Pick My Brain with Alan 'the nice one' Jones

Hosted by Alan ‘the nice one’ Jones, Pick My Brain is a Day One® show. Day One is the podcast network dedicated to founders, operators, and investors. Follow Pick My Brain through Day One on LinkedIn Sign up to get your startup pitches and for opportunities to be featured on the show.

  1. What's Your Moat When AI Can Copy Your Product in 48 Hours? | Dilip Jacob from Pitchberry

    -23 min

    What's Your Moat When AI Can Copy Your Product in 48 Hours? | Dilip Jacob from Pitchberry

    Dilip Jacob is the solo founder and CEO of Pitchberry, an AI platform that helps people in high-stakes professions practice the conversations their careers depend on. The idea came from a very personal place: diagnosed with high anxiety, Dilip froze during an investment pitch and went looking for a way to get better. What began as a tool for founders found an unexpected first market in dentistry, where internationally trained dentists must pass a communication-heavy exam to work in Australia. Pitchberry now has 300+ users. This episode is a masterclass in the decisions every early-stage founder faces. Dilip and Alan work through how to find a co-founder without rushing into the wrong partnership, why the language you use changes how convincing you sound, and whether to raise capital or bootstrap when you already have paying customers in sight. Alan also breaks down the four things every founder needs before they're investible, including the one most solo founders never fix. Stick around for the last section, where Alan tackles the question keeping most AI founders up at night: what counts as a defensible moat when anyone can rebuild your product in 48 hours? His answer, user context and brand relationship, might change how you think about your entire product strategy. Timestamps 02:30 – How Pitchberry was born from Dilip's own struggle with pitch anxiety 04:00 – The professions that rely on credibility: doctors, dentists, lawyers, police and founders 05:30 – Why dentistry became Pitchberry's unexpected first market 06:15 – The go-to-market model: free practices, paid subscriptions and token costs 07:30 – Pivoting from individual users to selling into institutions and academies 09:00 – The challenges of being a solo founder and reaching out for a co-founder 10:00 – How small language changes make you sound more convincing to any audience 11:30 – Why a co-founder relationship is harder than a marriage, and how to date first 13:30 – Where to find co-founders: YC's co-founder matching and networking events 15:00 – Should you raise funding or bootstrap? The case for staying in control 18:00 – Why bootstrapped Aussie success stories like Atlassian and Campaign Monitor matter 20:00 – The four things every founder needs to be investible 22:00 – What counts as a defensible moat now that AI can replicate any product 25:00 – Why user context and brand relationship are the real moats in the age of AI Sponsors:Pick My Brain is supported by our wonderful sponsors:Deel: Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, and get visas handled fast, so you stay focused on scaling. Deel takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It’s why more than 40,000 fast-growing companies trust Deel to move fast. Visit https://www.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: 5 I’s of 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 galahcyber.com.au/assess. Deel x PX_Script 2 Deel x PX_Script 1

    29 min
  2. The Four-Quadrant Framework Every Solo Founder Needs | Neel Bhattacharya from LeadTrackAI

    24 juin

    The Four-Quadrant Framework Every Solo Founder Needs | Neel Bhattacharya from LeadTrackAI

    Neel Bhattacharya is the founder of LeadTrackAI, a platform built to solve one of the most common and costly problems in sales: leads that go cold because nobody followed up fast enough. After more than a decade in product management across the energy sector, Neel built an AI voice agent that calls a new lead the moment they submit a form, speaks just like a real person, and qualifies them before handing them off to a human salesperson. Neel started with solar and battery installers, an industry she knows intimately, and has since expanded into automotive. In this episode, Neel joins Alan to talk about the very real challenge of being a solo founder spread too thin, why documenting your own sales process is just as important as building the product, and how to decide whether to go deeper into one industry or wider into new ones. Alan also shares a genuinely useful productivity framework and a tool recommendation that any solo founder drowning in admin will want to steal. Timestamps: 01:27 – Neel's origin story: from wanting to be an architect to a decade in energy product management 03:01 – Why Neel left corporate to become a founder 03:44 – Who LeadTrackAI is for and the problem it solves for solar and battery resellers 05:06 – How the AI voice agent works: calling leads the moment they come in 06:32 – Why a fresh, qualified lead is worth more than ten cold ones 07:01 – Where LeadTrackAI is today: three large customers and expanding to Sydney 08:55 – Why every call is transcribed and how that builds an audit trail for regulated industries 09:57 – The founder's trap: chasing shiny objects instead of documenting what works 11:27 – Alan's four-quadrant framework for prioritising urgent vs important tasks 14:28 – Why SOPs and financial admin always end up in the "important but not urgent" pile 16:01 – Using AI to observe your own work as a founder, not just to build product 17:39 – Neel's big question: go deeper into solar and automotive, or go wider into new industries 18:17 – Alan's advice: run a cheap landing page experiment before committing to a new vertical 22:31 – Why charitable and nonprofit donation pipelines could be the next great use case for LeadTrackAI Sponsors:Pick My Brain is supported by our wonderful sponsors:Deel: Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, and get visas handled fast, so you stay focused on scaling. Deel takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It’s why more than 40,000 fast-growing companies trust Deel to move fast. Visit https://www.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 2 Deel x PX_Script 1 5 I’s of 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 galahcyber.com.au/assess.

