The Leadership League Mastermind 

Claim a braver, bolder business

You’ve got a business, and it’s a beautiful thing. 

You summoned the courage to start something new when there was a far easier path elsewhere. 

You took the risk that there were much greater rewards and impact waiting for you beyond the confines of the status quo.

You made the leap. You did the work. You made it happen. 

Even when it was hard. 

Your effort, perserverance and committment is now paying off. 

You're busy building your body of work and adding value to those you serve, all the while striving to create a better future for yourself and your family. 

You could trot along like this for years, and it would be just fine. Mostly. Probably. 

Except -- you know you're capable of more. Tremendously so. 

You're ready to step out of the shadows and bring a braver, stronger point of view forward. 

It's time to renew your commitment to yourself, your business and the people you serve, in a fundamental way. 

It's time to go beyond the latest strategy-du-jour, beyond marketing, beyond sales, beyond busywork and beyond the next bright shiny object. 

It's time to step up and claim the responsibility you've earned. To get the recognition you deserve. And to ground your work in clear, unwavering PURPOSE. 

And the best way to get there is with others. A community of ambitious, like-minded women on their own leadership journey who get it. 

That's why I created...

Leadership League Mastermind

We begin in...


How the League works:

The Leadership League is one-part leadership training, one-part private coaching, and one-part supportive mastermind community, with the express purpose of helping you level up your business by focusing on that one big, exciting B.A.M. (bold-ass move) that would seriously change the game.

The mastermind kicks off with some foundations-level work to ensure you are set up for success. Next, we'll narrow in your own personal B.A.M. -- why it's so crucial right now, and develop your action plan to realize it. 

Then you'll be off to the races, engaging in daily acts of micro-bravery and bold action to bring you closer and closer toward that goal. 

You'll be joined and championed by up to seven other ambitious, courageous women every step of the way (who know exactly how you're feeling!). 

The program will conclude with each member giving a short presentation to the group about their project (another great way to deepen and strengthen your voice) and finally with a wrap-up and celebration session at the very end of our time together. 

By the end of the Mastermind, you will be able to reflect on a period of significant action, bravery beyond what you'd likely do alone, and an attitude of 'I can do this!' along with the tangible results you'll acheive from making your B.A.M. a reality. 

And even better? You'll have made new friends who have your back and are committed to your success.

Together, we will strengthen your:


Tired of feeling unsure and trepedacious about your big ideas and what actions to take? 

We will build your confidence muscles to help you feel stronger and act braver.


There is NOTHING better than feeling the power of crystal clarity - about your message, your mission and how you want to showcase it. 

Together we'll ensure you're focusing on the right things to get the results that are most meaningful to you. 


We all have gaps that hold us back from the results we want to attain.  

We'll ensure you have the tools, skills and capacity to see your project all the way through by addressing any barriers or roadblocks up front.

Join a group of ambitious, high-performing women ready to claim a bigger vision for their work. 

Kirsten Wreggitt - Leadership League Member

"Being surrounded by a group of strong women who are challenging themselves to show up more authentically, is infectious. Seeing them step more fully into their values, their convictions, and to dare greatly around what matters, gives me courage to do the same.  

The Leadership League Mastermind is less about being taught and more about going deep into truths about ourselves we already know but need help bringing to the surface. Steph creates a space for that exploration as well as a crucible for accelerating our expression of it through action."  

~Kirsten Wreggitt, Author & Opportunity Cultivator 


Here's what to expect. And everything you get:

Enjoy an intimate mastermind experience that will create a container for growth and connection for ambitious, mission-driven entrepreneurs. 

