Transformational Leadership Circle

A COMMUNITY FOR ACCOMPLISHED LEADERS READY TO EXPAND THEIR IMPACT, INFLUENCE, AND PURPOSE ON THE PLANET

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WHERE TRANSFORMATION + LEADERSHIP MEET

Welcome to our circle.

Transformational Leadership Circle is an exclusive community comprised of a select group of high-achieving, influential leaders desiring a more refined approach to leadership. Each individual brings unique experiences, triumphs, and challenges to the group—creating a potent space to learn, grow, and shift perspectives.

You will sit among other accomplished experts ready to do what it takes to reach their next level, deepen their understanding of leadership, and leave a lasting mark on the world. Because society is evolving—our ways of being as leaders must, too.

What Got You Here Won’t Get You Where You’re Going

The leadership ecosystem is experiencing vast shifts in expectations and demands. What was once enough to be considered a “good leader” is no longer. Leaders are frustrated, exhausted, unfulfilled, and searching for new ways of influencing their teams, work, organizations, and clients.

You want an aligned approach that leaves space for autonomy, and encourages expansion. You’re ready for deeper meaning, greater impact, and a leadership shake-up. You know there’s more available to you, but to reach it, you must shift how you show up.

This is that shift. Pull up a chair, and we’ll meet you in our circle.

You’re Being Called To Transformational Leadership Circle If…

  • You consider yourself a leader, a person of influence, or an expert

  • You’re ready to increase your joy, inner peace, confidence, and presence

  • You feel powerful and influential but crave more passion and purpose

  • You’ve accomplished a lot but are always looking for ways to refine, expand, and increase your impact

  • You desire a deeper understanding of life and your role in it

  • You believe in the power of collaboration and shared experiences and want to broaden your professional network intentionally

  • You’re seeking community among leaders, high performers, and influencers that inspire you, challenge you, and nourish you

  • You know there’s more available to you and are ready for an outside expert to walk with you in your pursuit of it

  • You understand the value of like-minded community

  • You feel the weight of leadership at a time when it looks and feels like the whole world—or your corner of it—is falling apart

Combining Personal and Professional Growth…

ALL OF YOU IS WELCOME HERE

Some challenges and changes we can address include:

  • Corporate reorganization

  • Mergers & Acquisitions

  • Divorce and infidelity

  • Diagnosis and death

  • Sabbaticals and parental leaves

  • Recurring patterns and seeming blindspots

  • Culture transformation

  • Exit Strategies

  • Aging parents

  • Isolation and loneliness

  • Feeling stuck or unfulfilled

  • Existential dread or extreme boredom

As a powerful leader, you are not alone in these challenges, and navigating these transitions among like-minded peers, with the guidance of an expert, can lead to a greater sense of peace, inner calm, and a deeper understanding of what path is right for you.

And If You’re Like Most Leaders —

YOU’VE ALREADY TRIED SOLVING THESE ISSUES WITH

  • Personal development books

  • Lunch and learns

  • An executive or life coach

  • Leadership podcasts

  • Traditional therapy

  • Retreats

It’s Not You —

IT’S THE OUTDATED APPROACHES AND STRATEGIES

There’s a reason none of those approaches got you where you wanted to be. They’re outdated. They lack depth. They don’t consider the whole person. They have a self-contained approach to leadership and personal development. Simply put: It’s not you, it’s them.

You don’t need more, you need different.

“Lola is fearless. She has a gift for sparking discussion around challenging topics, and does so with an open heart and an open mind. Her willingness to speak her truth in turn helps others feel comfortable to do the same.”

Katie RischKATIE RISCH, CHIEF MARKETING OFFICER, BASIS TECHNOLOGIES

“She’s so powerful. The way that she articulates her message brings it into such real relatable terms that you’re able to bring it back to yourself. She makes it so accessible. She’s so open, vulnerable, honest, and transparent… She takes down all of the walls & barriers and creates connection so that people feel safe & that their doors have been opened because they feel so safe.”

Ashley RollsASHLEY ROLLS, CONTENT LEAD, BONFIRE

“Do not miss the opportunity to be in the presence of Lola Wright and her incredibly powerful spirit. She is articulate, funny, passionate, and devoted to expanding our collective consciousness through a spiritual lens. She is as gentle as she is powerful, and I’ve never met a more generous and open-hearted soul. Lola = Love.”

ANNMARIE CHERESO, FOUNDER, BRING IT! HOME

“Lola combines her passion, power, and creativity to support people in stepping into the best version of themselves. She relies on her experience as a transformational leader to guide other leaders on their journey to getting the most out of their teams…easefully.”