    27 min
  3. The App Built to Stop Image-Based Abuse | Chris Fresle from Just Us

    9 juin

    The App Built to Stop Image-Based Abuse | Chris Fresle from Just Us

    Most people think private messaging is already solved. Chris Fresle is proof it isn't. Chris Fresle is the founder of Just Us, a private messaging app built to prevent image-based abuse. He's a year nine dropout with no tech background, a patent pending across six countries, and a product that uses facial recognition and object detection to make private messages genuinely impossible to screenshot, forward, or capture on another device. In this episode, Chris joins Alan at the Cremorne Digital Hub in Melbourne to talk through how he built something everyone said was impossible, how he found and trusted a development team in Vietnam with no technical knowledge of his own, and how he's using survivor-led influencer marketing to build trust with a Gen Z audience that WhatsApp and Signal have never been able to reach. Stay until the end for Chris's take on why Australian investors are harder to crack than US investors, and Alan's advice on how to pitch a product that people struggle to believe actually works. Timestamps 00:00 Intro 03:00 The Journey to Creating Just Us 06:02 Building a Trustworthy Team 08:55 Navigating Skepticism in the Startup World 12:00 Monetization and User Engagement Strategies 15:07 User Feedback and App Development 17:58 Marketing and Influencer Partnerships 20:50 Protecting Intellectual Property 23:56 The Vision for Just Us 27:14 Passion for Change and Helping Others Sponsors:Pick My Brain is supported by our wonderful sponsors:Deel: Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, and get visas handled fast, so you stay focused on scaling. Deel takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It’s why more than 40,000 fast-growing companies trust Deel to move fast. Visit https://www.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: 5 I’s of 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 galahcyber.com.au/assess. Deel x PX_Script 1 Deel x PX_Script 2

    32 min
  4. How to Price Your Business So You Actually Take Home Enough | Quinnie Chen from Profit Plainly

    27 mai

    How to Price Your Business So You Actually Take Home Enough | Quinnie Chen from Profit Plainly

    Quinnie Chen is the founder of Profit Plainly, a web app built for solo founders and freelancers who have no finance team, no CFO, and no clear picture of whether their business is actually working for them. Quinnie built it to solve her own problem, after years of running a website and software design business post Canva, she kept reaching the end of the month and realising she had underpriced her work, taken on the wrong clients, and had no way of knowing what she actually needed to earn to replace a salary. In this episode, recorded live at the Cremorne Digital Hub in Melbourne, Quinnie joins Alan to talk through the early stages of bringing Profit Plainly to market. Alan challenges her to think more carefully about who her first customer really is, why accountants and bookkeepers might be her smartest go-to-market channel, and why per-usage pricing could unlock growth that a traditional SaaS model would block. It's a candid, practical conversation about the decisions every solo founder faces before they have any customers, any pricing, and any real clarity on where to focus. If you're building something early and trying to figure out where to start, this episode is for you. Time Stamps 00:00 Trailer and Intro 03:01 How Quinnie Chen Built Profit Plainly to Solve Her Own Freelancing Finance Problem 05:47 Why Emotional Labor and Opportunity Cost Are Missing From Most Business Finance Tools 08:52 How the Business Ikigai Framework Helps Solo Founders Identify Their Best Clients 12:05 Why Accountants and Bookkeepers Are the Smartest First Customer for Profit Plainly 14:54 How to Find a Go-To-Market Channel That Generates Both Revenue and Referrals 18:02 Why Traditional SaaS Pricing May Not Work for Price-Sensitive Solo Founders 21:04 How Per-Usage Pricing Could Help Profit Plainly Convert More Early Stage Users 23:46 How to Start Experimenting With Paid Marketing Before Your Product Is Ready 27:14 How to Build a Community and Reward Engaged Users on a Zero Budget 30:03 How to Join the Profit Plainly Early Access Beta and What Comes Next Sponsors:Pick My Brain is supported by our wonderful sponsors:Deel: Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, and get visas handled fast, so you stay focused on scaling. Deel takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It’s why more than 40,000 fast-growing companies trust Deel to move fast. Visit https://www.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 Deel x PX_Script 2 5 I’s of 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 galahcyber.com.au/assess.

