Courageous Conversations: Bridges to Belonging with Cassi Mackey, M.Ed.

from $10.00

Courageous Conversations: Bridges to Belonging

with Cassi Mackey, M.Ed.

Date: March 7th, 2026
Time:9:00am - 10:30am MT
Format: Synchronous Virtual Event (90 minutes)
Investment: $10-25 Sliding Scale

What You'll Discover

The silence in your staff room is louder than you think.

You know the tension. The concern everyone feels but nobody names. The feedback that gets whispered in parking lots instead of spoken in the light.

Here's the uncomfortable truth: You can't have real belonging without courageous conversation.

Because belonging isn't just about feeling welcome when everything's easy. It's about knowing you can speak truth—even difficult truth—and still have a place at the table.

In this engaging 90-minute shared inquiry, Cassi Mackey—former Montessori charter school principal, leadership coach, and guide to school leaders across the country—will facilitate an exploration of how to integrate open and honest communication into the culture of a Montessori school.

This isn't a lecture. This is a conversation where your voice matters.

You'll Walk Away With:

Practical Frameworks - Clear strategies for facilitating difficult conversations with clarity, courage, and care

Environmental Preparation - Understanding how leaders can prepare the adult environment so that all voices are heard and belonging is strengthened

Psychological Safety Skills - Tools for creating cultures where raising concerns is not only safe, but expected, practiced, and valued

Relationship Preservation - Methods for navigating tension while maintaining and even strengthening relationships

Immediate Application - Shared agreements you can establish in your community right away to support respectful, honest communication

Community Connection - Learn alongside fellow New Mexico Montessori educators navigating the same challenges

Perfect For:

  • School leaders preparing to address unspoken tensions in their communities

  • Administrators supporting the development of courageous conversation cultures

  • Teachers who see problems but don't know how to speak up safely

  • Leadership teams wanting to model the honest, respectful communication we hope children will learn

  • Anyone committed to Montessori communities where truth and trust go hand in hand

About Cassi Mackey, M.Ed.

Cassi Mackey brings a rare combination: deep Montessori roots, practical school leadership experience, and a profound commitment to equity and transformation.

Her Journey:

  • Montessori Educator - Former Montessori teacher who remembers the daily reality of classroom life

  • School Leadership - Former Montessori charter school principal who has navigated real tensions in real schools

  • Leadership Coach & Consultant - Over 30 years guiding schools and leaders in building thriving, inclusive communities

  • AMS Accreditation Commissioner - Ensuring quality and integrity across Montessori programs

  • AMI Administrator Trainer - Preparing the next generation of Montessori school leaders

  • Leadership Guide - Supporting Montessori teacher education programs in developing strong leaders

  • Equity Leadership - Graduate of the AMS Anti-Bias Anti-Racist Certification Program and the Public Montessori in Action Coaching Course

  • Global Montessori Contributor - Active member of AMI's Voices of Educateurs sans Frontières

  • Mentor - Works with the Greenspring Center for Lifelong Learning, supporting aspiring leaders in cultivating confidence, clarity, and compassion

Her Expertise:

Cassi has shared her knowledge nationally through keynote presentations, podcasts, and contributions to Montessori publications. She has worked across public, private, and charter Montessori settings, giving her unique insight into the challenges leaders face in diverse educational contexts.

Her Mission:

At the heart of Cassi's work is a profound belief in the promise of Montessori education to shape a more just and peaceful world. She is passionately devoted to serving the greater Montessori community by helping to grow courageous, visionary leaders and nurturing educators who honor the potential in every child. Through her coaching, mentorship, and collaboration, Cassi empowers adults to lead with authenticity, purpose, and love—for the children of today and the world of tomorrow.

Spots are limited to ensure an intimate, interactive experience. Our New Mexico Montessori community is showing up—will you join us?

Our Cancellation & Refund Policy — Montessori Network of New Mexico

We know life can throw you a curveball! If your plans change, here’s how we’ll work with you to make things right:

For Live & Virtual Courses

  • If you cancel 14+ days before your course starts: You’ll get your money back, minus a small admin fee to cover our processing costs.

