Courageous Leadership Masterclass & Retreat

Courageous Leadership Masterclass & Retreat

Elevate Aviation presents Courageous Leadership Masterclass & Retreat with executive coach Jenn Lofgren and keynote speaker Rachel Mielke.

Please join us from April 28-May 1, 2022 in Kelowna, British Columbia, for a weekend filled with leadership learning, self awareness activities, wine tours, jewellery designing with Hillberg & Berk, networking, and connecting with women in aviation all across Canada.

Our goal is that everyone who attends makes new connections, unwinds, and walks away with valuable knowledge, new skills, and a renewed positive outlook – and has a blast doing it!

With space for only 50 women, we promise, you do not want to miss out!

“There’s a powerful transformational effect when you surround yourself with like-minded people.” – Po Bronson


The Courageous Leadership Masterclass and Retreat is now sold out for 2022. We are sorry you missed it! If you would like to join the waitlist please fill out the form at the bottom of the page. 

Important Information

Dates: April 28 – May 1, 2022

Location: Prestige Beach House | Kelowna, British Columbia

Price: $550 per person

Price Includes:

  • Welcome Reception with hors d’oeuvres, drink tickets, and guest speaker Stephen Jones, CEO of Flair Airlines
  • 3 breakfasts
  • 2 lunches
  • 2 dinners
  • Welcome gift
  • Courageous Leadership Masterclass with Executive Coach Jenn Lofgren
  • Keynote speaker Rachel Mielke, CEO of Hillberg & Berk
  • Okanagan Valley Wine Tour
  • Jewellery design activity with Hillberg & Berk
  • Invitation to private Facebook group for attendees

Not Included in Price:

  • Hotel accommodations (retreat guests receive special rates from $168-$196 per room per night at the Prestige Beach House – see details below for booking information and room sharing options)
  • Flights to / from Kelowna
  • Airport transportation
  • Any extra-curricular activities not included in the retreat schedule

Hotel Information and Booking

The Prestige Beach House is located directly across from Kelowna’s famous Hot Sands Beach and just two blocks from the main downtown hub at 1675 Abbott Street in Kelowna, BC.

The property was completely renovated in 2017 and all guestrooms received new beachy-themed decor, linens, drapery, and furniture.

With 67 rooms, a swimming pool and hot tub, fitness centre, a restaurant, and meeting space, the Beach House offers everything we need.

Room Types:

  • 1 King – $196
  • 2 Queens w/ Sofa Bed – $196
  • 2 Queens – $175
  • 1 Queen – $168

*All rates are before taxes and based on double occupancy. The prices are per room, per night. Hotel parking is available for $7 per night. 

Room bookings must be done directly with the hotel by March 28, 2022. To book call (250)860-7900 using the requested dates and group code 3190. 

Want to save money? We encourage guests to pair up with another guest to share the cost of the hotel room. If you would like Elevate Aviation to match you with a roommate for the weekend, please fill out the contact form at the bottom of this page and let us know! There are a limited number of rooms available with two beds, so don’t wait to book!

Event Speakers

Jenn Lofgren

Founder | Executive & Leadership Coach | Facilitator | Speaker

As a Master Certified Coach, Jenn specializes in Leadership & Executive Coaching. While this is her specialty, she doesn’t believe in one-size fits all coaching. Real people simply don’t work that way. She is recognized for taking a thoughtful and comprehensive approach to coaching and development planning. She partners with high achievers to help them identify and work through the root cause of their challenges – not just the symptoms. She does this by helping leaders accept where they are right now, uncovering their limiting beliefs and fears, understanding what they want next, and then challenging them to make courageous choices.

With over 15 years experience in coaching, mentoring, gap analysis, and strategic development, Jenn’s insatiable drive to learn new concepts allows her to provide expertise in the bigger picture of leadership paired with the nuances of your organizational context.

Rachel Mielke

Founder and CEO of Hillberg & Berk

Rachel Mielke, CEO and founder of Hillberg & Berk, is passionate about creating beautiful jewellery, and empowering women in the process. Her Regina-based luxury jewellery company’s success story is about more than making money; it’s focused on helping make a difference in the world – one sparkle at a time.