    42 min
  5. The 4 Things Every Investor Wants to Hear in Your Pitch (Replay Ep)

    12 mai

    The 4 Things Every Investor Wants to Hear in Your Pitch (Replay Ep)

    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 Stamp 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: Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, and get visas handled fast, so you stay focused on scaling. Deel takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It’s why more than 40,000 fast-growing companies trust Deel to move fast. Visit https://www.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 Deel x PX_Script 2

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

    28 avr.

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

    Win $2,000 in credits with the Day One Network — take our 2-minute audience survey before 30 June: dayone.fm/survey 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:Deel: Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, and get visas handled fast, so you stay focused on scaling. Deel takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It’s why more than 40,000 fast-growing companies trust Deel to move fast. Visit https://www.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 Sponsors:Pick My Brain is supported by our wonderful sponsors:Deel: Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, and get visas handled fast, so you stay focused on scaling. Deel takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It’s why more than 40,000 fast-growing companies trust Deel to move fast. Visit https://www.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 Mentioned in this episode: Deel x PX_Script 2 Deel x PX_Script 1

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

    16 avr.

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

    Win $2,000 in credits with the Day One Network — take our 2-minute audience survey before 30 June: dayone.fm/survey 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:Deel: Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, and get visas handled fast, so you stay focused on scaling. Deel takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It’s why more than 40,000 fast-growing companies trust Deel to move fast. Visit https://www.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

    37 min
  8. How to Turn Happy Customers Into Your Best Sales Channel

    17 mars

    How to Turn Happy Customers Into Your Best Sales Channel

    Win $2,000 in credits with the Day One Network — take our 2-minute audience survey before 30 June: dayone.fm/survey Most founders who've tried PR will tell you the same thing: it was a waste of money and they never got in the media. But when Marie Dowling digs deeper, the real answer is usually that they weren't involved enough to make it work. In this episode, Alan is joined by Marie Dowling, founder and CEO of Newsary, a hybrid AI and human PR platform built for startups and small businesses. Marie walks through how Newsary works, why PR is becoming the new SEO, and how she landed enterprise client Flixbus, generating over 300 pieces of Australian media coverage. Alan challenges Marie to think beyond founder-led sales, pushing her to consider referral incentives, agency partnerships, and her LinkedIn audience as scalable distribution channels. If you're a founder who's written off PR, this episode might just change your mind. Time Stamps 02:13 – Meet Marie Dowling and her path from PR agency to founder 04:37 – Why bigger clients mean less interesting press releases 06:09 – What Newsary does and who it's for 07:02 – The pivot: from "how to write" to "what is a good story" 08:01 – Why PR is the new SEO 09:09 – How Newsary works: interview-style, not AI-generated 11:05 – Pricing: what Newsary costs vs. a traditional agency 12:32 – How Marie finds customers (and what they all say about PR) 13:39 – The real reason most PR fails: founder involvement 15:14 – Alan's challenge: scaling beyond founder-led sales 18:03 – The Flixbus campaign: 300+ pieces of coverage 19:14 – Who's behind Newsary: the team and advisors 20:16 – Co-hosting industry events: lessons learned 23:18 – Platform rebuild and January launch plans 25:10 – Marie's one ask of listeners Resources Mentioned 💸 Newsary: https://www.newsary.co/ 🎙 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:Deel: Founders scale faster on Deel. Set up payroll for any country in minutes, hire anyone anywhere, and get visas handled fast, so you stay focused on scaling. Deel takes care of onboarding, HR, IT, EOR, benefits, and compliance, so your team can grow without borders. It’s why more than 40,000 fast-growing companies trust Deel to move fast. Visit https://www.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

    29 min

À propos

Hosted by Alan ‘the nice one’ Jones, Pick My Brain is a Day One® show. Day One is the podcast network dedicated to founders, operators, and investors. Follow Pick My Brain through Day One on LinkedIn Sign up to get your startup pitches and for opportunities to be featured on the show.

Plus de contenus par Day One