Episode Summary

What if we could simulate extreme weather before it strikes, and use AI to prevent billions of dollars in damage?

In this episode of In the Blink of AI, Georgie Healy sits down with Jack Curtis, Chief Commercial & Operations Officer at Neara, the startup building digital twins of critical infrastructure like electricity grids. Together, they unpack how AI is reshaping energy, data centers, and even Australia’s role in the global technology race.

From the true drivers of rising energy bills to why “climate tech is far from dead,” Jack shares a candid inside look at the intersection of AI, infrastructure, and policy. You’ll hear why digital twins are more than just a buzzword, what governments are getting right (and wrong) on AI, and how Australia can seize its moment to lead.

Time Stamps

02:11 – Meet Jack Curtis and his role at Neara

03:00 – Digital twins: what they are and why they matter

04:45 – Using AI to model cyclone bombs and prevent grid damage

06:00 – AI Hack of the Week: Gong & NotebookLM for extracting insights

11:20 – Replacing manual, error-prone inspections with scalable modeling

14:50 – Why digital twins are critical in high-stakes infrastructure

17:45 – Adoption friction: humans vs. AI in enterprise contexts

18:40 – Breaking down the real drivers of spiralling electricity bills

22:20 – Can smart data centers help lower consumer energy costs?

25:10 – Data center siting: desert or grid-adjacent?

28:35 – Cooling and water trade-offs in data center economics

30:21 – Is Australian government AI adoption too slow?

35:30 – Can Australia win the global AI–data center “space race”?

37:20 – Why “waiting five years to see how AI plays out” is too risky

39:00 – Climate risk in the next decade: why infrastructure is already under stress

41:50 – Is climate tech still relevant or “not sexy”?

43:30 – Jack’s take on Scott Farquhar’s 5-point AI plan for Australia

49:55 – Rapid fire: digital apprenticeships, APIs, and easing AI into government workflows

50:30 – Jack’s sign-off: Neara is hiring ML engineers!

Resources

⛅️ Neara – https://neara.com/

🙋🏻‍♂️ Jack Curtis (LinkedIn) – https://www.linkedin.com/in/jack-curtis-399b182a/

💻 Gong – https://www.gong.io/

🎥 Andrej Karpathy: Neural Networks – Zero to Hero – https://www.youtube.com/playlist?list=PLAqhIrjkxbuWI23v9cThsA9GvCAUhRvKZ

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

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

✨ Connect with Georgie Healy

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

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

Twitter: https://x.com/georgina__healy?lang=en

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

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Episode Summary

For most founders, cybersecurity feels like something to worry about “later.” But what if ignoring it now could kill your business before it even gets off the ground?

In this episode of Pick My Brain, Cole Cornford, founder of Galah Cyber, joins Alan Jones to unpack the real security risks early-stage startups face, and why they’re not always the ones you expect. Forget hoodie-wearing hackers: the bigger risks might be your Instagram account, your payments funnel, or the invoices sitting in your inbox.

Alan and Cole explore how to think about attack surfaces without jargon, when frameworks like ISO and SOC 2 actually matter, and why introducing just the right amount of friction can save you from catastrophic mistakes. They also talk branding, talent, and how Galah’s bright pink approachability helps win the right kind of customers.

If you’re building a B2B SaaS startup or scaling towards enterprise clients, this episode will help you avoid costly security missteps and focus on the protections that really matter.

Time Stamps

01:40 – Cole’s childhood dream: video games, Team Fortress, and eSports sponsorship

05:22 – Why Galah Cyber’s mascot is a pink galah (and not a scary hawk or snake)

07:36 – The three buyer journeys in cybersecurity: proactive, reactive, and compliance-driven

09:29 – What “attack surface” actually means, minus the jargon

10:08 – Who counts as a “threat actor”? From clumsy insiders to international hackers

12:07 – The overlooked risks: protecting marketing funnels and payment channels

14:20 – Why adding friction to payments can stop scams

16:09 – The opportunity cost of over-investing in security too early

17:28 – What ISO and SOC 2 certifications mean (and when founders should care)

19:25 – When enterprise customers will demand compliance

19:42 – Where founders should go for security advice that actually makes sense

21:08 – MFA (multi-factor authentication): better than nothing, even if it’s just SMS

21:25 – Why approachable branding makes Galah stand out in a serious industry

Resources

🙋🏻‍♂️ Cole Cornford: https://www.linkedin.com/in/colecornford/

🛡️ Galah Cyber: https://www.galahcyber.com.au/

🔒 Secured Podcast: https://www.galahcyber.com.au/podcasts/

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

🦙 Vanta automates up to 90% compliance, getting you audit-ready quickly and saving you up to 85% of associated costs. Join 10,000 global companies like Cipherstash, Handle and Indebted that use Vanta to build trust and prove security in real-time.

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💰 Standard Ledger is your all-in-one finance team for startups. From bookkeeping and payroll to R&D claims and fractional CFO support, they help founders stay on top of their numbers and make smarter decisions. Ready to scale? 

Book your free chat at https://dayone.fm/standard

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:

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Standard Ledger

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 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

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

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

Twitter: https://x.com/georgina__healy?lang=en

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

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:

🦙 Vanta automates up to 90% compliance, getting you audit-ready quickly and saving you up to 85% of associated costs. Join 10,000 global companies like Cipherstash, Handle and Indebted that use Vanta to build trust and prove security in real-time.

Get 10% off - http://dayone.fm/vanta/brain

💰 Standard Ledger is your all-in-one finance team for startups. From bookkeeping and payroll to R&D claims and fractional CFO support, they help founders stay on top of their numbers and make smarter decisions. Ready to scale? 

Book your free chat at https://dayone.fm/standard

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

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:

Aussie Angels makes it easy for accredited investors to back early-stage startups alongside experienced syndicate leads. With no platform fees and minimum cheques from $2,500, you can build a diversified portfolio of high-growth companies with confidence.

https://www.aussieangels.com/

Galah Cyber: Galah Cyber are perfect for founder-lead and SAAS businesses. Galah provides advice, education, and training. Get in touch with Galah Cyber for a complimentary call to make sure you’re secured.

https://dayone.fm/galah

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:

November 2024 - Galah Cyber

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:

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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

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

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

Twitter: https://x.com/georgina__healy?lang=en

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:

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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:

Vanta:

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Startup customers get $1000 off Vanta at

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Mighty Partners:

Mighty Partners is a growth lender supporting ambitious Australian companies with bespoke debt funding solutions.

Day One listeners are invited to book a complimentary venture debt consultation with Mighty Partners. To schedule your call, simply follow the link and mention "Day One Free Consult"

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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:

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Vanta_PX_May 2025

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:

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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

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

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

Twitter: https://x.com/georgina__healy?lang=en

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

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:

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