Sherri Fisher

Coach, Author, and Speaker

Co-Founder, CEO

For over two decades, Sherri Fisher has specialized in helping professionals, students, and parents overcome learning and executive function challenges. As an inaugural member of the University of Pennsylvania's Master of Positive Psychology (MAPP) program, she studied under the field's founding researchers while developing practical applications for learning support. Through her private coaching practice, publishing books including "The Effort Myth," and doing speaking engagements, she's guided thousands of students and professionals in developing strategies that align with their natural strengths. Her methodology combines positive psychology principles with specialized teaching expertise to help clients who think and work differently achieve success in their own way.

Where Evidence Meets Innovation

Sherri's practice stands out for its focus on personalized approaches rather than standardized solutions. Her clients learn to challenge barrier thoughts and develop sustainable action plans that work with their natural tendencies. Her approach challenges conventional wisdom about learning and achievement, demonstrating that success comes not from following prescribed rules, but from understanding and leveraging one's unique strengths and personal processing style. This approach has proven particularly effective for individuals with learning, attention, and executive function challenges who have found traditional methods limiting.

Through her work, Sherri has developed a comprehensive methodology that blends:

Specialized teaching and learning expertise
Evidence-based motivational approaches
Deep understanding of executive function challenges
Practical strategies for lifetime learning
Emotional intelligence and positive psychology principles

The effectiveness of this methodology is reflected in her high client retention rate, with more than half of her clients returning at different life stages and regularly referring others.

Expanding Impact Through Technology

"Over 80% of your lifetime is spent outside of formal education. The ability to continue learning and adapting throughout life is priceless."

Recognizing that many individuals need flexible, accessible support for learning and executive function challenges, Sherri is developing an AI coaching solution to extend her methodology beyond traditional coaching constraints. This innovative approach aims to provide:

Personalized Strategy Development

Custom approaches for work, study, and life challenges
Tools for managing attention and executive function
Techniques for sustainable habit formation
Methods for turning possibilities into probabilities

Barrier Thought Navigation

Identification of limiting patterns
Strategies for overcoming obstacles
Positive psychology-based interventions
Support for building resilience

Practical Implementation Support

Just-in-time guidance for applying strategies
Context-specific solution development
Progress tracking and adjustment
Flexible support for various life domains

"The future of coaching and learning support isn't just about making it more available—it's about making it more effective by meeting people exactly where they are."

The Promise of AI Coaching

AskSherri makes specialized learning support accessible regardless of location or schedule, allowing clients to engage with coaching at their own pace. The platform provides consistent access to evidence-based techniques while reducing cost barriers. This format enables regular practice and implementation of strategies across different contexts, complementing traditional coaching approaches.

"Many of my clients need support at unexpected moments, like during late-night study sessions or before important meetings. AI coaching can be there when traditional coaching can't."

AskSherri aims to expand access to her methodology through three core elements. First, it provides comprehensive support that goes beyond basic productivity tools, addressing the full spectrum of learning, working, and personal development challenges that clients face. Second, it implements evidence-based strategies drawn from her extensive coaching experience and the principles outlined in "The Effort Myth," helping clients develop practical approaches to their specific challenges. Third, it focuses on sustainable solutions, guiding clients in developing lasting strategies they can apply independently across different areas of their lives. This systematic approach maintains the core elements of Sherri’s coaching practice while making it accessible through an always-available experience.

Looking Forward

This approach has implications beyond individual clients—it provides a model for how expert coaching can be effectively translated into scalable digital formats while maintaining quality and personalization. As educational institutions and workplaces increasingly recognize the value of personalized learning support, solutions that combine professional expertise with technological accessibility become increasingly relevant. Sherri’s implementation of AI coaching demonstrates how established coaching methodologies can evolve to meet changing needs while staying true to their foundational principles.

Click here to learn more about Sherri Fisher and her coaching practice, Learn and Flourish.

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Begin your journey here.

Create your Amigo

Grace Clarke

Marketing Consultant

Grace Clarke is a marketing strategist and growth consultant whose methodologies have influenced some of the most recognized brands in technology, media, and retail. Today, Grace's consulting work spans major technology, media, and consumer companies including Google, NPR, Target, Shopify, and Jones Road Beauty. She is also the founder of the Gen Z Board of Directors, the largest qualitative insights project focused on Gen Z consumers. Her unique combination of editorial expertise, brand building, and consumer insights has shaped her distinct approach to marketing strategy and growth. Building Flywheels, Not Funnels Grace's approach rejects conventional marketing playbooks in favor of building sustainable growth engines. Rather than focusing on short-term customer acquisition, she helps DTC brands create self-reinforcing loops that drive compounding growth and turn customers into advocates. This anti-playbook approach emerges from years of observing how the most successful brands actually grow. Her work centers on analyzing market movements and translating them into actionable strategies for each brand's unique context. By examining what's working across different companies and industries, she develops customized strategies that build on themselves over time, generating increasingly stronger returns as customer advocacy fuels organic growth. The Strategic Access Problem "Working with brands across every stage and scale, I noticed a consistent challenge: companies don't just need periodic strategy sessions - they need ongoing access to current market intelligence. The pace of change demands it." Trends move fast and don't align with scheduled consulting sessions. This timing mismatch often leads to missed opportunities or delayed responses to market changes. This observation sparked a bigger question: How can up-to-date marketing intelligence be made more accessible and affordable without sacrificing quality? A Journey to Scale Grace began exploring solutions to this challenge by building her own AI clone. Recognizing the market need for continuous strategic guidance, she saw AI as a way to scale her methodology beyond the constraints of traditional consulting. Her early experiments with AI development confirmed the potential, but also revealed the complexity of capturing and deploying strategic thinking at scale. The collaboration with Amigo emerged from this initial exploration. Together, we developed Grace AI, allowing Grace to “clone her mind” for her clients. This digital consultant is updated weekly with Grace’s latest real-world learnings and observations, providing: Access to unique approaches to building sustainable growth engines Customized brainstorming sessions that draw from Grace's experience with hundreds of brands Continuous access to evolving strategic insights from current client work and market observations Real-time analysis of market trends and their implications from Grace’s point of view "The reality is, I can only be in so many rooms. Grace AI also lets me share my strategic thinking and market intelligence with every brand that needs it, not just the few I can work with directly. It removes the traditional barriers of time and cost that kept many brands from accessing this level of strategic support." Future Vision For Grace, this shift to AI-enabled consulting marks just the beginning. By analyzing patterns in consultation topics and strategic needs, her Amigo can evolve to identify when brands would benefit most from direct collaboration with Grace herself. This creates a more intelligent bridge between AI-enabled support and human strategic partnership. The model could also expand into collaborative learning, where insights generated from one brand's success contribute to a broader understanding of market dynamics—while maintaining confidentiality. This network effect would create an ever-more sophisticated understanding of what drives sustainable growth, particularly valuable for emerging categories and markets. Visit Grace Clarke’s website to learn more about her unique approach to growing brands and the transformative work she has done for her clients.

November 12, 2024

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.

November 12, 2024