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  1. How Dam Secure Puts Guardrails on AI Generated Code

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    How Dam Secure Puts Guardrails on AI Generated Code

    Episode SummaryVibe coding is here and most organisations are nowhere near ready for what it means for security. In this episode of Secured, Cole Cornford sits down with Patrick Collins and Simon Harloff, founders of Dam Secure, to unpack how AI is reshaping software development and why the old AppSec playbook is not keeping up. They cover the shift from artisanal to factory model engineering, why skills and agents.md files are less reliable than people think, and why the SaaSpocalypse narrative is mostly a distraction from the work that actually matters. Patrick and Simon also walk through how Dam Secure enforces organisational security rules at plan time, before a single line of AI generated code gets written. Timestamps00:00 Trailer 01:01 Chainguard ad 01:28 Meet Patrick Collins and Simon Harloff from Dam Secure 03:00 Why existing AppSec tooling never worked for developers 05:30 The artisanal vs factory model of software development 08:30 Hacker News, polarisation and the AI sentiment shift 11:00 Agile, standups and processes that no longer make sense 14:00 Bigger PRs, higher velocity and workflows without an IDE 17:00 Skills, agents.md and the limits of deterministic guardrails 20:00 The AppSec to developer ratio problem 23:00 The SaaSpocalypse and why rebuilding tools is a side quest 27:00 React, digital certificates and security through business incentives 30:00 How Dam Secure works: secure spec and plan time enforcement 34:00 Vibe coders, Lovable and the risk beyond professional developers 36:00 Where to find Dam Secure and closing remarks 🐙 Secured is grateful to be sponsored and supported by Chainguard. Chainguard is the trusted source for open source. Get hardened, secure, production-ready builds so your team can ship faster, stay compliant, and reduce risk. Download your free CVE Reduction Assessment at https://dayone.fm/chainguard Secured is part of Day One.Day One helps founders and startup operators make better business decisions more often. To learn more, join our newsletter to be notified of new First Cheque episodes and upcoming shows. This podcast uses the following third-party services for analysis: Podtrac - https://analytics.podtrac.com/privacy-policy-gdrp Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

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  2. From Police Officer to AI Pioneer to Psychedelics: Dr. Catriona Wallace’s Unfiltered Story (Part One)

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    From Police Officer to AI Pioneer to Psychedelics: Dr. Catriona Wallace’s Unfiltered Story (Part One)

    From policing the streets of Sydney’s King’s Cross to founding one of the world's first enterprise AI companies, Dr. Catriona Wallace has navigated a career arc that defies convention. As one of the few women globally to list an AI company on the ASX, she scaled Flamingo AI to New York and back, all while raising five children and operating on a frontier that barely had a name. But behind the milestone of a $20M capital raise and the adrenaline of the public markets lay a deeper story of personal cost, identity, and the "sacred wounds" that fuel high-performance leadership. In this deep-dive episode of Perspective X, Dr. Cat shares her unfiltered story of transition: from the corruption and shadow-side of law enforcement to the high-pressure world of venture capital, and eventually, to the jungles of Peru. We explore the "hard thing about hard things," the brutal reality of having your product commoditised by tech giants, and why she chose to sit with ayahuasca the same day she exited her company. This isn't just a talk about technology; it’s a masterclass in the human operating system. We dive into why AI poses a 1-in-10 existential risk, the intersection of ancient ritual and modern innovation, and why Dr. Cat believes the next generation of leaders must undergo a "rapid transformation" of consciousness to ensure humanity isn't left behind by the machines we’ve built.

