Stewy: Your AI Leadership Coach
Stewy: Your AI Coaching Solution
Meet Stewy, your customizable, on-demand AI leadership coach providing expert guidance to you and your team right when they need it. Trained on 45+ years of proprietary Stewart Leadership material, Stewy combines the expertise of a Stewart Leadership Executive Coach with the convenience and scalability of artificial intelligence.
Discover the Advantages of AI Coaching
While AI Leadership Coaches may not be able to pick up on subtle emotional clues, challenge thinking, or offer the human-to-human connection that our expert Executive Coaches do, Stewy, our AI Leadership Coaching offers unique advantages for your organization.
- Democratizes coaching and development across the organization
- Provides continuous on-demand development
- Sends timely, intelligent nudges that keep employee development front and center
- Offers personalized support that reinforces individual action plans and drives goal-oriented growth
- Seamlessly integrates with tools already used in employee workflows, like Microsoft Teams and Slack, enabling greater adoption across the enterprise
Free
- Anytime on-demand AI coaching
- Built on top of robust AI platforms
- Trained on 40+ years of leadership development expertise
- Dedicated instance of Stewy that is completely gated and private
- Integrated action planning
- Smart, motivational nudges and reminders
- Crystal-clear growth metrics
- Native integration with MS Teams and Slack
- Upload customized assessments, action plans, and performance goals
- Train Stewy with custom content specific to your organization and design specific answers or pathways that conform to your policies and procedures
- Co-brand Stewy to align with organization
TEAMS
- Anytime on-demand AI coaching
- Built on top of robust AI platforms
- Trained on 40+ years of leadership development expertise
- Dedicated instance of Stewy that is completely gated and private
- Integrated action planning
- Smart, motivational nudges and reminders
- Crystal-clear growth metrics
- Native integration with MS Teams and Slack
- Upload customized assessments, action plans, and performance goals
- Train Stewy with custom content specific to your organization and design specific answers or pathways that conform to your policies and procedures
- Co-brand Stewy to align with organization
Enterprise
- Anytime on-demand AI coaching
- Built on top of robust AI platforms
- Trained on 40+ years of leadership development expertise
- Dedicated instance of Stewy that is completely gated and private
- Integrated action planning
- Smart, motivational nudges and reminders
- Crystal-clear growth metrics
- Native integration with MS Teams and Slack
- Upload customized assessments, action plans, and performance goals
- Train Stewy with custom content specific to your organization and design specific answers or pathways that conform to your policies and procedures
- Co-brand Stewy to align with organization
Want to Bring Stewy to Your Team or Organization?
To set up your free trial of the private team or organization version of Stewy, please reach out for a conversation
Trusted By:
Transform Your Leadership Development Efforts
Always-On Coaching, Anytime
Goal Tracking that Builds Momentum
Stewy remembers your goals, tracks commitments, and ensures each conversation builds on the last, turning one-time insights into long-term growth. The result is sustained progress and accountability across your organization.
A Safe Space for Honest Reflection
Stewy offers a private, judgment-free environment where employees can explore difficult questions, admit uncertainty, and think critically—without the interpersonal dynamics that can limit honest self-reflection in traditional coaching.
Personal Growth Meets Business Intelligence
When every employee has an AI coach, aggregated insights reveal organization-wide themes such as challenges with role clarity or psychological safety – turning development data into powerful talent strategy intelligence.
Scalable, Customized Development for Every Leader
AI coaching makes professional growth accessible to everyone, not just executives. With Stewart Leadership’s proprietary frameworks built in, employees receive consistent, aligned development no matter their role or location
Private, Secure, and Built for Your Organization
Stewy operates under enterprise-grade data privacy and confidentiality standards. All customer data complies with ISO 27001 and GDPR principles, is never used for external AI training, and remains fully in your organization’s control.
Frequently Asked Questions
What is Stewy?
Stewy is Stewart Leadership’s AI Leadership Coach – trained on over 45 years of proprietary leadership data, models, and insights. It’s designed to help employees grow their leadership skills through personalized, actionable coaching anytime they need it.
How does Stewy support leadership development?
Stewy reinforces the principles taught in Stewart Leadership programs and coaching engagements. It helps employees prepare for meetings, navigate difficult conversations, reflect on feedback, and stay accountable to their goals, and all within the context of your organization’s leadership expectations.
Can Stewy be customized for our organization?
Yes. With a private, dedicated instance, Stewy can be trained on your organization’s leadership models, talent development frameworks, and internal language, ensuring responses align with your culture, strategy, and priorities.
Is Stewy secure and private?
Absolutely. Stewy operates under enterprise-grade data privacy and confidentiality standards. All data complies with ISO 27001 and GDPR principles, is never used for external AI training, and remains fully controlled by your organization.
What makes Stewy different from other AI tools?
Stewy isn’t just another chatbot. It’s a proactive development partner that remembers goals, tracks commitments, and engages employees in structured, meaningful growth conversations. It sits in the flow of work, helping leadership development happen naturally, every day.
Who benefits most from using Stewy?
Stewy supports leaders and employees at every level. From frontline managers to executives, anyone looking to grow, reflect, or stay accountable to their goals can benefit from having a personalized, always-on leadership coach.
Forget Generic, Choose an AI Coach Made for You
Give your leaders the information they need to succeed. Do you have talent development or managerial approaches that all leaders in your organization need to use? With your private, dedicated instance of Stewy, you can customize the information Stewy offers your leaders. If you have a talent development process or a management approach you train all leaders on; we’ll teach it to Stewy. When your employees have a question, they’ll get relevant, accurate, and custom results determined by your needs. Leveraging our custom AI solution enables you to achieve specific outcomes that align with your strategic objectives.