Dilip Jacob
Founder & CEO at Pitchberry
Dilip Jacob is co-founder of Pitchberry, an Australian AI-powered practice platform for high-stakes conversations, covering job interviews, clinical training and investor pitches. The tool lets users rehearse against AI-generated scenarios and get real-time feedback on clarity, tone, energy and pacing, tracked through a Conversation Intelligence Score. On Day One's Pick My Brain with Alan Jones, Jacob discussed how founders defend their product's moat when AI can copy features within 48 hours.
Key moments
Jump straight to the part of What's Your Moat When AI Can Copy Your Product in 48 Hours? | Dilip Jacob from Pitchberry you want.
- 2:30 How Pitchberry was born from Dilip's own struggle with pitch anxiety
- 4:00 The professions that rely on credibility: doctors, dentists, lawyers, police and founders
- 5:30 Why dentistry became Pitchberry's unexpected first market
- 6:15 The go-to-market model: free practices, paid subscriptions and token costs
- 7:30 Pivoting from individual users to selling into institutions and academies
- 9:00 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
Connections
Spot something wrong? Suggest a correction Updated 25 September 2026
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