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  3. Why Investors Keep Saying No (And What to Do About It) | Justin Wastnage from Vloggi

    قبل يوم واحد

    Why Investors Keep Saying No (And What to Do About It) | Justin Wastnage from Vloggi

    Justin Wastnage is the founder and CEO of Vloggi, a platform that transforms everyday mobile phone footage into trusted, structured, legally owned video assets for businesses and enterprises. What started as a tool for tourism boards to crowdsource location content has evolved, through COVID, multiple pivots, and years of customer-funded development, into an infrastructure layer that verifies, structures and processes video for some of the world's most compliance-heavy industries. In this episode, Justin joins Alan to talk honestly about the challenges of pitching a business that investors think they already know. Vloggi has worked with Major League Baseball, Netflix, the NSW Government, Google Ads and RFK's presidential campaign, yet raising in Australia remains stubbornly difficult. Alan digs into why that is and what Justin can do about it, from repositioning the pitch, to rebranding, to putting someone else in the room. If you're a founder who has pivoted hard but can't shake what investors remember about your old story, this one is for you. 00:00 - Intro 02:03 – Meet Justin Wastnage and the origins of Vloggi 04:57 – What Vloggi does: video as content, data and evidence 07:11 – What changed with synthetic AI video and why it matters now 09:00 – The pivot story: from tourism boards to enterprise compliance 12:35 – Bootstrapping and the team behind Vloggi 13:03 – The current raise: $800k to bring the enterprise product to market 17:03 – How Vloggi verifies that uploaded video is authentic, not AI-generated 19:33 – Commercial model: per project vs ongoing enterprise licensing 22:31 – Why Vloggi wants to be infrastructure, not a consumer brand 24:48 – Alan's challenge: how to reposition when investors think they know your old story 29:08 – Should you rebrand? The case for and against 32:26 – Pitch deck strategy: teaser first or full deck upfront? 35:23 – Alan pitches Vloggi back to Justin the way he'd do it 38:51 – The airline use case and how to open with one vertical then go broad Sponsors:Pick My Brain is supported by our wonderful sponsors:Galah Cyber offers the Foundations of Application Security course: a practical, hands-on AppSec course built for engineers who actually ship code. Two days of real-world lessons you can apply immediately. Learn more at galahcyber.com.au/learn. Sponsors:Pick My Brain is supported by our wonderful sponsors:Galah Cyber offers the Foundations of Application Security course: a practical, hands-on AppSec course built for engineers who actually ship code. Two days of real-world lessons you can apply immediately. Learn more at galahcyber.com.au/learn.

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  4. How Springboards Built an AI Model That Actually Thinks Differently

    قبل ٦ أيام

    How Springboards Built an AI Model That Actually Thinks Differently

    "Shit at the speed of light is still shit." That one line from Pip captures the entire philosophy behind Springboards, the AI company he co-founded with Amy and Kieran that is quietly pushing back against what the rest of the industry is doing. The three of them join Georgie Healy for one of the most thought-provoking conversations the show has had about what AI is quietly doing to creativity, and what it takes to build a model that breaks the mould. Pip and Amy never planned to start an AI company. Both worked in advertising and got laid off within three weeks of each other, which led them to accidentally build the first version of Springboards themselves to solve a problem they kept running into: existing AI tools were not helping them do creative work better, they were making everyone's creative work look the same. Kieran joined as their technical co-founder and together they have now released Flint, a divergence model designed to break the AI hive mind. In this episode they unpack why 69 out of 70 language models will tell you that time is a river, why mainstream AI has converged into one gray mush of sameness, and why the scariest part of this might be that most people will not even notice. They also get into how they built Flint to score 7.5 on novelty bench when the frontier models score ones and twos, why the smallest possible model was always the goal, and why they deliberately avoid making the tool feel too polished. Plus why humans are evolutionarily lazy and what that means for our brains in the AI era, the unexpected analogy about sourdough and alcohol that changes how you think about creativity, and the honest reflection from all three founders on being the self-loathing AI company in a space full of hype. 00:00 — Intro 02:22 — Introducing Flint and the convergence problem in AI models 04:50 — Why Springboards is uniquely positioned to solve creative AI 07:30 — What entropy actually means in language models 09:44 — Real examples: random cars, pizza toppings, and where to holiday 12:36 — Why this matters for the advertising industry (and everyone else) 15:29 — Inside Flint: how to fine-tune a model for divergence 18:38 — Doubling the score on Novelty Bench (and what that even means) 23:35 — Try Flint yourself: who it's for and how to access it 26:10 — Cognitive atrophy, taste, and keeping humans in the creative loop 35:04 — Choosing a tech provider as an early-stage AI startup 38:20 — What actually matters for founders in the sasspocalypse era 41:12 — Rapid fire: copyright, cover shoots, Eumundi markets, and self-loathing AI ✨ Connect with Georgie HealyLinkedin: https://www.linkedin.com/in/georginahealy/ Instagram: https://www.instagram.com/georgina_healy/ Twitter: https://x.com/georgina__healy?lang=en The Day One NetworkIn The Blink of AI is part of Day One, the podcast network dedicated to founders, operators & investors. Sign up to get your weekly insights into the up-and-coming AI startups: https://dayone.fm/newsletter

