Legit Leader's suite of AI-powered coaching tools is designed to save you time, increase your impact, and support your growth.

Legit Leader

Used by some pretty legit leaders at...

the school district of Philadelphia logo voices college-bound language academies logo humble independent school district kipp northern california logo globe academy logo mastery schools logo coney island prep logo yes prep logo

Leaders can't
imagine life without us

80% of our educators say our AI coaches improve their
leadership skills, sustainability, and impact.

The tools help to increase my productivity and reduce simplistic (yet time consuming) things for me! The products are tailored to educators and gives me a lens of specificity that isn’t available through open AI.

Head of School

Having an on-demand thought partner to challenge my thinking and broaden my perspective has been incredibly valuable—especially for uncovering insights I might not immediately see.

Regional Director

I got time back to spend with people, family, and self, which improved wellness, impact, and sustainability.

Principal

I value the thoughtful questions it prompts to delve deeper into context, ensuring I receive the most accurate and relevant answers. Additionally, I find its ability to tailor responses specifically to the unique realities of my role as a Dean of Students to be particularly beneficial.

Dean of Students

[I got] time back to focus on instruction in my building and support with strategic planning at a faster rate.

Principal

Meet your AI coaches

Every leader deserves a great coach. Partner with our Leader Coach, expertly trained in strengths-based coaching, equity-centered leadership, and high impact leadership competencies.

Backed up by our team of Living, Breathing, Human Coaches

Judy Tang Nguyen

From classroom teacher to deputy chief of schools, Judy’s led at every level—and now she’s all in on coaching leaders to grow people, navigate complexity, and build thriving school communities. She’s known for her calm presence, deep curiosity, and ability to create space where leaders feel safe, seen, and stretched. Judy listens closely, builds trust quickly, and helps you lead with more alignment—anchored in your values, strengths, and purpose.

Judy's a great coach if...

You’re ready to be real, reflect deeply, and lead with more alignment, confidence, and clarity.

Eldridge Gilbert III

With a sharp eye for strategy and a deep care for people, El’s helped leaders at every level: from founding principal to principal manager to chief of schools. As a coach, he’ll challenge your thinking, name the hard stuff, and still leave you feeling supported and seen. El brings a strong commitment to equity, honoring each person’s story, identity, and leadership journey with intention and respect. You’ll get clarity, confidence, and compassion— real talk that moves you forward.

El's a great coach if...

You want someone who respects your hustle, pushes your growth, and isn’t afraid to get into the heart of the matter.

Dr. Philonda Grant

Philonda leads with love—and she means it. A lifelong learner and healing-centered coach, she’s been a founding teacher, principal, principal manager, scholar-practitioner, and now Senior Director of Leadership Coaching for a national coaching program that supports 200+ education leaders. Her work blends academic rigor with soul, equity with joy, and strategy with deep care. Whether she’s designing coach trainings, mentoring senior leaders, or researching the experiences of Black women principals, she moves with purpose and a fierce belief in people’s brilliance.

Philonda's a great coach if...

You want a coach who holds you accountable to your growth while making space for your wholeness—so you can lead with more rhythm, less noise, and a balance of strategy and soul.

Lanny Bose

Lanny is a nerd's nerd who loves building culture by bringing people along for the ride. A former middle school history teacher and principal, Lanny has spent the last decade building software for K-12 schools and teachers. Lanny believes in the power of data to tell stories, and the power of those stories to drive change. Lanny is working to build our systems here at Legit Leader, and would love to help you build some systems of your own.

Lanny's a great coach if...

You appreciate the triumph of using a conditionally formatted a pivot table within your spreadsheet to tell a story.

They’ve got over 50 combined years of school leadership experience! Legit.

Two Hassle-Free Prices

We won’t do weird stuff like sell your (or your school’s) data.

We simply sell great leadership coaching. That’s the business.

Legit Monthly

Access to every one of our AI coaching tools.

$

20

per user,

per month

Start Your Free Trial

Leader Coach

Your everyday thought partner

Crucial Conversations Coach

Help say what needs to be said

Professional Development Coach

Invest in people, unlock potential

Onboarding Coach

Get your new folks up-to-speed

People Developer Coach

Grow your people, grow your school

Data Response Coach

Move from data to direction

Restorative Practices Coach

Strong culture means strong outcomes

Legit Yearly

Discounted price for the whole year. Two months free!

$

200

per user,

per year

Start Your Free Trial

Everything in the Monthly Plan

+

Bulk Discounts Available

When purchasing at the district level

Legit Hybrid and Human Coaching

Our Hybrid Coaching blends human coaching with AI-powered support — offering a more affordable approach to personalized development with fewer live touchpoints.

We also offer Traditional Human Coaching, which offers high-frequency support through deep, relationship-centered coaching that helps leaders reflect, grow, and lead with purpose

Contact Sales at hello@legitleader.com

Our Vision

We envision a world where leaders are equipped to advance educational equity every day.

Our Mission

At Legit Leader™, we design equity-centered tools and experiences that help leaders grow with courage, clarity, and purpose—especially in complex times. Through our AI-powered coaching platform, personalized coaching by experienced leadership practitioners, and transformative professional development, we support leaders to do what matters most: grow people, navigate challenges, and build thriving, just communities.

Rooted in our lived experience as school leaders, our work reflects the real-world demands of leadership. We bring deep expertise, humility, and a commitment to authenticity—not just in what we build, but in how we show up for the leaders we serve. By combining human insight with generative AI, we accelerate leader development, capacity, and sustainability.

legit leader

You can contact us at

hello@legitleader.com

© 2025 Legit Leader.
Legit Leader is a trademark of
Arete Leadership Group, Inc.
All rights reserved.