Raj’s natural coaching skills and mastery at solving complex problems with practical solutions is needed in today’s world of human-AI integration. He’s integrated his expertise into an AI coaching platform that drives motivation, efficiency, personal growth and expedites complex problem solving - at both the individual and corporate levels. His AI coaching platform is unmatched in the evolution of integrating AI into the human experience.
The Personalized AI Coaching Seminar
Complimentary 60-Minute Training for Executives & Senior Leaders
Learn the fundamentals of moving beyond generic AI advice toward coaching that increasingly knows you.
AI can already give you advice on almost anything.
Tell it about a leadership challenge, a difficult conversation, a decision you're wrestling with, or a goal you're pursuing - and it can generate ideas in seconds.
But there is an inherent limitation:
AI can only coach you based on what it knows about you.
Without meaningful context, even sophisticated AI is largely drawing from its general training and whatever information you happen to provide in that particular interaction.
The result can be useful.
But it can also be generic.
Something different becomes possible when AI begins to understand not just the situation you're dealing with, but the person dealing with it.
When it has meaningful context about your goals, strengths, personality, patterns, leadership challenges, values, aspirations, and the broader context of your life and work, the nature of the interaction begins to change. Its coaching becomes increasingly personalized to you.
That's where generic AI advice begins to become personalized AI coaching.
From Generic AI Advice to Personalized AI Coaching
The Personalized AI Coaching Seminar is an experiential 60-minute training designed to help senior leaders and executives learn the foundational principles for using AI as a more personalized coaching resource.
Participants don't just learn about these principles.
They use them.
They'll work with AI on a real situation of their own, experience how better context and better interaction change the quality of the response, and then see what becomes possible when those same principles are extended through deeper structure, personalization, and continuity.
The goal is not to build everyone a complete AI Coach during the seminar.
It's to help participants:
Learn the fundamentals. Experience the difference. And see the larger possibility.
What Participants Will Learn & Experience
Context Is King
AI can only work with the context it has.
Participants learn why context is even more important than prompting, and how giving AI a richer understanding of them, the situation they're dealing with, and the broader circumstances surrounding it can dramatically improve the usefulness and relevance of its response.
The more relevant context AI has, the more personalized and less generic the coaching can become.
Prompt With Purpose
Better results don't require mastering dozens of prompting techniques. They begin with being clear about what you're asking AI to do and giving it the information it needs to do it well.
Participants learn a simple framework for creating more effective prompts:
Role → Outcome → Context → Output Specificity
Who do you want AI to be in the conversation? What are you trying to get out of the interaction? What does AI need to understand? And what kind of response would be most useful - including its format, length, or structure?
The framework gives participants a practical way to make their interactions with AI more intentional, relevant, and useful without needing to become expert prompt engineers.
Back-and-Forthing
A high-quality AI interaction rarely ends with the first response.
Participants learn how to work with AI through an active back-and-forth conversation:
Review → Correct → Add Context → Challenge → Redirect → Deepen → Refine
Rather than trying to create the perfect prompt and accepting whatever AI gives them, they learn to shape the interaction as it unfolds, adding context, correcting assumptions, challenging responses, and going deeper where it matters.
The goal isn't the perfect prompt. It's the productive interaction.
Then Participants Experience It Themselves
Participants choose a real situation that's currently occupying some of their bandwidth.
Perhaps it's a leadership challenge, difficult conversation, decision, goal, relationship dynamic, or something they're stuck on...
They use the principles they've just learned to engage AI around that real situation.
They review the response. Provide feedback. Add context. Challenge assumptions. Redirect the conversation. Ask it to go deeper.
Instead of merely learning how personalized AI coaching works:
They begin experiencing it for themselves.
But What Happens When AI Increasingly Knows & Understands YOU?
Today's AI can already retain and retrieve some information about you across interactions.
But there's a significant difference between AI having some context about you and intentionally building an AI coaching environment with a rich and increasingly sophisticated understanding of you and your world.
Your goals. Your strengths. Your personality. Your professional world. Your relationships. Your patterns. Your challenges. Your values. Your priorities. Your aspirations. The experiences that have shaped you. And the context that becomes relevant as your life and work evolve.
When that kind of meaningful context has somewhere to live and develop over time, AI has more to draw from when you bring it a decision, challenge, opportunity, relationship, or goal.
It doesn't just have more information.
It has a richer context from which to understand what you're dealing with and coach you within it.
During the seminar, participants see how structure, source material, instructions, memory, and other forms of persistent context can begin creating that deeper foundation.
The goal isn't to master all of the AI tools and features that can help create a more personalized and context-rich AI environment in a single 60-minute seminar.
