Training Data LIVE: How AI is Reinventing Software Business Models ft. Bret Taylor of Sierra
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May 14, 2025 
Bret Taylor, co-founder of Sierra and former co-CEO of Salesforce, delves into the AI-driven revolution of software business models. He emphasizes the shift from subscription pricing to outcomes-based strategies as a challenge for established companies versus startups. The conversation covers the rise of AI agents in brand engagement and the significance of understanding customer needs for tailored solutions. Taylor also highlights the opportunities for entrepreneurs in applied AI and vertical specialization, positioning AI companies for success.
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Bret's Leadership Growth Moment
- Bret Taylor realized he wasn't scaling effectively as CTO of Facebook until Sheryl Sandberg coached him to delegate and hold his team to high standards.
- This shift helped him gain joy from having impact rather than doing work he liked personally.
AI Agents as Brand Front Doors
- The primary digital interface for companies will shift from websites and apps to a singular AI agent representing their brand.
- This agent will unify customer experience and serve as the new brand expression in digital.
Applied AI Agents as New Software Era
- AI market divides into foundation models, tools, and applied AI agents targeting verticals.
- Applied AI agents, sold as job-completing software, represent a huge market shift enabling outcomes-based business models.