No Doubt, Let's Go! - Oliver

No Doubt, Let's Go! - Oliver

From No Doubt, Let's Go! by Reggie Valentine

June 2, 2026 · 29 min

About this episode

Oliver King Smith discusses his journey in AI entrepreneurship and the founding of Smarter AI after a setback at his previous company.

On This Episode of No Doubt, Let’s Go! Coach Reggie interviews Oliver King Smith, founder of Smartr.ai , a consultancy specializing in private AI models for enterprise clients. Oliver discusses how he pivoted from a rejected AI division proposal at his previous company in 2018 to founding Smarter AI, currently working on a major enterprise-wide grant with a manufacturing client. We explored Oliver’s approach to implementing AI in organizations, emphasizing the importance of starting with low-risk, high-value projects like handling legacy data or expense reports to build trust among skeptical stakeholders. Oliver shared his unique working setup reclining on a couch with a laptop on his chest, his use of mental walks to solve complex problems, and his preference for working in burst-like sessions rather than long coding marathons. We also discussed the challenges of managing AI development in an era of rapidly evolving technology models and the balance between planning and adaptability in running a business. Summary Oliver’s AI Entrepreneurship Journey Oliver and Coach discussed Oliver’s journey as an AI pioneer who founded Smarter AI after his previous company rejected his 2018…

People in this episode

Host: Reggie Valentine

Guest: Oliver King Smith

Topics covered

  • AI entrepreneurship
  • consultancy
  • technology implementation
  • stakeholder management
  • business adaptability

Keywords

  • AI
  • entrepreneurship
  • consultancy
  • stakeholders
  • technology
  • business
  • implementation

Mentioned in this episode

Organizations: Smartr.ai, Smarter AI

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