It's to understand how these capabilities can work together, and experience the larger possibility they can create:
What becomes possible when your AI increasingly understands not only what you're dealing with, but the person dealing with it?
See What Happens When AI Increasingly Knows You
Raj brings these principles to life through demonstrations of his own deeply personalized AI Coach in action.
Participants see real examples of how richer personal context can materially change the quality of an AI coaching interaction.
The demonstrations bring several aspects of increasingly personalized AI coaching to life:
Developmental Insights Come Alive
See how personality assessments, goals, developmental insights, and other personal context can become active resources the AI draws upon when coaching, helping it respond with a richer understanding of the person it's supporting.
It Actually Knows Me
Experience the difference between AI that has some context about you and a deeply personalized AI environment intentionally developed with meaningful knowledge about you and your world.
Coaching on the Court
See a deeply personalized AI Coach applied to an actual situation as it's unfolding. Engage the Coach, work through the situation in a back-and-forth conversation, gain insight and clarity, and translate that into what you want to do next.
Conversational Coaching
Experience engaging a deeply personalized AI Coach through natural voice conversation. Talk through what's happening, add context, think out loud, challenge the response, and go deeper without having to stop and type everything out.
The same foundational principles participants learned earlier are now operating inside a much more deeply contextualized and personalized coaching environment.
From Personalized Coaching to Longitudinal Development
This is where the possibility gets even bigger.
A deeply personalized AI Coach can provide more relevant and personalized coaching around the decisions, challenges, opportunities, and situations you're navigating today.
But as that Coach increasingly understands your:
Goals • Strengths • Patterns • Challenges • Values • Priorities • Aspirations • Growth
...something else begins to happen.
It can increasingly recognize patterns and connections across situations and over time.
That's where personalized coaching begins to become longitudinal development.
It becomes a coaching resource that doesn't just help with the issue in front of you, but increasingly understands how you think, how you lead, where you get stuck, what you're working toward, and how you're evolving over time.
The possibility shifts from:
Imagine Yours
Seeing what personalized AI coaching can become is one thing. Understanding where it could make a meaningful difference in your own life and leadership is another.
The Imagine Yours exercise helps participants begin identifying where personalized AI coaching could be most valuable to them, and what their AI would need to understand in order to provide that kind of support.
Participants consider:
By exploring these questions, participants begin developing their own picture of where personalized AI coaching could be useful, what greater personalization would require, and what they might want their own AI coaching environment to become.
Raj's AI Coach provides an example of what's possible. The more important question for participants is:
What Participants Leave With
By the end of the seminar, participants leave with practical tools, firsthand experience, and a broader understanding of what personalized AI coaching can make possible.
Together, these experiences give participants both practical ways to work more effectively with AI today and a clearer understanding of what becomes possible as AI becomes increasingly personalized to them over time.
Who Is This Seminar For?
The Personalized AI Coaching Seminar is designed for communities and groups that bring together:
CEOs • Founders • Entrepreneurs • Executives • Senior Leaders
It is particularly well suited for:
And other environments where leaders gather to learn, develop, exchange ideas, and explore new ways of working, leading, and growing with AI.

About Raj Sundra
Executive Coach • AI Coach Architect • Founder, Transformance AI
Raj Sundra has spent more than two decades helping executives, leaders, teams, and organizations strengthen leadership, increase effectiveness, and develop greater human capability.
His work now sits at the intersection of human development and artificial intelligence.
Raj is the creator of My AI Executive Coach and Founder of Transformance AI, where he is developing deeply personalized AI coaching systems designed to support both in-the-moment capability and longitudinal development across situations and over time.
WHAT LEADERS ARE SAYING
Today I did four things I’ve avoided for two years - all because My AI Executive Coach said ‘do them today.’ Checking in with old clients, starting articles, filming YouTube pieces, even taking time to hike. Reporting back each morning keeps me accountable... and I don’t want to disappoint my “coach”! It knows my personality and how I procrastinate, and that extra push has been a game-changer for my productivity and growth.
The My AI Executive Coach Program helped me create what feels like a blend between a high-level executive assistant, strategist/advisor and personal coach. It quickly and accurately identified my growth edges as a leader and has skillfully challenged me to grow beyond these limitations. I have nothing but great feedback for everything we've done so far and highly recommend this program to any executive looking for a next-generation AI coach.
Bring The Personalized AI Coaching Seminar to Your Group
Complimentary for Leadership & Professional Communities
Raj offers this 60-minute training at no cost to select leadership, executive, founder, and professional communities.