Gentzy FranzGENTZY FRANZ, FOUNDER, LIGHTLY

“She helps me see what I’m not looking for. I tend to see what I expect to see and with Lola, she has this ability to bring an unexpected vision that allows me to see desires and intentions that I didn’t realize had always been there.”

Nanci GaroonNANCI GAROON, HR DIRECTOR, BASIC WIRE & CABLE

Introducing:
Transformational Leadership Circle

THE NEXT STEP IN YOUR LEADERSHIP EVOLUTION

This 9-month journey was created to help today’s leaders live and lead from a new way of being. Made specifically for people desiring a like-minded community prioritizing high achievement and influence, Transformational Leadership Circle combines expert coaching and facilitation in a top-tier environment.

Because it is community-oriented, you will not only have access to Lola—a business and leadership expert—but you’ll gain access to a diverse group of successful leaders, forming your personal board of directors and expanding your understanding of what it means to lead.

Hey Friend — I’m Lola

3X FOUNDER, SPEAKER, THOUGHT LEADER

With extensive experience as a successful entrepreneur, CEO, corporate speaker, executive coach, and advisor to some of the world’s top business leaders, I understand the many challenges leaders face in and out of the workplace. When you pair that with a multitude of personal experiences—navigating motherhood as a single mom, surviving and then repairing a volatile relationship, operating multiple businesses with my husband, leading a large and unusually diverse spiritual community—you get someone uniquely positioned to help people navigate the nuances of today’s challenging world.

What I’m offering here is unlike any group experience or 1:1 coaching you’ve ever experienced. Where others rest wholly on logic and academia, my approach is results-oriented, high-octane, honest, and profoundly practical. You will be challenged. You will be seen. And you will come out the other side with clarity around your leadership style, profound gratitude for your evolution, a strong network of like-minded leaders, and a new way of perceiving reality.

I can’t wait to meet you in the circle.

A Glimpse At What You’re Getting

THE LOGISTICS

3 Individual Laser Coaching Calls

  • 30-minute kickoff call
  • 60-minute midpoint call
  • 30-minute completion call

An Intimate, Focused Group

  • 15 participants max
  • Collaborate with your peers
  • Your very own board of directors

Expertise & Innovation

  • Decades of facilitation and leadership experience
  • Credentials from the world’s most influential institutions
  • Endless personal experience of transformation

Monthly Group Sessions (3 hrs)

  • Immersive and experiential practice
  • Personal and professional coaching
  • Results oriented action plans designed with you

Weekly Partner Calls (30 min)

  • Connect with a learning partner
  • Call format provided
  • Show up, get support

Worksheets & Resources

  • Proprietary methods and tools
  • Downloadable resources

Two Group In Person Deep Dive Days

  • Personalized attention
  • Customized action plan
  • Strengthen relationships with your peers

Private Community

  • Members only online community
  • Easily connect with your peers
  • On the spot and on demand coaching
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Enrollment

The current cohort of Transformational Leadership Circle is full.

Join the waitlist to be the first notified when the next round opens.

Enrollment is limited and each group is carefully curated.

Frequently Asked Questions

No. This is a highly-selective group of high-performers devoted to their leadership evolution. Because these groups are kept small, we are incredibly intentional about participants. After applying, we will review your application and email you about our decision and your next steps.

This is a high-level, immersive experience designed for leaders who are fully committed to their evolution. This is not a passive program. It requires presence, engagement, and a willingness to be coached, challenged, and stretched beyond your current way of being.

As a participant, you agree to:

