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  • Toby Sinclair

Learning to Coach with AI

Updated: 4 days ago

The Future of Coach Training 🌟


In the rapidly evolving workplace, the question of whether Artificial Intelligence (AI) will replace leaders has sparked much debate. Yet, amidst these conversations, I've identified an untapped opportunity: leveraging AI not as a replacement but as a tool for learning, especially to learn the art of coaching.


Enter TobyAI, my digital twin. An innovative AI-driven leadership trainer that helps you roleplay your most daunting coaching conversations.


Imagine this:

Your team member has been underperforming. Their actions lead to a major client issue. The team member disagrees, they are furious that they would be balmed by the client for the failure. Your next 1-1 is tomorrow. How do you prepare?

I would lose sleep ahead of this conversation. I’m a people pleaser so I find these moments challenging. But leadership requires you to lean in.


Wouldn’t it be great if you could practice ahead of time?


That's where TobyAI steps in, transforming sleepless nights into confidence and clarity.


The Role-Play Revolution with ChatGPT


Lead Like a Coach Ai Assisted Tool

Traditional role-play, a long-standing method for practicing difficult conversations, often falls short of expectations, feeling unnatural and unengaging. ChatGPT changes the game by offering a dynamic, interactive platform that simulates real-world scenarios, allowing you to practice and perfect your leadership skills in a risk-free environment. 


I have spent months training ChatGPT to become a world-class coach trainer. During your role-play conversations, TobyAI will observe your interactions and step in with specific feedback when you steer away from a coach-like leadership style.


To begin, the first role-play scenario TobyAI offers is the ability to practice challenging coaching conversations. Helping you tame your advice monster and facilitate a conversation that genuinely helps your team grow. 


In the future, I hope TobyAI will have a catalog of intelligent AI leadership scenarios



Features of TobyAI


  • Structured Scenarios: Face workplace challenges designed to test and enhance your coaching skills.

  • Role-Play Conversations: Engage in simulated conversations that adapt based on your decisions, offering insights into effective communication.

  • Flexibility in Leadership: Encourage stepping out of comfort zones and experimenting with new leadership styles.

  • Insightful Feedback: Receive a detailed analysis of your choices, understanding the impact of your leadership style.

Beyond Technology: A Mindset Shift


TobyAI represents more than just an advancement in technology; it signifies a shift towards a more empowering, reflective, and adaptive leadership approach. By fostering deeper self-awareness and understanding of various leadership methods, TobyAI prepares you to navigate complex situations with greater efficacy, building more engaged and resilient teams.

In the future, TobyAI intends to include a catalog of role-play scenarios, recreating your most feared conversations:


  • A team member who is underperforming

  • Managing heated disagreements between colleagues

  • Asking for a pay rise and promotion


For Leaders at Every Level


Whether you're an experienced executive or stepping into a managerial role for the first time, TobyAI offers invaluable insights that can amplify your leadership effectiveness. By democratizing access to high-quality coaching, TobyAI makes it possible for anyone to develop their leadership capabilities without the prohibitive costs and time investments traditionally associated with professional development.


Join the Leadership Revolution


Are you ready to elevate your leadership skills and inspire your team to new heights? Explore TobyAI and embark on a journey to lead with confidence, empathy, and insight. Discover a new way of learning that's not just about technology but about adopting a leadership style that truly makes a difference.


Transform your leadership approach with TobyAI and become the leader you've always aspired to be.




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