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  • The Truth About AI Agents: Real Wins, Real Failures
    Episode Summary

    At a Relevance AI community event, Georgie Healy speaks with Beth Lovell (FoBoH), Sam Garven (Hello Canopy) and Sally (King River Capital) about building AI agents that deliver real results. They share practical hacks, first-use cases, and lessons learned on data hygiene, onboarding and keeping humans in the loop. The panel also explores why women are adopting AI at lower rates and how non-engineers can use their unique strengths to create better tools.

    Time Stamps

    01:05 – Beth’s journey from Woolies X to FoBoH: COVID supply chains, failed portals & why AI is different

    04:07 – Sam’s origin story: unsafe workplaces, no safe way to speak up, and building Hello Canopy

    06:15 – Sally’s investor lens: hundreds of agents tested, why she backs Relevance AI

    07:32 – Favourite hacks you can steal: Replit, sticky notes → tables, system preferences for style

    12:26 – First useful agents: outreach automation, policy-scraping, VC inbound triage

    17:28 – What we wish we knew before building: expect errors, keep it simple, chain tasks, onboard like a teammate

    20:07 – Designing for reality: data hygiene, human-in-the-loop, guardrails

    22:27 – Dream agents: life OS, product-copy deployer, Excel-beating modeller

    25:10 – Why women adopt AI less — and why that must change

    30:32 – Strengths non-engineers should lean into: empathy, domain expertise, communication

    33:27 – Career & workflow tips to start tomorrow: post weekly, try tools, ask for opportunities, get to “no” fast

    Resources

    👾 Relevance AI - https://relevanceai.com/

    ✨ FoBoH - https://www.foboh.com/

    🙋‍♀️ Hello Canopy - https://www.hellocanopy.com/

    🤴🏻 King River Capital - http://www.kingriver.co/

    In the Blink of AI is made possible by our wonderful partnersDeel

    Global hiring and payroll can be a headache. Deel brings HR, IT and payroll together in one platform, helping companies including Shopify, Revolut and ElevenLabs scale internationally.

    Ready to expand your business?

    Build your global team with Deel at deel.com/dayone.

    ✨ Connect with Georgie Healy

    Weekly Substack: https://georgiehealy.substack.com/

    Linkedin: https://www.linkedin.com/in/georginahealy/

    Instagram: https://www.instagram.com/georginahealytech/

    The Day One Network

    In 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

    Mentioned in this episode:

    Deel x PX_Post Intro

    38 min
  • The 4 Things Every Investor Wants to Hear in Your Pitch

    Win $2,000 in credits with the Day One Network — take our 2-minute audience survey before 30 June: dayone.fm/survey

    Episode Summary

    Tap, beep, done. Australia’s payment experience is one of the world’s most convenient, but also one of the most expensive. Small businesses lose thousands a month in card and scheme fees, while everyday Australians pay hundreds each year just to access their own money.

    In this episode of Pick My Brain, Gaurav Rana, co-founder of GANI Pay, joins Alan Jones to pitch his mobile-first payment platform designed to bypass the legacy card system entirely. GANI Pay uses NPP, PayID, and PayTo to enable instant, secure QR payments, with flat monthly fees for merchants and cash-back rewards for consumers.

    Alan and Gaurav dig into the economics of “tap and go,” how to convince both merchants and customers to switch, and why regulatory trust is just as important as slick tech in fintech. They also explore GANI Pay’s go-to-market focus on high-volume, low-ticket retailers, and what it takes to turn a payment product into a movement.

    If you’re building in fintech, payments, or tackling an entrenched incumbent, this is a masterclass in pitching, positioning, and finding your wedge.

    Time Stamps

    01:40 – What is GaniPay? Mobile-first QR payments without the card fees

    03:00 – Gaurav’s early ambitions: from science to entrepreneurship

    04:15 – The problem: why tap payments quietly cost Australians billions

    06:10 – How GaniPay works: bypassing Visa/Mastercard with NPP & PayTo

    08:20 – Merchants’ biggest question: will customers adopt it?

    09:50 – Building trust: compliance, security, and banking partnerships

    12:15 – Go-to-market: targeting high-volume, sub-$100 transactions

    14:30 – Competing with Afterpay & co: different problem, different value

    15:55 – Alan on finding the most promising merchant verticals

    17:40 – Fundraising plans: seeking $600k to scale tech & marketing

    18:35 – How to become an “investable” fintech in 60 days

    20:45 – Movement vs product: can GaniPay spark a payments revolution?