  • Cancel 7–13 days before: You’ll get half of your course fee refunded.

  • Less than 7 days before: We can’t offer refunds — but you can request a credit to use on another course within one year. We’d love to see you at a future event!

Can’t Attend? Send a Friend!

Absolutely! If you can’t make it, send someone in your place at no extra cost. Just email us at least 48 hours before your course to let us know.

If You Don’t Show Up

If we don’t hear from you beforehand and you miss the class, we can’t offer refunds or credits. Please let us know if something comes up so we can help!

If We Need to Cancel

If we need to cancel a course (for example, due to low enrollment or an emergency), you’ll receive a full refund — or we’ll help you transfer your registration to another date that works for you.

📧 To cancel, request a refund, credit, or send a friend:
Just email us at
info@nmmontessori.org with your name, course info, and order number. We’re here to help!

REGISTER NOW

Montessori Network of New Mexico Reading Roundtable

Building courageous, visionary leaders for the children of today and the world of tomorrow.

Pricing:

Courageous Conversations: Bridges to Belonging

with Cassi Mackey, M.Ed.

Date: March 7th, 2026
Time:9:00am - 10:30am MT
Format: Synchronous Virtual Event (90 minutes)
Investment: $10-25 Sliding Scale

What You'll Discover

The silence in your staff room is louder than you think.

You know the tension. The concern everyone feels but nobody names. The feedback that gets whispered in parking lots instead of spoken in the light.

Here's the uncomfortable truth: You can't have real belonging without courageous conversation.

Because belonging isn't just about feeling welcome when everything's easy. It's about knowing you can speak truth—even difficult truth—and still have a place at the table.

In this engaging 90-minute shared inquiry, Cassi Mackey—former Montessori charter school principal, leadership coach, and guide to school leaders across the country—will facilitate an exploration of how to integrate open and honest communication into the culture of a Montessori school.

This isn't a lecture. This is a conversation where your voice matters.

You'll Walk Away With:

Practical Frameworks - Clear strategies for facilitating difficult conversations with clarity, courage, and care

Environmental Preparation - Understanding how leaders can prepare the adult environment so that all voices are heard and belonging is strengthened

Psychological Safety Skills - Tools for creating cultures where raising concerns is not only safe, but expected, practiced, and valued

Relationship Preservation - Methods for navigating tension while maintaining and even strengthening relationships

Immediate Application - Shared agreements you can establish in your community right away to support respectful, honest communication

Community Connection - Learn alongside fellow New Mexico Montessori educators navigating the same challenges

Perfect For:

  • School leaders preparing to address unspoken tensions in their communities

  • Administrators supporting the development of courageous conversation cultures

  • Teachers who see problems but don't know how to speak up safely

  • Leadership teams wanting to model the honest, respectful communication we hope children will learn

  • Anyone committed to Montessori communities where truth and trust go hand in hand

About Cassi Mackey, M.Ed.

Cassi Mackey brings a rare combination: deep Montessori roots, practical school leadership experience, and a profound commitment to equity and transformation.

Her Journey:

  • Montessori Educator - Former Montessori teacher who remembers the daily reality of classroom life

  • School Leadership - Former Montessori charter school principal who has navigated real tensions in real schools

  • Leadership Coach & Consultant - Over 30 years guiding schools and leaders in building thriving, inclusive communities

  • AMS Accreditation Commissioner - Ensuring quality and integrity across Montessori programs

  • AMI Administrator Trainer - Preparing the next generation of Montessori school leaders

  • Leadership Guide - Supporting Montessori teacher education programs in developing strong leaders

  • Equity Leadership - Graduate of the AMS Anti-Bias Anti-Racist Certification Program and the Public Montessori in Action Coaching Course

  • Global Montessori Contributor - Active member of AMI's Voices of Educateurs sans Frontières

  • Mentor - Works with the Greenspring Center for Lifelong Learning, supporting aspiring leaders in cultivating confidence, clarity, and compassion

Her Expertise:

Cassi has shared her knowledge nationally through keynote presentations, podcasts, and contributions to Montessori publications. She has worked across public, private, and charter Montessori settings, giving her unique insight into the challenges leaders face in diverse educational contexts.

