Pick My Brain with Alan Jones DJ
About Dilip Jacob
Dilip Jacob is the founder and CEO of PitchBerry, an Australian AI platform for rehearsing high-stakes conversations. Users choose a scenario, hold a role-play conversation with an AI that pushes back and asks follow-up questions, then receive scores on areas such as clarity, structure and empathy.
PitchBerry's first market was dentistry, helping overseas-trained dentists prepare for the communication-heavy exam they must pass to practise in Australia. It now also offers practice for medical students, sales teams, graduate job seekers, healthcare teams and founders. Jacob has said the idea came after he froze during an investor pitch.
On Pick My Brain with Alan Jones, he discussed how an AI company defends its position when competitors can copy features within 48 hours.
- Talks about
- AI, Founder Journey, Product
In conversation.
1 episode
Pick My Brain with Alan Jones Go straight to the good bits.
Key moments from What's Your Moat When AI Can Copy Your Product in 48 Hours? | Dilip Jacob from Pitchberry.
- 2:30How Pitchberry was born from Dilip's own experience of freezing during a pitch
- 4:00The professions that rely on credibility: doctors, dentists, lawyers, police and founders
- 5:30Why dentistry became Pitchberry's unexpected first market
- 6:15The go-to-market model: free practices, paid subscriptions and token costs
- 7:30Pivoting from individual users to selling into institutions and academies
- 9:00The challenges of being a solo founder and reaching out for a co-founder
- 10:00How small language changes make you sound more convincing to any audience
- 11:30Why a co-founder relationship is harder than a marriage, and how to date first
- 13:30Where to find co-founders: YC's co-founder matching and networking events
- 15:00Should you raise funding or bootstrap? The case for staying in control
PitchBerry on Day One
PitchBerry is an AI conversation-practice platform for people in high-stakes professions.
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Spot something wrong? Suggest a correctionUpdated 29 October 2026
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