    Resources

    🙋🏻‍♂️ Gaurav Rana – https://www.linkedin.com/in/gauravrana841/

    💰 GaniPay – https://ganipay.com.au/

    Sponsors:Pick My Brain is supported by our wonderful sponsors:

    Deel: Global hiring and payroll can be a headache. Deel brings HR, IT and payroll together in one platform, helping companies including Shopify, Revolut and ElevenLabs scale internationally.

    Ready to expand your business?

    Build your global team with Deel at deel.com/dayone.

    ___

    Galah Cyber offers Application Security Assessment Get a clear, ten-minute snapshot of your AppSec maturity across the five core principles. Fast, practical insights you can act on straight away at https://www.galahcyber.com.au/assess

    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.

    Mentioned in this episode:

    Deel x PX_Script 1

    Standard Ledger

    Vanta PMB May 2025_01

    27 min
  • How VCs Really Assess AI Startups | Cheryl Mack, Maxine Minter and Georgie Healy

    Win $2,000 in credits with the Day One Network — take our 2-minute audience survey before 30 June: dayone.fm/survey

    Episode Summary

    In this crossover episode of First Cheque and In The Blink of AI, Cheryl Mack (Aussie Angels) and Maxine Minter (Co Ventures) team up with host Georgie Healy to unpack how investors are thinking about AI, beyond the hype. From pitch decks to product demos, they reveal the frameworks and gut checks they use to spot real value in AI startups, even when they’re not technical experts themselves.

    You’ll also get a behind-the-scenes look at how Cheryl and Maxine are integrating AI into their own workflows, not just as investors, but as operators. From using ChatGPT to summarise founder meetings, to leveraging Prompt Cowboy and NotebookLM for due diligence and research prep, they walk through real examples of how AI is saving them time, sharpening decision-making, and helping them stay ahead in deal flow. And yes, we finally answer the question: what is an agent… and does anyone actually have one?

    Time Stamps

    02:15 – Are Cheryl and Maxine AI skeptics or advocates?

    06:00 – What's actually fueling the AI hype?

    10:45 – Are we in a bubble—or just early in the cycle?

    16:20 – Valuations, FOMO, and how investors are pricing AI

    21:00 – What angel investors should look for in AI startups

    27:30 – AI’s biggest red flag: When it all just sounds like magic

    31:00 – Are agents real or is everyone faking it?

    36:40 – AI in venture workflows: What Maxine actually automates

    41:30 – The real power of personal brand in VC

    44:50 – How Cheryl preps for founder calls with Google NotebookLM

    49:00 – Weekly AI hacks: From flat lays to voice-mode strategy sessions

    52:10 – Founder FOMO: Prompt Cowboy, Juno, and other hot startups

    54:00 – The case for non-technical founders in AI

    58:00 – Are one-person billion-dollar startups real?

    Resources

    😇 Angel Academy: The most comprehensive angel investing course for Australia & NZ – www.venture.academy

    🦘 Aussie Angels: Cheryl’s platform for angel investing – https://www.aussieangels.com/

    💰 Co Ventures: Maxine’s venture capital firm – https://www.coventures.vc/

    Sponsors:First Cheque is supported by our wonderful sponsors:

    Deel: Global hiring and payroll can be a headache. Deel brings HR, IT and payroll together in one platform, helping companies including Shopify, Revolut and ElevenLabs scale internationally.

    Ready to expand your business?

    Build your global team with Deel at deel.com/dayone.

    ___

    Pear Tree: Pear Tree helps Australian and New Zealand founders build high-performing offshore teams without the agency middleman.

    As local hiring becomes more expensive and harder to fill, many operators are turning to offshore talent across engineering, development, marketing, accounting and operations at a fraction of local salary costs.

    The offshore horror stories you hear usually aren’t a talent problem. They’re the result of outsourcing agencies that overcharge clients while underpaying staff. Pear Tree takes a different approach through a direct, transparent model where your team is paid fairly, fully compliant, and focused entirely on your business.

    As part of the Day One community, you’ll receive a free team audit to identify where offshore talent could move the needle in your business, plus 20% off your first hire. Learn more at http://dayone.fm/peartree

    First Cheque 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:

    Deel x PX_Script 1

    Angel Academy - Best online angel investing course in Australia and New Zealand

    Don't forget to check out the best online angel investing course in Australia and New Zealand, Angel Academy. It's fun, engaging, and packed full of insights from experienced investors to help you get started or level up your angel investing, visit www.venture.academy

    February 2025 - Angels Academy



    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/
    54 min
  • How VCs Really Assess AI Startups | Cheryl Mack, Maxine Minter and Georgie Healy
    Episode Summary

    In this crossover episode of First Cheque and In The Blink of AI, Cheryl Mack (Aussie Angels) and Maxine Minter (Co Ventures) team up with host Georgie Healy to unpack how investors are thinking about AI, beyond the hype. From pitch decks to product demos, they reveal the frameworks and gut checks they use to spot real value in AI startups, even when they’re not technical experts themselves.