Her Mission:

At the heart of Cassi's work is a profound belief in the promise of Montessori education to shape a more just and peaceful world. She is passionately devoted to serving the greater Montessori community by helping to grow courageous, visionary leaders and nurturing educators who honor the potential in every child. Through her coaching, mentorship, and collaboration, Cassi empowers adults to lead with authenticity, purpose, and love—for the children of today and the world of tomorrow.

Spots are limited to ensure an intimate, interactive experience. Our New Mexico Montessori community is showing up—will you join us?

Our Cancellation & Refund Policy — Montessori Network of New Mexico

We know life can throw you a curveball! If your plans change, here’s how we’ll work with you to make things right:

For Live & Virtual Courses

  • If you cancel 14+ days before your course starts: You’ll get your money back, minus a small admin fee to cover our processing costs.

  • Cancel 7–13 days before: You’ll get half of your course fee refunded.

  • Less than 7 days before: We can’t offer refunds — but you can request a credit to use on another course within one year. We’d love to see you at a future event!

Can’t Attend? Send a Friend!

Absolutely! If you can’t make it, send someone in your place at no extra cost. Just email us at least 48 hours before your course to let us know.

If You Don’t Show Up

If we don’t hear from you beforehand and you miss the class, we can’t offer refunds or credits. Please let us know if something comes up so we can help!

If We Need to Cancel

If we need to cancel a course (for example, due to low enrollment or an emergency), you’ll receive a full refund — or we’ll help you transfer your registration to another date that works for you.

📧 To cancel, request a refund, credit, or send a friend:
Just email us at
info@nmmontessori.org with your name, course info, and order number. We’re here to help!

REGISTER NOW

Montessori Network of New Mexico Reading Roundtable

Building courageous, visionary leaders for the children of today and the world of tomorrow.

Frequently Asked Questions

About the Event

Q: Is this a lecture or interactive discussion?

A: This is a shared inquiry, not a traditional presentation. Cassi will facilitate interactive dialogue and guided reflection. You'll engage with pre-session materials to establish common ground, allowing your time together to focus on meaningful conversation, questions, and learning from each other. Come prepared to participate, share, and connect with fellow educators.

Q: Will this be recorded?

A: Yes! If you can't attend live, you'll receive access to the recording. You can also submit questions in advance that Cassi will address during the session.

Q: What platform will we use?

A: We'll be meeting via Zoom. Access links will be provided upon registration.

Q: What preparation is needed?

A: You'll receive a pre-session reading or short video upon registration. Engaging with it beforehand will enrich your experience and establish common understanding for our dialogue, though it's not required. If possible, bring your questions and real scenarios from your school context to inform the conversation.

Q: I'm right in the middle of navigating difficult staff dynamics. Is the timing right?

A: Perfect timing! This session is designed to help you build the skills and frameworks you need to navigate these situations with more clarity, courage, and care. The insights you gain could change how you approach the rest of the year.

About the Investment

Q: Why sliding scale pricing?

A: We believe every educator deserves access to excellent professional development, regardless of their school's budget. Choose the price that works for your situation—$10, $15, $25. This is about strengthening our community, not gatekeeping knowledge.

Q: How does this compare to other professional development?

A: Leadership development workshops typically run $200-500 plus travel. Academic conferences cost $300-800 plus hotels and flights. This is 90 minutes with an experienced Montessori leader, coach, and equity-focused educator for the cost of a lunch out.

Q: Is this CEU-eligible?

A: Please check with your specific licensing body. We provide certificates of attendance upon request.

About the Content

Q: We already have too many initiatives. Will this add more to our plate?

A: Absolutely not! This is about building the cultural foundation that makes all your other initiatives more effective. When your school has the skills for courageous conversation, everything else—curriculum implementation, equity work, community building—becomes more possible. Cassi will show you how to work with what you already have, not add another program.

Q: What if I've never facilitated a difficult conversation before?