Through determination, hard work and business savvy, the Saskatchewan-born entrepreneur was able to take a few beads and a dream and transform them from a one-woman, kitchen-table-based operation into a multi-million-dollar company, with a large staff, housed in a spacious, world-class facility. Along the way, Rachel has inspired, supported and encouraged women to also find their sparkle.

Courageous Leadership Masterclass Description
Program Overview

This 3 session program is aimed at cultivating the mindset for effective leadership. Leadership skills and techniques are useful, but there is no short cut to greatness. It takes deeper developmental work.

Leadership is uncommon sense because most do not undertake this work as a lifelong discipline. It is more common to toss coins at the surface and “wish for something else.”

Leadership is connected with the deepest parts of ourselves. It has much more to do with character, courage, and conviction than it does with specific skills or even competencies. Leadership requires wisdom, self-knowledge, and the development of our character at psychological levels.

Leadership development is long-term because systems do not change quickly—especially our systems of thinking. No matter how much we are addicted to the quick fix, all of the available evidence tells us that change is hard and long—whether we are changing our organization or our consciousness.

To become masterful at anything, from a sport to the practice of law, a regular discipline of learning and practice is necessary. The same is true of leadership. The payoff comes with long-term attention. Courage, character, compassion and conviction are the stuff of leadership. These are not common attributes and there is no short cut to them.

In this program, we’ll explore this journey of leadership and support participants in self-awareness discovery and begin to define next steps on their path to future development.

Key Learning Objectives

The interactive sessions will address the following objectives:

  • Explore together a model of leadership development (The Leadership Circle) and the implications of Reactive and Creative (Strategic) leadership styles
  • Understand the path to effective Creative (Strategic) leadership development is vulnerability in a VUCA world
  • Understand the role of courage and vulnerability in daring leadership.
  • Enhance self-awareness through group exercises focused on applying the concepts to your unique environment.
  • Challenge old definitions and dispel the myths surrounding the concept of vulnerability and leading for the future.


Kicking off on Thurdsay evening, we have a fun, educational, and meaningful schedule planned with something for everyone! 

Time Event

Thursday, April 28, 2022

1900 - 2100
Welcome Reception with a special video message from Stephen Jones, President & CEO of Flair Airlines

Friday, April 29, 2022

830 - 930
930 - 1000
1000 - 1130
Authenticity - Jenn Lofgren, Executive Coach (Courageous Leadership Masterclass Session 1)
Creative Leadership - Jenn Lofgren, Executive Coach (Courageous Leadership Masterclass Session 2)
1415 - 1500
Keynote Speaker - Rachel Mielke, CEO Hillberg & Berk
1515 - 1630
Jewellery Designing Activity with Hillberg & Berk
1830 - 2200

Saturday, April 30, 2022

800 - 900
900 - 1030
Courage & Vulnerability - Jenn Lofgren, Executive Coach (Courageous Leadership Masterclass Session 3)
1045 - 1130
The Leadership Journey with Elevate Aviation Founder and CEO, Kendra Kincade
1130 - 1
1300 - 1700
Okanagan Valley Winery Tour
1930 - 2200
Dinner - Presenting Elevate Aviation's 2021 Women Who Inspire

Sunday, May 1, 2022

830 - 930
930 - 1100
Reflections and Takeaways
1100 - 1130
Closing Remarks

Cancellation Policy: Cancellation with a full refund is permitted until February 28, 2022. For cancellations between March 1, 2022 – March 28, 2022 a refund of 50% of the registration fee will issued. For cancellations from March 29, 2022 or later, no refund will be issued. 

COVID-19: The event will follow all public health policies in place by the Province of British Columbia at the time of the event. In the event of cancellation due to COVID-19, full refunds will be processed to all guests.

Join the Wait List

The Courageous Leadership Masterclass and Retreat is now SOLD OUT. If you would like to join the wait list please fill out the form and let us know!