    You’ll also get a behind-the-scenes look at how Cheryl and Maxine are integrating AI into their own workflows, not just as investors, but as operators. From using ChatGPT to summarise founder meetings, to leveraging Prompt Cowboy and NotebookLM for due diligence and research prep, they walk through real examples of how AI is saving them time, sharpening decision-making, and helping them stay ahead in deal flow. And yes, we finally answer the question: what is an agent… and does anyone actually have one?

    Time Stamps

    02:15 – Are Cheryl and Maxine AI skeptics or advocates?

    06:00 – What's actually fueling the AI hype?

    10:45 – Are we in a bubble—or just early in the cycle?

    16:20 – Valuations, FOMO, and how investors are pricing AI

    21:00 – What angel investors should look for in AI startups

    27:30 – AI’s biggest red flag: When it all just sounds like magic

    31:00 – Are agents real or is everyone faking it?

    36:40 – AI in venture workflows: What Maxine actually automates

    41:30 – The real power of personal brand in VC

    44:50 – How Cheryl preps for founder calls with Google NotebookLM

    49:00 – Weekly AI hacks: From flat lays to voice-mode strategy sessions

    52:10 – Founder FOMO: Prompt Cowboy, Juno, and other hot startups

    54:00 – The case for non-technical founders in AI

    58:00 – Are one-person billion-dollar startups real?

    Resources

    02:15 – Are Cheryl and Maxine AI skeptics or advocates?

    06:00 – What's actually fueling the AI hype?

    10:45 – Are we in a bubble—or just early in the cycle?

    16:20 – Valuations, FOMO, and how investors are pricing AI

    21:00 – What angel investors should look for in AI startups

    27:30 – AI’s biggest red flag: When it all just sounds like magic

    31:00 – Are agents real or is everyone faking it?

    36:40 – AI in venture workflows: What Maxine actually automates

    41:30 – The real power of personal brand in VC

    44:50 – How Cheryl preps for founder calls with Google NotebookLM

    49:00 – Weekly AI hacks: From flat lays to voice-mode strategy sessions

    52:10 – Founder FOMO: Prompt Cowboy, Juno, and other hot startups

    54:00 – The case for non-technical founders in AI

    58:00 – Are one-person billion-dollar startups real?

    In the Blink of AI is made possible by our wonderful partners.

    Vanta is the all-in-one solution for startups to become compliant quickly and build a security foundation with ease.

    Startup customers get $1000 off Vanta at http://vanta.com/blink

    ✨ Connect with Georgie Healy

    Weekly Substack: https://georgiehealy.substack.com/

    Linkedin: https://www.linkedin.com/in/georginahealy/

    Instagram: https://www.instagram.com/georginahealytech/

    The Day One Network

    In 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

    Mentioned in this episode:

    Deel x PX_Post Intro

    Vanta Ad_BAI Jul25

    Vanta Ad_BAI Jul25

    Vanta Ad_BAI Jul25

    56 min
  • Mastering Money Management: Jason Leong on Bootstrapping PocketSmith and Empowering the Home CFO
    Episode Summary

    In this episode of the Fintech Fun podcast, Chris Titley sits down with Jason Leong, CEO and co-founder of PocketSmith, a bootstrapped New Zealand fintech helping households worldwide take control of their finances.

    Jason shares the 17-year journey of transforming PocketSmith from a simple cash flow calendar into a global platform used in 190 countries. He explains the concept of the “home CFO,” why true financial data ownership matters, and how Consumer Data Right (CDR) in Australia is reshaping open banking.

    From handling unexpected expenses to tackling bill shock, Jason discusses practical budgeting approaches, the psychology of money management, and how PocketSmith adapts to the evolving needs of budget planners, investors, and digital nomads. He also opens up about the role AI should play in personal finance, cultural differences in money mindsets, and his personal passions for travel hacks and sneaker collecting.

    Tune in to discover how you can become your own “pocket smith,” crafting a financially confident future for yourself and your household.