A: Perfect! Cassi specializes in making these practices accessible and practical for educators at all experience levels. Courageous conversation is a skill, not a personality trait—it can be learned and practiced. No specialized background required.

Q: I'm new to Montessori leadership. Is this appropriate for me?

A: Yes! While the content is rooted in Montessori observation practices and principles, Cassi explains concepts clearly for anyone interested in building cultures of honest, respectful dialogue. Whether you're a new teacher, experienced administrator, or somewhere in between, you'll find value here.

Q: What if the tensions at my school feel too big or too complicated?

A: That's exactly why this session matters. Cassi has worked with schools navigating significant challenges across public, private, and charter settings. She understands complexity. This session will give you frameworks and starting points—you don't need to solve everything at once, but you do need to know where to begin. The community dialogue will also help you see you're not alone in facing difficult situations.

Q: Will this help with specific situations—like a conflict between staff members or tensions with parents?

A: Yes. While Cassi won't address individual situations during the session (to protect everyone's privacy), the frameworks and skills you'll explore apply directly to real conflicts and tensions. You'll learn how to prepare environments for these conversations, how to facilitate them, and how to preserve relationships through them. Many participants find that the session gives them clarity on situations they've been avoiding.

Q: How is this different from communication or conflict resolution training?

A: Cassi bridges Montessori observation and environmental preparation practices with equity-centered frameworks for dialogue. This isn't generic corporate training—it's grounded in Montessori philosophy while honoring the reality that our schools must navigate difficult conversations about race, equity, power, and belonging. It's both deeply Montessori and courageously contemporary.

Q: What if my school culture isn't ready for honest conversations?

A: Then this session is especially important for you. Culture doesn't change by accident—it changes when leaders decide to prepare the environment differently. You'll learn exactly how to start shifting your culture, even if it feels like you're starting from scratch. Small, intentional steps matter more than perfect conditions.

About Community & Participation

Q: Is this only for New Mexico educators?

A: While we're centering our New Mexico Montessori community, anyone is welcome to join! We believe the conversations will be enriched by diverse perspectives and contexts.

Q: Can I bring a colleague or share the link?

A: Each person needs their own registration and will receive their own link, but we strongly encourage learning teams to participate together. When leadership and classroom teachers have shared understanding of these practices, implementation is much stronger.

Q: Should administrators and teachers attend together?

A: Absolutely! When leadership and classroom educators engage with these frameworks together, everyone wins. You'll develop shared language, shared commitments, and shared courage for the work ahead. Consider registering your whole leadership team.

Q: What if I have a specific question for Cassi?

A: You can submit questions in advance when you register, and there will be Q&A time during the session. Cassi is also available for individual school coaching if you'd like deeper support—reach out to us for more information.

Q: Will I have opportunities to connect with other participants?

A: Yes! This is a shared inquiry, which means you'll engage in dialogue with fellow educators. Many participants report that the connections they make and the perspectives they hear from colleagues are some of the most valuable parts of the experience.

Technical Questions

Q: What if I have technical difficulties?

A: Technical support information will be provided with your registration confirmation. Plus, you'll have access to the recording if anything goes wrong during the live session.

Q: Can I access this from my phone or tablet?

A: Yes, though we recommend a computer or laptop for the best experience, especially if you want to engage fully in the dialogue and access any materials Cassi shares during the session.

Q: What if my internet connection is unreliable?

A: The recording will be available to all registrants, so you won't miss content due to connectivity issues. However, we encourage you to join live if at all possible—the real-time dialogue is where the magic happens.

Still Have Questions?

Email us at [info@nmmontessori.org] - we read and respond to every message.

Ready to Build a Braver School Culture?

Join fellow Montessori educators for this unique opportunity to develop the skills and courage your school needs.

The conversations your school isn't having? They're happening anyway—in parking lots, in people's heads as they drive home wondering if they should say something.

It's time to bring them into the light.

Cassi will show you how.

Montessori Network of New Mexico Reading Roundtable

Building courageous, visionary leaders for the children of today and the world of tomorrow.