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  5. How to Pick Winners in Markets You Don't Live In

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    How to Pick Winners in Markets You Don't Live In

    Episode SummaryElizabeth Yin is the co-founder and General Partner of Hustle Fund, a pre-seed venture fund now on its fourth fund that backs companies globally. Before Hustle Fund, she was a partner at 500 Global, founded adtech company LaunchBit, and was an early employee at Google. In this episode, Cheryl and Maxine unpack how Hustle Fund sources deals across continents, why Elizabeth avoids noisy competitive markets in favor of "small waves" that will swell over five years, and why valuation discipline matters more than founder pedigree when product-market fit risk is the same at every stage. You'll also hear how Hustle Fund runs a 30-person team with only four on investments, why Fund 2 was the hardest fund to raise, how the AI wave is creating companies that hit $10M ARR and lose it overnight, and why international valuations still offer significant arbitrage. Elizabeth closes with her Big Cojones moment: being called a "meek Asian woman" by an angel investor while pitching LaunchBit, and how building a platform changed the power dynamic entirely. Time Stamps00:00 – Intro 01:54 - Elizabeth's first investment: three shares of Coca-Cola at age 10 06:50 – What Hustle Fund is investing in now and why vertical SaaS still matters in the AI era 09:31 – How Hustle Fund sources deals globally through co-investors and content 15:09 – Elizabeth's two-part framework: founder quality vs. idea quality 18:10 – Why competitive markets are a double whammy for small-check investors 22:57 – The surfing analogy: spotting small waves that grow big in five years 25:06 – Biggest investing lessons from Fund 1 to Fund 4: valuation and follow-on discipline 27:58 – Camp Hustle, content marketing, and running VC like a lead generation business 30:09 – Does valuation really matter at pre-seed? When it does and when it doesn't 37:39 – Growing AUM: why Fund 2 was the hardest and the "event ticket sales" fundraising pattern 44:15 – Which fund graduation was hardest and the DPI reality at pre-seed 46:21 – Big Cojones moment: confronting bias as a female founder and how platform changes power dynamics This podcast uses the following third-party services for analysis: Podtrac - https://analytics.podtrac.com/privacy-policy-gdrp Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

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  6. How to Stop Your AI Agents From Breaking with Josh Clemm, VP of Engineering at Dropbox

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    How to Stop Your AI Agents From Breaking with Josh Clemm, VP of Engineering at Dropbox

    Josh Clemm, VP of Engineering at Dropbox, joins Georgie Healy to cut through the noise and get to what is actually happening with AI agents right now. Josh has scaled engineering teams at LinkedIn and Uber Eats, founded his own AI venture, and is now building Dash, Dropbox's context layer designed to make agents dramatically more reliable. This is someone who has been on the coalface of this technology longer than most. In this episode Josh introduces two ideas that will change how you think about AI at work. Context rot, the reason your large language models quietly get dumber the more information you give them. And work slop, the plausible sounding but completely hollow output that gets generated when AI tools are used without intention. He also delivers the most reassuring reality check of the year for anyone feeling overwhelmed by the idea that everyone already has a fully functioning team of AI agents working for them. They also get into how the index approach behind Dash solves what real time fetching cannot, why the next AI breakthrough might actually come from old fashioned software engineering principles, and the two engineers Josh considers the greatest builders of their generation and why neither of them was asked to build what they built. ✨ Connect with Georgie HealyLinkedin: https://www.linkedin.com/in/georginahealy/ Instagram: https://www.instagram.com/georgina_healy/ Twitter: https://x.com/georgina__healy?lang=en The Day One NetworkIn The Blink of AI is part of Day One, the podcast network dedicated to founders, operators & investors. Sign up to get your weekly insights into the up-and-coming AI startups: https://dayone.fm/newsletter