    Time Stamps

    00:00 – 00:14: Introduction to Jason Leong and PocketSmith’s global reach.

    00:14 – 01:37: Founding story of PocketSmith, naming the company, and bootstrapped origins.

    01:37 – 04:09: The “home CFO” concept and solving the time drain of managing finances.

    04:09 – 06:26: Understanding net worth, data ownership, and the rise of open banking.

    06:26 – 08:20: Segmenting personal finance users – planners, investors, and digital nomads.

    08:20 – 11:35: CDR’s role in Australia, data access challenges, and global integration.

    11:35 – 13:11: How Australians think about money vs. Kiwis and the cultural differences.

    13:11 – 15:28: Managing financial emotions, reducing stress, and time-saving benefits.

    15:28 – 19:40: Evolution of PocketSmith’s features and customer-driven product changes.

    19:40 – 23:14: Handling unexpected expenses, rollover budgeting, and financial flexibility.

    23:14 – 24:59: Tracking savings goals, budget optimization, and behavior-driven insights.

    24:59 – 27:11: Shifting financial aspirations and Gen Z’s surprising money habits.

    27:11 – 29:54: The Australian fintech ecosystem, partnerships, and CDR’s progress.

    29:54 – 33:21: AI’s role in finance, risks of hallucinations, and cautious adoption.

    33:21 – 35:30: PocketSmith’s future roadmap and feature improvements.

    35:30 – 42:24: Founder spotlight – Jason’s reflections on life, travel, and sneaker collecting.

    42:24 – 43:55: How to get started with PocketSmith and its human-centered approach.

    Resources

    Jason Leong's Linkedin - https://www.linkedin.com/in/jasonleong/

    PocketSmith - https://www.pocketsmith.com/

    Fintechfun 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/
    44 min
  • Dr. Prash on Building a $100M+ Crypto Brokerage and Pioneering Psychedelic Therapy

    Win $2,000 in credits with the Day One Network — take our 2-minute audience survey before 30 June: dayone.fm/survey

    Episode Summary

    From surgeon to psychiatrist, Bitcoin investor to billion-dollar crypto brokerage founder, Dr. Prash Puspanathan has lived one of the most unconventional founder journeys in tech. After co-founding and scaling Caleb & Brown into a global crypto powerhouse, later acquired by SwiftX in 2025, Dr. Prash is now pioneering the future of mental health with Enosis Therapeutics, using VR to transform psychedelic-assisted therapy integration.

    In this episode of Perspective X, Dr. Prash shares how a single psilocybin experience completely reshaped his worldview, steering him away from surgery and into psychiatry, entrepreneurship, and eventually, crypto. He reveals the parallels between fiscal freedom in decentralized finance and cognitive freedom in mental health, the scrappy early days of arbitrage trading, and the challenges of scaling a white-glove brokerage to serve high-net-worth clients worldwide.

    We also dive into the future of psychedelic medicine, why integration is the “real work,” how technology can lower costs and increase access, and why prevention, not just treatment, will define the next era of mental health. From paradigm-shifting psychedelics to building billion-dollar ventures, this is a conversation about liberation, of thought, finance, and human potential.

    Time Stamps

    00:00 – Intro: Dr. Prash’s unconventional founder journey

    02:00 – From surgery to psychiatry: psychedelics as a turning point

    06:30 – The transformative psilocybin experience and shifting paradigms

    10:30 – Understanding psychedelic therapy and integration work

    16:00 – Why psychedelics challenge power structures and cultural norms

    22:00 – Fiscal freedom and cognitive freedom: psychedelics and Bitcoin

    30:00 – Founding Caleb & Brown and building a billion-dollar brokerage

    37:00 – Global scaling, high-net-worth clients, and leadership transitions

    42:00 – Preparing for acquisition: the 9-month journey to SwiftX

    50:00 – Running a dual life as psychiatrist and founder

    55:00 – Enosis Therapeutics: VR-powered integration for psychedelic therapy

    01:02:00 – Building tools for patients, therapists, and the future of mental health

    01:10:00 – The vision for a psychological digital twin

    01:15:00 – Psychedelics in the next 10–50 years: from treatment to prevention

    01:20:00 – Translating research into real-world impact and future mission

    Resources

    💰 Caleb & Brown – Global crypto brokerage: https://calebandbrown.com

    🩺 Enosis Therapeutics – Tech for psychedelic-assisted therapy: https://www.enosistherapeutics.com/

    👤 Dr. Prash on LinkedIn: https://www.linkedin.com/in/drprash/

    Sponsors:Perspective X is supported by our wonderful sponsors:

    Deel:

    Global hiring and payroll can be a headache. Deel brings HR, IT and payroll together in one platform, helping companies including Shopify, Revolut and ElevenLabs scale internationally.