  • > A private 1:1 session with me immediately upon acceptance to set your goals and focus for the duration
  • > 2x/monthly live Mastermind & Leadership Trainings via Zoom (10 in total)
  • > 1, 20-minute live class taught by YOU about your B.A.M. so you can showcase your growth and highlight your learnings (it's powerful, trust me)
  • > 5, 45-minute private coaching sessions with me 
  • > Private community for connection and questions 
  • > Bi-monthly Leader Work (aka homework) to help you dive deeper and apply your learnings directly to your life and business  

Private 1:1 Coaching with Stephanie 

Personalized, private support from me to help you navigate the road ahead 

Mastermind Roundtable  

Bi-monthly meetings with a group of powerhouse women ready to challenge and champion you 

Leadership Trainings

Build your leadership capacities and skills through live training sessions 

Business Office Hours

Get direct business support as you implement your new leadership skills

Idea to Action 

Bring your leadership skills to life with a special showcase session with the entire group

Tight-knit Community

Make deep, lasting relationships with a group of like-minded, thoughtful and strong women 

Powered by care & caffeine

Your League Leader

Stephanie Pollock

Hi! I’m Stephanie Pollock. 

I'm a Leadership Coach, Podcaster, and Writer, and I'm committed to helping women claim their greatness and level up their leadership. 

I’ve always been a natural leader. Mayor of my grade six classroom, captain of my field hockey and soccer teams, Vice Chair of the Board of one of our city’s biggest non-profit, steering committee member and organizer for the highly successful Women’s Leadership Forum, and head of numerous non-profit committees. 

I’ve been recognized as a Top 40 Under 40 changemaker in my region. I’ve been profiled and spotlighted in national media. I’ve completed an elite Leadership Training program, and received kudos from the governor general for my business prowess. 

Women’s leadership is at the heart of what I do. I believe that as business owners, whether we're a company of one or 100, we are all leaders (even if you've never considered yourself that before). 

In fact, I'd go so far as to say that you must be a leader if you're to truly build a business that endures. It's what I call The Leadership Imperative.

Claim a braver, bolder business. 

Tuition & Application Details:

The Leadership League Mastermind is a high-touch program designed to help you go after that one bold move that would make all the difference (you know the one...)

The League runs from February 6th to June 12, 2018. can 

Investment: Six payments of $495 CAD (less deposit)  

  Select partial and full scholarships are available on an as-needed basis. To be considered for a scholarship spot, fill out the application below including your request (partial or full) and I'll be in touch to discuss. 

If you are interested, please take a moment to apply. We will then hop on the phone and ensure this is the right fit for you. Once your spot is confirmed, you'll make an initial payment of $250 to hold your spot, and then you'll receive all program details. 

*Please note: this is a five-month active committment, not a membership subscription. You are responsible for the full tuition. 

 What results you can expect: 

  • See your most important project all way through - from idea to completion 
  • Take bolder, braver action toward the projects and ideas that matter most 
  • Step into your personal power and fill the gaps where you're currently giving it away 
  • Feel more confident in all aspects of your business 
  • Start (or amplify) using your voice to share your ideas and build your authority 
  • Build a business that aligns with your values, your highest capacity for contribution and how you want to live your life 
  • Make better decisions that align with your values (not just what's in front of you) 
  • Set stronger boundaries with grace to protect your time and your well-being 
  • Use language that lifts your message up (instead of dilutes its impact) 
  • Take action daily in support of your goals (with a renewed sense of clarity and purpose)
  • Have a tight-knit community of women committed to your growth and well-being  
Pepper Makepeace - Leadership League Member

"There's been a huge demystification for me around the concept of leadership. It's no longer tied to ideas of being an "expert" or a "thought leader" which sound icky and ego-based. But instead it's more tangible acts of love and badassery deeply rooted in our core values. 

It's about the courage and clarity required to hold ourselves accountable to those values in all areas of our lives. Looking at leadership this way has opened my eyes to my own behaviors and how much of a dis-service some of these behaviors are to me, my clients, and anything I care about. But also a new awareness to the ways that I am embracing leadership in some areas and that helps build my confidence. 

While it's broadened my view of the concept of leadership, it's also made leadership a more tangible, more actionable, and less daunting aspiration. Because it's the consistent, daily acts that count - not just the big gestures.  

The support I feel from true connection with an amazing group of women is immeasurable. I will be eternally grateful for this opportunity to be a part of this group."  

~Pepper Makepeace, Founder Small Business Sisterhood