
Creative Confidence Podcast Asked & Answered: Justin Massa on Adopting AI with Purpose and Confidence
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Nov 7, 2025 Justin Massa, an AI strategist and former IDEO partner, explores the thoughtful adoption of AI for organizations. He discusses why many companies fail, highlighting the need for a culture of safe exploration. Justin emphasizes that empathy and trust remain crucial in leadership, even as AI advances. He challenges the notion of fully automating tasks, recommending a more nuanced approach. Additionally, Massa shares insights on how small and mid-sized businesses can leverage AI agility, while cautioned experimentation can foster innovation without coercion.
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Move AI From Margin To Core
- Moving AI from sidelines to core is the biggest near-term opportunity for organizations.
- 91% of organizations have not yet integrated generative AI into production workflows, so you're likely not behind.
Shadow Use Signals Governance Gaps
- Many employees use generative AI informally while organizations haven't standardized it.
- The key shift is formalizing sanctioned tools and governance so shadow use becomes safe and scalable.
Require Source Checks From Models
- Ask generative models to check and attribute their work to reduce hallucinations.
- Connect models to your business context and treat hallucinations as manageable with verification.



