Built by Coaches, for Coaches

We know what it is like to sit across from a client, feel the weight of the moment, and wish you had exactly the right question. CoachToolkit.ai exists because we have been there.

Why We Built This

Between the two of us, we have spent decades working in some of the most human-facing spaces there are — youth shelters, family crisis programs, executive teams, law enforcement, trauma-informed care, and organizational development. Coaching has always been woven through that work, even when it was not called that.

When AI tools started becoming genuinely useful, we saw the opportunity immediately. But the tools that existed were built for everyone — which meant they were really built for no one in coaching. Generic question prompts. Session outlines with no grounding in any framework. Nothing that reflected how real coaching conversations actually work.

We wanted tools that knew the difference between a Co-Active inquiry and a GROW question — and why it matters for a specific client in a specific moment.

So we built CoachToolkit.ai. Not as a replacement for the coaching relationship — nothing replaces that — but as a way to spend less time on prep and more time fully present with the people who need you. To have a structured session plan in minutes instead of an hour. To generate 12 framework-grounded questions instead of staring at a blank page.

We built what we wished had existed when we were sitting in that chair.

Meet the Team

Jeanie Whitten

Jeanie Whitten

Co-Founder - Career, Life, & Relationship Coach

Jeanie has spent her career leading people through change — in youth and family programs, nonprofit organizations, and executive teams. As a director and organizational strategist, her coaching work has centered on career development, leadership, staff performance, and professional identity.

She brings a strengths-based, trauma-informed lens to everything she does, grounded in years of managing multi-disciplinary teams across complex human services environments. She is currently completing her M.S. in Clinical Mental Health Counseling at Walden University and holds graduate degrees in Human Development and Religious & Gender Studies, plus a doctorate in Feminist Theology.

Jeanie is a published author and public speaker, with work appearing in Feminist Theology, Diverse: Issues in Higher Education, and the NASPA Journal of College and Character.

Career Coaching Executive Coaching Life Coaching Trauma-Informed Practice M.S. CMHC (in progress) Ph.D.
Michelle Shepherd

Michelle Shepherd

Co-Founder - Life, Family, & Relationship Coach

Michelle brings over 20 years of experience in law enforcement, behavioral health, and family intervention — including service as a Special Victims Unit detective, a UN International Police Officer, and a Critical Incident Stress Debriefing facilitator. She has spent her career showing up for people in crisis.

That background gives her coaching practice a rare combination of calm under pressure, sharp listening skills, and deep competency in trauma-informed care. She currently works as a Family Intervention Specialist supporting youth and families through intensive intervention — and brings that same relational depth to her coaching work.

Michelle is completing her M.S. in Clinical Mental Health Counseling at Walden University and holds certifications in Forensic Interviewing, Motivational Interviewing, Crisis Intervention, and Advanced Domestic Violence Response.

Family Coaching Life Coaching Trauma-Informed Care Motivational Interviewing Crisis Intervention M.S. CMHC (in progress)

What We Believe

Framework matters

A great coaching question is not accidental. It is grounded in a philosophy about how people change. Every tool we build reflects that.

The relationship is the work

AI can support your preparation. It can never replace the presence, attunement, and care you bring to the coaching relationship.

Coaches deserve good tools

You are doing meaningful, demanding work. You should not have to piece together your own systems from scratch. That is what we are here for.

Evidence-based, not trendy

We only build into our tools what is grounded in research and established practice — not whatever is generating buzz this week.

Honest and transparent

When we review tools, we tell you what does not work too. When we earn a commission, we say so. You can trust what you read here.

Always growing

This toolkit is a living thing. We are constantly adding tools, refining frameworks, and listening to coaches about what they actually need.

Ready to save time and show up stronger for your clients?

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