  • Prioritize attendance for all sessions – Monthly group meetings are foundational to this work. To maintain group integrity, participants are expected to attend all sessions in full. Two excused absences are permitted in extreme circumstances.
  • Attend two in person deep dive group sessions in Chicago – The depth of this experience is built through trust and connection. These in person gatherings are required, as they provide the immersive environment needed for lasting transformation.
  • Engage fully in group discussions and exercises – This is not a lecture series. You are expected to show up ready to participate, share openly, and support your fellow participants.
  • Maintain confidentiality – This is a sacred space for deep personal and professional work. What is shared within the circle stays within the circle. Meetings are not recorded for this reason.
  • Meet regularly with a learning partner – You’ll be paired with another participant for weekly 30-minute check-ins to integrate insights and stay accountable.
  • Commit to personal reflection and practice – Expect to dedicate at least 1-2 hours per week outside of meetings to self-inquiry, reflection, and practice.
  • Be willing to challenge old patterns and expand into a new way of leading – This experience requires a whole-body yes to being coached, stretched, and held accountable in a way that fosters true transformation.
  • Nine months of immersive leadership development
  • Monthly 3-hour group Zoom sessions
  • Two in-person, day-long deep dives in Chicago
  • Weekly 30-minute calls with your learning partner
  • 1-2 hours per week of personal integration and reflection
  • Weekly contribution to community Slack channel
We need a good chunk of time to move through enough of your life and practice the principles you’ll learn. Nine months seems to be the sweet spot for this type of transformation—allowing plenty of time to evaluate, reflect, practice, and implement.
While 3 hours may feel like a long time, these sessions will fly by quickly. You’ll have just the right amount of time to create meaningful connections among the group without feeling rushed. You will also dig into the Lola Wright framework. We are not looking for short-term results, we are looking to develop long-term changes (aka a shift in consciousness). Think of this as time you block out as an investment in yourself. Enough of your life is quick hit. This isn’t that—on purpose.

Yes, and you will be glad you made it. The potency of this group is generated by the intimacy established among participants. This concentrated time enables the group to develop a sense of trust that will support our work. So much of our lives occurs like a drive-through experience. The integration of our work together is supported by time together.

This experience is most powerful when you commit fully to the journey. If an emergency arises, you may miss up to two sessions, but you are expected to stay engaged, check in with your learning partner, and integrate the work.

The in person deep dives cannot be missed as they are foundational to the experience.

Sessions will be recorded for the benefit of AI notetaking and shared only with the participants in your cohort. This is a high-profile group of human beings exploring confidential and private matters, both personally and professionally. To protect the integrity and trust in this sacred space, we require confidentiality from all participants.

If you are unable to commit to all of the meeting dates once published, note your conflicts in your application for discussion during the application process.

  • $9,900 paid in full
  • $10,800 with a structured payment plan (available for a limited time)
  • No refunds once the program begins.

No, you don’t have to wait. My experience leading in both large corporate environments and bootstrapped businesses has proven that effective leadership grows from a strong inner foundation paired with intentional action. Transformational Leadership Circle is designed to complement your current network by:

  • Integrated Growth: Focusing on deep personal transformation while also addressing tactical challenges with purpose.
  • Real-World Insight: Leveraging proven strategies from diverse leadership settings to help you gain clarity and operate with greater intentionality.
  • Complementary Value: Enhancing the benefits you receive from EO, YPO, or other masterminds without duplicating them—elevating your overall leadership effectiveness.

Transformational Leadership Circle is built to deliver both. Here are some considerations:

  • Dual Approach: We don’t shy away from tactics—instead, we pursue them with deliberate focus, ensuring that every action is rooted in a clear vision and aligned values. Think of tactical support as addressing the “what” of your business challenges, while transformational coaching addresses the “why” behind your decisions. Combining both can lead to a more balanced and effective leadership approach.
  • Foundational Clarity: Recurring challenges suggest deeper alignment issues. Our integrated coaching helps address the “why” behind your decisions, leading to more sustainable solutions.
  • Experience-Driven Guidance: My background in both corporate leadership and entrepreneurial ventures ensures that the support you receive is both strategic and actionable, tailored to meet immediate needs while building long-term capacity.
  • Amplify Tactical Effectiveness: Transformational Leadership Circle is designed for leaders aiming for profound, lasting change. When you lead from a place of deep clarity and purpose, the inner work provided by this space will amplify the effectiveness of any tactical strategies you implement.

This is for leaders who are:

  • Fully committed to their personal and professional evolution
  • Ready to do deep, challenging, and transformative work
  • Open to being coached and held accountable
  • Willing to be vulnerable and explore new ways of leading
  • Excited to build meaningful relationships with like-minded leaders

This is not for those who:

  • Are looking for quick fixes or surface-level leadership strategies
  • Prefer passive learning without active participation
  • Are unwilling to be coached, challenged, or held accountable
  • Cannot attend the in person deep dives or actively engage in the group process

Before you accept our invitation to join, please be sure you have a whole-body yes to each of these commitments.

Your Evolution Has Only Just Begun

If you’ve made it this far, I trust that you’re committed to becoming the best leader, partner, friend, and human being you can be. I trust you know what is best for you, and I encourage you to consider where and who you want to be nine months from now. Transformational Leadership Circle is not for everyone—but those who feel called to do the work will experience profound shifts in their reality that only happen when we open ourselves up to a new way of being.

This is your invitation for exactly that. I look forward to supporting you.

Let’s work together.