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  7. (Replay Episode) Breaking Barriers: How Sam Fariborz Navigated the Aussie Cybersecurity Landscape

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    (Replay Episode) Breaking Barriers: How Sam Fariborz Navigated the Aussie Cybersecurity Landscape

    Episode SummaryWhen Sam Fariborz moved to Australia from Iran, she had been working as an IT manager. While she had plenty of experience and strong technical skills, the move to Australia was challenging, and in this episode Sam discusses some of the barriers to entry she faced. By attending cybersecurity events and reaching out to people on LinkedIn, Sam found mentors and peers who helped progress her career, and today Sam is Cybersecurity Services & Program Manager for Kmart group which employs nearly 50,000 people across Australia and New Zealand. Sam chats with Cole Cornford about how to network effectively, the growth of cybersecurity as a profession in the last couple of decades, the need for greater diversity within the industry, and plenty more. 🐙 Secured is grateful to be sponsored and supported by Chainguard. Chainguard is the trusted source for open source. Get hardened, secure, production-ready builds so your team can ship faster, stay compliant, and reduce risk. Download your free CVE Reduction Assessment at https://dayone.fm/chainguard Secured is part of Day One.Day One helps founders and startup operators make better business decisions more often. To learn more, join our newsletter to be notified of new First Cheque episodes and upcoming shows. Mentioned in this episode: Download your free CVE Reduction Assessment Chainguard is the trusted source for open source. Get hardened, secure, production-ready builds so your team can ship faster, stay compliant, and reduce risk. December 2025 - Chainguard This podcast uses the following third-party services for analysis: Podtrac - https://analytics.podtrac.com/privacy-policy-gdrp Spotify Ad Analytics - https://www.spotify.com/us/legal/ad-analytics-privacy-policy/

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  8. The Lazy Sales Tactic That's Hurting Your Business | Ben King from Aviato Consulting

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    The Lazy Sales Tactic That's Hurting Your Business | Ben King from Aviato Consulting

    Ben King is the founder and CEO of Aviato Consulting, a software and AI consultancy that ranked sixth in the AFR Fast 100 this year. Before starting Aviato, Ben ran the app modernisation team for Google Cloud across Asia Pacific, and when he left, he built essentially the same thing, but leaner and on his own terms. The company now has 95 people across Australia, India and Singapore, with around half of all work being AI-related. In this episode, Ben joins Alan to talk about what it actually looks like to build and scale a technical consulting business in Australia, from the talent shortage that forces most serious engineering firms offshore, to the practical realities of using AI in production versus just prototyping. Ben is refreshingly direct about what works and what doesn't, including why he thinks signing a three-year deal with any AI provider right now is a mistake, why AI cold email campaigns do more damage than good, and why a physical piece of mail will outperform ten thousand automated messages every time. Alan challenges Ben on the right tech stack for founders heading into 2026, how to get the most out of free cloud credits before you raise, and what product managers still do better than any AI tool on the market. If you're a founder making decisions about how to build, who to hire, or which AI tools to trust with your business, this episode is worth your time. 🎙 Ask Alan a Question – https://speakpipe.com/pickmybrain 🎧 More from Alan Jones – https://www.startupfoundercoach.com Sponsors:Pick My Brain is supported by our wonderful sponsors:Galah Cyber offers the Foundations of Application Security course: a practical, hands-on AppSec course built for engineers who actually ship code. Two days of real-world lessons you can apply immediately. Learn more at galahcyber.com.au/learn. The Day One NetworkPick My Brain is part of Day One, the podcast network dedicated to founders, operators & investors.To learn more, join our newsletter to be notified of new and upcoming shows. The only content we create is content that will help Australian founders.

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