Simon Squibb launches free AI chatbot for business mentorship

Serial entrepreneur and viral philanthropist Simon Squibb has launched a free AI chatbot app that packages his 30 years of business knowledge into an accessible mobile platform. The app, called “What’s your dream?”, allows users to receive personalized entrepreneurial advice through text or voice conversations, representing Squibb’s effort to scale his mentorship impact beyond his 16 million social media followers.

What you should know: The app distills Squibb’s entrepreneurial expertise into an AI assistant that provides one-on-one business guidance at no cost.

• Available on both iOS and Android, the app begins by asking users about their dreams, using examples like “having my own coffee shop” to initiate conversations.
• Users can engage through text chat or tap the “Call Simon” button for voice conversations with the AI version of Squibb.
• The platform offers suggested questions to help users navigate their entrepreneurial challenges and turn ideas into actionable plans.

The big picture: Squibb has built his reputation by transforming a London staircase into a unique pitching venue for aspiring entrepreneurs and investing over £300,000 in start-ups.

• His viral videos have generated billions of views across social media platforms, focusing on motivational business content.
• The app was developed by HelpBnk, the free mentorship platform Squibb founded in 2023 to “democratize access to advice and opportunity.”

What they’re saying: Squibb positions the app as a tool for empowerment rather than job displacement in the AI debate.

• “I’ve spent the last five years giving away money, mentorship, and advice to strangers on the street and sharing those moments online so millions can learn from them. But now I want to scale that impact even further,” Squibb explained.
• “Will it take people’s jobs? Definitely. But if used in the right way it can also create more dreams and opportunities than ever before,” he said regarding AI’s impact.
• “My app is a tool. But the dream? That has to come from you,” Squibb emphasized about the platform’s purpose.

Why this matters: The launch represents a growing trend of entrepreneurs leveraging AI to democratize access to business mentorship and expertise at scale.