How I Built You Access to Aha Moments, Anytime

I love being an early adopter, so I decided to make a coaching clone.

My goal was straightforward and challenging: How could I harness the power of AI to offer personalized coaching at scale? Over several months, I trained a variety of GPTs, meticulously shaping their outputs to deliver meaningful, structured, and tailored coaching conversations. But despite my best efforts, something was missing.

The essence of coaching lies in its ability to truly adapt, empathize, and guide—not just to answer questions, but to help reveal actionable plans and foster real growth. While chatbots are fantastic for arranging and rearranging information they are fed, they weren’t built for the depth of coaching I envisioned. I didn’t want my AI to simply replicate what I know; I wanted it to capture the nuances of my coaching style—integrating my proven methodologies and personal approach to problem-solving—to create transformative client experiences. 

How Did I Do It?

With the help of Amigo.ai, I designed AskSherri, an AI coach that feels personal and tailored, mirroring the way I would coach you in a live session. Whether you’re navigating executive function challenges, seeking career clarity, or overcoming procrastination, AskSherri delivers guidance grounded in the techniques and strategies I’ve honed over decades, transforming my decades of experience as a coach, educator, and author into a digital resource. 

Amigo.ai’s platform allowed me to embed my distinct coaching approach into AskSherri’s core. Each interaction reflects the principles of positive psychology, executive function strategies, and personalized learning approaches that have helped my clients flourish. AskSherri even evolves with you, remembering past interactions to provide a coaching experience that grows alongside your needs. (Securely, of course!)

Developing AskSherri was like mentoring a dedicated apprentice. Every detail—its tone, structure, and problem-solving techniques—was carefully calibrated to reflect my coaching style. Through extensive training, it absorbed my books, tools, and frameworks. Rigorous testing and invaluable feedback from beta testers helped refine AskSherri into a relatable, reliable, and effective coaching companion.

Is It for You?

AskSherri makes high-quality, effective coaching accessible to virtually everyone—anytime, anywhere, and at a fraction of the cost. It doesn’t replace me entirely; instead, think of it as a coaching force multiplier. Full service clients already use AskSherri as an accountability partner between sessions. They tackle day-to-day challenges and top-of-mind questions while saving in-person sessions for deeper, more complex explorations that require all of my experience, creativity, and skills.

You can be an early adopter, too. 
Get 24/7 Coaching With AskSherri

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About the author

Sherri Fisher, MEd, MAPP, executive coach and learning specialist, delivers personalized strategies that unlock cognitive strengths, challenge behavioral myths, and empower unique learning potential at work, school, and home. She has decades of successful experience working with students, parents, and professionals who face learning, attention, and executive function challenges at school, home, and work.

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