    Ready to expand your business?

    Build your global team with Deel at deel.com/dayone.

    Perspective X 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 Perspective X episodes and upcoming shows.

    Mentioned in this episode:

    Mighty Partners_PX_May 2025

    Deel x PX_Script 1

    Vanta_PX_May 2025

    1 hr 25 min
  • The Gender Pay Gap Isn’t What You Think It Is with Aubrey Blanche-Serellano, Founder at The MathPath

    Description:

    Welcome back to the FNDN Series, where we continue our deep dive into startup compensation with industry leaders from across the startup world. In our conversation with Aubrey Blanche- Serellano, Founder of MathPath and former VP at Culture Amp, we unpack the critical misconceptions around the gender pay gap and explore what it actually measures versus what most people think it represents. We dive deep into Culture Amp's achievement of having the smallest gender pay gap among their peers and examine the practical strategies that drive real pay equity outcomes.

    Chapters:

    00:59 Guest Introduction: Aubrey Blanche

    02:47 What the Gender Pay Gap Actually Measures

    04:20 Common Misconceptions About Pay Gap vs Pay Equity

    05:51 Is Total Pay Equality Achievable?

    07:16 Culture Amp's Success Story: Smallest Gender Pay Gap

    08:17 The Power of Regular Pay Equity Audits

    10:07 Beyond Compensation: Professional Development Impact

    11:03 No Out-of-Cycle Adjustments Policy

    13:17 Values-Based Compensation Approach

    15:57 Training Recruiters on Compensation Philosophy

    17:16 Where to Start: The Importance of Auditing

    18:24 Conclusion and Wrap-Up

    Connect with Aubrey Blanche

    Visit: https://themathpath.com/ 

    LinkedIn: https://linkedin.com/in/aubreyblanche

    Company Mentioned:

    Culture Amp - People and culture platform where Aubrey achieved remarkable pay equity results

    WGEA (Workplace Gender Equality Agency) - Australian agency defining pay gap benchmarks

    More FNDN Episodes at ⁠⁠Spotify⁠⁠ | ⁠⁠Apple Podcast⁠

    20 min
  • Beyond a $180M Exit: Frank Greeff on Purpose and Building Kinso AI
    Episode Summary

    Frank Greeff, the founder behind a $180M exit and the viral Founders Table series, is back, this time building Kinso, an AI messaging aggregation tool set to change how businesses communicate. Instead of retiring after one of Australia’s biggest tech acquisitions, Frank is diving back into the grind, sharing why momentum and purpose keep him building.

    In this episode, Frank reveals the AI hacks that surprised even his engineers, why scrappy MVPs may not survive in today’s fast-moving AI wave, and how personal branding gives founders a hidden moat. Georgie and Frank also dig into what it takes to self-fund after top VCs said no, attracting A+ engineering talent in a competitive market, and why “taste” will define which AI products win.

    Plus, Frank unpacks Meta’s $100M AI hires, the rise of deepfakes and how he protects his family, and answers listener questions on planning exits, building AI startups, and navigating AGI, UBI, and the future of work, all while playing a spicy rapid-fire round.

    Time Stamps

    03:20 – What is Kinso and why aggregate business messaging

    06:15 – Why Frank couldn’t retire after a $180M exit

    10:45 – Hack of the Week: how non-technical founders can challenge engineers with AI

    14:30 – Why Frank thinks MVPs can’t be scrappy anymore

    18:00 – Building a founding team: attracting top AI engineering talent

    23:30 – Meta’s $100M AI hires and how Kinso competes

    26:40 – Why VCs rejected Kinso and why Frank’s self-funding

    30:50 – Taste as a moat: what makes great AI products stand out

    33:00 – How building an AI startup differs from RealBase

    36:00 – Planning for exits: documentation and timing

    40:30 – Deepfakes and Frank’s “secret password” strategy

    43:20 – Rapid Fire: AGI, UBI, future of work, and more

    Resources

    🌐 Kinso – https://www.kinso.ai/

    🔗 Frank Greeff on LinkedIn – https://www.linkedin.com/in/frankgreeff

    In the Blink of AI is made possible by our wonderful partners.

    - Vanta: Vanta is the all-in-one solution for startups to become compliant quickly and build a security foundation with ease.

