Program Components
The Courage Circle Club offers a comprehensive program designed to help entrepreneurs overcome self-doubt and build courage.
Program Overview
The Courage Circle Club is a transformative program designed to help entrepreneurs overcome self-doubt, imposter syndrome, and fear of failure that often hold them back from taking necessary risks and reaching their full potential.
Through peer-led circles and vulnerability-centered workshops, participants develop the courage to make bold moves in their businesses and lives.
Unlike traditional business programs that focus primarily on strategies and tactics, Courage Circle Club addresses the inner psychological barriers that prevent entrepreneurs from implementing what they already know.
Participants emerge with not only greater self-confidence but also practical tools for managing fear, making decisions despite uncertainty, and taking calculated risks.

Program Components
Our comprehensive program includes six key components designed to build courage and confidence.

Peer-Led Courage Circles
Small groups of entrepreneurs who meet regularly to share challenges, fears, and bold moves in a confidential setting. These circles create psychological safety for authentic sharing and mutual support.
- Bi-weekly meetings with 6-8 entrepreneurs
- Facilitated by trained peer leaders
- Structured sharing and feedback protocols
- Confidential and judgment-free environment

Vulnerability Workshops
Interactive sessions focused on embracing vulnerability as a strength rather than a weakness. Participants learn to identify and challenge the inner critic, practice authentic communication, and build courage through incremental risk-taking.
- Monthly 3-hour interactive workshops
- Led by expert facilitators
- Practical exercises and role-playing
- Available in-person and online

Courage Coaching
One-on-one sessions with experienced coaches who specialize in helping entrepreneurs overcome fear and self-doubt. Coaches provide personalized strategies and accountability for taking bold action.
- Optional add-on to the core program
- 60-minute sessions with certified coaches
- Personalized action plans
- Available virtually or in-person

Bold Move Challenges
Structured challenges that encourage participants to take specific courageous actions in their businesses. These incremental steps build confidence and create momentum for bigger bold moves.
- Weekly micro-challenges
- Monthly major challenges
- Peer accountability system
- Celebration of completed challenges

Courage Toolkit
A comprehensive set of resources including fear-management techniques, decision-making frameworks for uncertainty, and practices for building self-trust. The toolkit provides practical strategies for everyday courage.
- Digital resource library
- Downloadable worksheets and templates
- Audio guided practices
- Curated reading and resource lists

Digital Community
An online platform where members can connect between in-person meetings, share their bold moves, celebrate wins, and receive support during challenging moments. The community extends the support network beyond scheduled sessions.
- Private online community platform
- Moderated discussion forums
- Resource sharing
- Virtual events and meetups
Program Details
Everything you need to know about joining the Courage Circle Club.
- 6-month program duration
- Bi-weekly Courage Circle meetings
- Monthly workshops
- Optional one-on-one coaching
- Ongoing digital community access
- Entrepreneurs at any stage
- Business owners seeking growth
- Professionals facing self-doubt
- Individuals ready for change
- Commitment to participation
- $600 for 6-month program
- Includes all circle meetings
- All workshops and materials
- Digital community access
- Scholarships available
- Online via secure platform
- Calgary location (will be communicated later)
- Hybrid approach available
Pilot Program
We're launching our pilot program in Calgary. Join us as we refine and perfect the Courage Circle experience.
Fall 2025 Pilot Cohort
Limited to 12 participants
Program Details
- Start Date:September 2025
- Duration:4 months
- Format:Hybrid (Online & In-person)
Application Process
- Applications Open:July 2025
- Application Deadline:August 2025
- Selection Process:Interview
Pilot Program Benefits
Pilot participants receive a 30% discount on the regular program price and will have the opportunity to shape the future of Courage Circle Club. Detailed schedule and curriculum will be provided upon acceptance.
Location
All in-person sessions will be held at our Calgary location: 2360 Portland St, SE, Calgary, Alberta. Online sessions will be conducted via our secure virtual platform.
Winter 2026 Cohort
Limited to 16 participants
Key Dates
- Start Date:January 2026
- Application Deadline:November 2025
Program Format
- Duration:6 months
- Format:Hybrid (Online & In-person)
Early registration discount: Register before October 31, 2025 and receive a 15% discount on the program fee.
Spring 2026 Cohort
Limited to 20 participants
Key Dates
- Start Date:April 2026
- Application Deadline:February 2026
Program Format
- Duration:6 months
- Format:Hybrid (Online & In-person)
Group discount: Register 3 or more participants from the same organization for a 20% discount.
Full Program Launch
Our complete program schedule and enrollment details will be announced following our pilot phase. Join our waitlist to be the first to know when registration opens.
Join WaitlistLead With Courage, Not Fear
Join our next cohort to break through self-doubt and embrace the bold moves that will take your business to the next level.