The seminar can be delivered:
The seminar is designed to deliver meaningful standalone value. Participants who find the experience valuable and want to explore what a deeply personalized AI Coach could look like for themselves will have the option to schedule a private My AI Executive Coach Exploration Session with Raj afterward.
Interested in bringing the seminar to your group?
Schedule a complimentary 30-minute conversation with Raj to discuss your audience, what you're hoping to provide, and whether the seminar is a good fit.
EXPLORE WITH RAJFrequently Asked Questions
01How long is The Personalized AI Coaching Seminar?
The seminar is a 60-minute experiential training for senior leaders and executives.
Participants learn foundational principles for working more effectively with AI, put those principles to work on a real situation of their own, and see demonstrations of what becomes possible inside a more deeply personalized AI coaching environment.
02Is the seminar offered virtually or in person?
Both.
The seminar can be delivered virtually to groups. In-person sessions are also available depending on location and scheduling.
03Is there a fee to bring the seminar to our group?
No. The Personalized AI Coaching Seminar is offered on a complimentary basis to select executive, leadership, founder, and professional communities.
The seminar is designed to deliver meaningful standalone value for participants.
04Who is the seminar designed for?
The seminar is designed primarily for CEOs, founders, entrepreneurs, executives, and senior leaders.
It is particularly well suited for CEO and executive peer groups, founder and entrepreneur communities, executive education and alumni networks, leadership development communities, AI and innovation communities, local business and economic communities, and other environments where leaders gather to learn, develop, exchange ideas, and explore new ways of working, leading, and growing with AI.
05What will participants actually learn?
Participants learn three foundational principles for working more effectively with AI:
Context Is King: why richer, more relevant context can lead to more useful and personalized responses.
Prompt With Purpose: a simple framework for being clearer about what you're asking AI to do and giving it the information it needs to do it well.
Back-and-Forthing: how to work collaboratively with AI by reviewing its response, providing feedback, adding context, challenging assumptions, redirecting the conversation, and going deeper rather than expecting the perfect response from a single prompt.
Participants also explore how richer context, structure, personalization, and continuity can create a more deeply personalized AI coaching environment and support development across situations and over time.
06Is this primarily a presentation, or will participants actually use AI?
Both. The seminar combines teaching, demonstration, and hands-on experience.
Participants learn foundational principles and see examples of increasingly personalized AI coaching in action. They also choose a real situation that's currently occupying some of their bandwidth and use the principles they've learned to engage AI around it themselves.
The goal is for participants not simply to learn about personalized AI coaching, but to begin experiencing the difference for themselves.
07How is this different from a typical AI skills or prompt training?
The seminar does teach practical principles for prompting and interacting more effectively with AI, but prompting isn't the destination.
The larger focus is on what becomes possible when AI has richer context about both the situation and the person it's supporting.
Participants move from learning foundational AI interaction skills toward seeing how greater context, structure, personalization, and continuity can transform AI from a source of generic advice into a more personalized thinking, coaching, and development resource.
08Do participants need to be experienced AI users?
No advanced AI expertise is required.
The seminar is designed to help participants develop foundational skills for working more effectively with AI while also showing them what becomes possible as an AI environment becomes more deeply contextualized and personalized.
Participants should come with access to ChatGPT, Microsoft Copilot, or Claude so they can participate in the experiential portion of the seminar.
For the best experience, we recommend ChatGPT Plus or higher, Claude Pro or higher, or a Microsoft 365/Copilot environment that includes access to Copilot Notebooks.
Participants using free plans can still benefit from the seminar, although some of the personalization, context, or workspace capabilities demonstrated may differ or be more limited in their AI environment.
09Is the seminar a sales presentation for My AI Executive Coach?
No. The seminar is designed to deliver meaningful standalone value.
Participants learn practical principles they can begin using immediately, apply those principles to a real situation, and experience what's possible with an AI environment that supports more personalized and less generic AI coaching.
There is no obligation to purchase anything.
Participants who find the experience valuable and want to explore what a deeply personalized AI Coach could look like for themselves will have the option to schedule a private My AI Executive Coach Exploration Session with Raj afterward.
10What do we provide to help you promote the seminar to your members?
Once a seminar is scheduled, we'll provide a customized participant-facing landing page that you can share directly with your members.
We'll also provide ready-to-use promotional email and short-form copy that you can use or adapt to let your members know about the seminar and invite them to participate.
Interested in Bringing the Seminar to Your Group?
If The Personalized AI Coaching Seminar feels like it could be valuable for your community, let's have a conversation.
Schedule a complimentary 30-minute call with Raj to explore your group, what you're hoping to provide, and whether the seminar feels like a good fit.
Explore With Raj














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