    Startup customers get $1000 off Vanta at http://vanta.com/blink

    ✨ Connect with Georgie Healy

    Weekly Substack: https://georgiehealy.substack.com/

    Linkedin: https://www.linkedin.com/in/georginahealy/

    Instagram: https://www.instagram.com/georginahealytech/

    The Day One Network

    In 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

    Mentioned in this episode:

    Vanta Ad_BAI Jul25

    Vanta Ad_BAI Jul25

    Vanta Ad_BAI Jul25

    Deel x PX_Post Intro

    49 min
  • How to Win Clients When Everyone’s Using the Same AI

    Win $2,000 in credits with the Day One Network — take our 2-minute audience survey before 30 June: dayone.fm/survey

    Episode Summary

    Would you trust AI to help close a multi-million dollar acquisition? That’s exactly what Deeligence is helping lawyers do faster and with fewer headaches.

    In this episode of Pick My Brain, Elena Tsalanidis, co-founder of Deeligence joins Alan Jones to pitch her AI-powered legal tech startup. Elena shares how her platform streamlines the M&A due diligence process for lawyers, cutting review time in half while delivering greater accuracy.

    Alan and Elena dive deep into B2B SaaS sales strategy, how to stand out in a sea of AI wrappers, and what actually makes a startup defensible when everyone’s using the same language models. They explore how founders can navigate complex enterprise sales cycles, why law firms resist change, and how product distribution (not tech) is the real moat.

    If you’re building in legal tech, enterprise AI, or B2B SaaS, you’ll want to take notes.

    Time Stamps

    01:40 – What is Deeligence? AI-powered legal due diligence for M&A lawyers

    03:05 – Elena’s background: ex-lawyer, ex-legal tech startup operator

    04:15 – Childhood ambitions: politics, drill sergeant energy, and leadership

    06:00 – The challenge: how do AI startups prove real product differentiation?

    08:30 – Alan on “thin wrappers” vs customer experience as a moat

    10:10 – Building trust in professional services: security, UX, and reliability

    11:40 – Why distribution beats tech in B2B AI

    14:10 – What makes a moat in the era of fast, AI-powered software

    16:05 – How deal size affects sales cycles in enterprise SaaS

    17:15 – Selling into law firms: why Hobart offices can be a strategic wedge

    20:00 – Innovation teams: gatekeepers, champions… or blockers?

    22:00 – The danger of general-purpose tools vs specialist point solutions

    25:05 – How to respond when clients say “we’ll build it in-house”

    27:00 – Why law firms are fast-moving money machines (and hate friction)

    Resources

    👩‍⚖️ Elena Tsalanidis – https://www.linkedin.com/in/elenatsalanidis

    ⚖️ Deeligence – https://www.deeligence.ai

    🎧 More from Alan Jones – https://www.startupfoundercoach.com

    Sponsors:Pick My Brain is supported by our wonderful sponsors:

    Deel: Global hiring and payroll can be a headache. Deel brings HR, IT and payroll together in one platform, helping companies including Shopify, Revolut and ElevenLabs scale internationally.

    Ready to expand your business?

    Build your global team with Deel at deel.com/dayone.

    ___

    Galah Cyber offers Application Security Assessment Get a clear, ten-minute snapshot of your AppSec maturity across the five core principles. Fast, practical insights you can act on straight away at https://www.galahcyber.com.au/assess

    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.

    Mentioned in this episode:

    Standard Ledger

    Vanta PMB May 2025_01

    Deel x PX_Script 1

    36 min
  • Margareta Bogatir Studdert: Head of Digital Workplace & Service Management At NGM Group

    Ever wondered what it's like to transition from finance to IT, and from Sweden to Australia? On this episode of the NewyTechPeople podcast, Linda Apostolidis sits down with Margareta Bogatir Studdert, who brings her unique global experience to Newcastle. You'll hear about her fascinating career evolution and the surprising differences (and similarities!) of working cultures across continents.

    Margareta explains her exciting work at NGM Group, where she merged two distinct IT support teams and is now leading a major strategic project. Margareta also sheds light on Sweden's progressive policies for working families and women returning to the workforce, which truly set them apart. She'll offer invaluable leadership lessons on cultural adaptability, delegation, and empowering teams to learn from mistakes. Plus, don't miss her thoughts on cutting-edge trends like AI for predictive health and automation, and how NGM is championing women in tech by collaborating with initiatives like Hunter WiSE. Tune in for an inspiring story of career growth, leadership, and the power of embracing challenges!

    32 min

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