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    Home»AI»Uber Employees Built an AI Chatbot of Their CEO to Practice Pitches
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    Uber Employees Built an AI Chatbot of Their CEO to Practice Pitches

    FelipeBy FelipeFebruary 25, 2026No Comments3 Mins Read
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    When Your Boss is an AI: Uber’s Internal Chatbot Experiment

    Imagine being able to rehearse a high-stakes presentation with a digital version of your CEO before the real meeting. That’s exactly what some enterprising engineers at Uber have been doing. In a revealing statement, Uber CEO Dara Khosrowshahi shared that the company’s workforce has embraced artificial intelligence with remarkable enthusiasm, going so far as to build a custom AI chatbot modeled after him.

    This isn’t a sci-fi plot; it’s a real-world example of how AI is permeating corporate culture. Employees are using this “AI Dara” as a sophisticated practice tool to hone their pitches and presentations. The goal? To get direct, simulated feedback from a boss-like AI before facing the actual executive.

    Beyond Gimmicks: A Tool for Confidence and Clarity

    This initiative highlights a shift in how companies are leveraging AI internally. It moves beyond automation and data analysis into the realm of professional development and communication. Practicing with an AI that mimics a superior’s communication style and potential concerns can help employees:

    • Refine Their Messaging: Anticipate the types of questions or pushback a leader might have.
    • Build Confidence: Reduce anxiety by simulating the high-pressure environment of an executive review.
    • Improve Efficiency: Iterate on their pitch multiple times with instant feedback, without needing to schedule the busy CEO’s time.

    Khosrowshahi’s comments underscore a company-wide “all in” approach to AI. This chatbot experiment is just one manifestation of that philosophy, suggesting that Uber is encouraging its teams to find innovative, hands-on applications for AI technology to solve everyday workplace challenges.

    The Bigger Picture: AI’s Role in the Future of Work

    Uber’s story is a fascinating case study in the practical and somewhat personal adoption of AI. It points to a future where AI assistants could be customized not just for tasks, but for interpersonal dynamics within an organization. Could new hires practice with an AI version of their manager? Could cross-departmental teams use AI proxies to better understand each other’s priorities?

    While the concept of a digital twin of your boss might raise eyebrows about surveillance or authenticity, Uber’s application appears focused on empowerment and preparation. It reflects a growing trend where AI becomes a collaborative partner in skill development, rather than just a tool for outsourcing labor.

    As AI models become more sophisticated in understanding nuance, context, and individual styles, such personalized corporate tools may become more common. The key, as with any powerful technology, will be deploying them in ways that enhance human potential and transparency, rather than replace genuine human connection and judgment. For now, at Uber, it seems the pitch practice is going digital.

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