access to this exclusive discount.

    Links mentioned:

    James’ Links:

    People mentioned:

    Companies mentioned:

    Feedback/connect/say hello:

    Credits:

    Music: Paycheck

    Other channels:

    Find all of the links for the podcast on Linktree here

    https://traffic.libsyn.com/secure/startupplaybook/Ep210_-_James_Fuller.mp3

    Podcast: Play in new window | Download | Embed

    Subscribe: RSS

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    1 May 2025, 7:31 am
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