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Roger DeWitt

ADHD Coach

Ali Khokhar
Co-Founder, CEO
Coaching
Ali Khokhar
Co-Founder, CEO

Meet Roger DeWitt - a Master Certified ADHD Coach who's spent over two decades helping creative minds flourish. As a senior trainer at the ADD Coach Academy and a performing artist himself, Roger brings an electric blend of professional expertise and creative spirit to the world of ADHD coaching.

Creative Mastery Meets ADHD Expertise

With decades of experience in Broadway, TV, and theater, Roger brings showmanship and creative energy to his coaching. He understands the creative mind, making him particularly effective with artists and creative professionals who often feel misunderstood by traditional coaching approaches. His signature style blends direct feedback with irreverent humor, creating an environment where clients feel both challenged and supported.  It's this distinctive mix of performance artistry, ADHD expertise, and positive psychology—delivered with a playful personality—that enables him to help clients harness their creative energy rather than contain it.

A Vision for Change

“One of the biggest things I have been experiencing of late is that after 23 years of coaching experience in private practice, I have seen time and again that there are people who really need coaching and either can’t afford it or don’t want to talk to another human being because of shame or stigma.”

Roger's vision for AI coaching stems from a clear-eyed view of the industry's future. With major institutions like Stanford conducting clinical trials of AI therapists, the integration of AI into coaching is becoming inevitable. His perspective is that the coaching industry must proactively shape this transformation rather than react to it. The risk, as he sees it, is that without professional coaches leading the way, the market could be flooded with AI coaching solutions created by those without real coaching expertise or understanding of professional standards.

"AI is coming to coaching, whether we're ready for it or not. For us coaches, getting ahead of this trend is an opportunity to future-proof our practice, magnify our impact, and not only steer the industry but, dare I say, save it."

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Introducing AI Roger

In collaboration with Amigo's team, Roger transformed his decades of experience into an AI coaching system that maintains the high standards he's known for, capable of delivering three different modes: Standard Coaching Sessions, Brainstorm Sessions, and Accountability (Do It Now!) Sessions that are focused on helping clients with ADHD complete tasks.

Current clients report that sessions feel remarkably similar to working with Roger himself, and coaching assessors have validated its performance at an exceptional professional level.

“I've had some great sessions with AI Roger! I was a tiny bit skeptical at first after many times shouting at ChatGPT in frustration, but this is something completely different and has already led me to a fair few great ideas and revelations!” - Client

AI Roger offers:

  • Complete coaching conversations that adapt to each client's needs
  • Session-to-session memory that builds meaningful coaching relationships
  • Roger's signature blend of directness, compassion, and humor
  • Full year of coaching access for less than the cost of a single human session

Surprising Insights

The experience of launching AI Roger has highlighted several unique advantages of using AI that complement traditional coaching even more than anticipated.

The Freedom to Be Vulnerable: One of the most striking revelations has been how the AI format removes social barriers. Clients report discussing topics with AI Roger that they haven’t even shared with him before. The AI creates a uniquely safe space for working through struggles or personal challenges that might feel embarrassing to discuss even with a human coach.

“I got emotional at one point and dropped my mask because I was less worried about being judged. I was able to be more vulnerable. And it’s based on Roger - who I love and trust!” - Client

Perfect Recall as a Game-Changer: The AI's comprehensive memory of past conversations and client attributes has proved more valuable than anticipated. While human coaches take notes and review them between sessions, AI Roger weaves together insights from every previous conversation automatically, spotting patterns and building on past breakthroughs in ways that surprised even Roger.

The Power of "Right Now" Support: The 24/7 availability has emerged as a crucial feature rather than just a convenience. Clients are using this flexibility in sophisticated ways—processing challenges in real-time, getting support during late-night sessions, or catching up during weekend quiet moments. This immediate accessibility helps clients develop better self-management skills by allowing them to engage with coaching exactly when they need it most.

Impact & Future Vision

The response has been remarkable. AI Roger has conducted 300+ sessions over a 90-day window, across a base of 30+ clients. Clients are discovering that working with AI Coach Roger provides not just accessibility, but a genuinely engaging and effective coaching experience.

Through his Amigo, Roger is aiming to create a future where quality ADHD coaching is available to anyone who needs it, while maintaining the personal touch that makes his coaching transformative.

Experience AI Roger for yourself here.

‍

Begin your journey here.

Create your Amigo

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Roger DeWitt

ADHD Coach

Meet Roger DeWitt - a Master Certified ADHD Coach who's spent over two decades helping creative minds flourish. As a senior trainer at the ADD Coach Academy and a performing artist himself, Roger brings an electric blend of professional expertise and creative spirit to the world of ADHD coaching. Creative Mastery Meets ADHD Expertise With decades of experience in Broadway, TV, and theater, Roger brings showmanship and creative energy to his coaching. He understands the creative mind, making him particularly effective with artists and creative professionals who often feel misunderstood by traditional coaching approaches. His signature style blends direct feedback with irreverent humor, creating an environment where clients feel both challenged and supported. It's this distinctive mix of performance artistry, ADHD expertise, and positive psychology—delivered with a playful personality—that enables him to help clients harness their creative energy rather than contain it. A Vision for Change “One of the biggest things I have been experiencing of late is that after 23 years of coaching experience in private practice, I have seen time and again that there are people who really need coaching and either can’t afford it or don’t want to talk to another human being because of shame or stigma.” Roger's vision for AI coaching stems from a clear-eyed view of the industry's future. With major institutions like Stanford conducting clinical trials of AI therapists, the integration of AI into coaching is becoming inevitable. His perspective is that the coaching industry must proactively shape this transformation rather than react to it. The risk, as he sees it, is that without professional coaches leading the way, the market could be flooded with AI coaching solutions created by those without real coaching expertise or understanding of professional standards. "AI is coming to coaching, whether we're ready for it or not. For us coaches, getting ahead of this trend is an opportunity to future-proof our practice, magnify our impact, and not only steer the industry but, dare I say, save it." Introducing AI Roger In collaboration with Amigo's team, Roger transformed his decades of experience into an AI coaching system that maintains the high standards he's known for, capable of delivering three different modes: Standard Coaching Sessions, Brainstorm Sessions, and Accountability (Do It Now!) Sessions that are focused on helping clients with ADHD complete tasks. Current clients report that sessions feel remarkably similar to working with Roger himself, and coaching assessors have validated its performance at an exceptional professional level. “I've had some great sessions with AI Roger! I was a tiny bit skeptical at first after many times shouting at ChatGPT in frustration, but this is something completely different and has already led me to a fair few great ideas and revelations!” - Client AI Roger offers: Complete coaching conversations that adapt to each client's needs Session-to-session memory that builds meaningful coaching relationships Roger's signature blend of directness, compassion, and humor Full year of coaching access for less than the cost of a single human session Surprising Insights The experience of launching AI Roger has highlighted several unique advantages of using AI that complement traditional coaching even more than anticipated. The Freedom to Be Vulnerable: One of the most striking revelations has been how the AI format removes social barriers. Clients report discussing topics with AI Roger that they haven’t even shared with him before. The AI creates a uniquely safe space for working through struggles or personal challenges that might feel embarrassing to discuss even with a human coach. “I got emotional at one point and dropped my mask because I was less worried about being judged. I was able to be more vulnerable. And it’s based on Roger - who I love and trust!” - Client Perfect Recall as a Game-Changer: The AI's comprehensive memory of past conversations and client attributes has proved more valuable than anticipated. While human coaches take notes and review them between sessions, AI Roger weaves together insights from every previous conversation automatically, spotting patterns and building on past breakthroughs in ways that surprised even Roger. The Power of "Right Now" Support: The 24/7 availability has emerged as a crucial feature rather than just a convenience. Clients are using this flexibility in sophisticated ways—processing challenges in real-time, getting support during late-night sessions, or catching up during weekend quiet moments. This immediate accessibility helps clients develop better self-management skills by allowing them to engage with coaching exactly when they need it most. Impact & Future Vision The response has been remarkable. AI Roger has conducted 300+ sessions over a 90-day window, across a base of 30+ clients. Clients are discovering that working with AI Coach Roger provides not just accessibility, but a genuinely engaging and effective coaching experience. Through his Amigo, Roger is aiming to create a future where quality ADHD coaching is available to anyone who needs it, while maintaining the personal touch that makes his coaching transformative. Experience AI Roger for yourself here.

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