Top 15 Coaches In Winnipeg In 2026
Winnipeg has a character of its own. It is a city shaped by people who know how to build, adapt, and keep moving, whether they are growing a business, changing careers, leading a team, or simply trying to make more sense of where they want to go next. There is a certain practicality to Winnipeg, but also a strong sense of community—a combination that makes personal and professional growth feel less like a trend and more like a meaningful part of everyday life. That is where coaching can make a real difference. The right coach can bring perspective when everything feels tangled, challenge assumptions that have become comfortable, and help turn an idea into something concrete. And in Winnipeg, there is no shortage of professionals bringing their own experience and perspective to that process. From executive and leadership coaches to career, business, wellness, and personal development specialists, these professionals work with people at very different stages of their lives and careers. In this article, we have brought together some of the top coaches in Winnipeg in 2026, highlighting what makes each one distinctive and the kind of transformation they help their clients pursue. Whether you are looking for a clearer professional direction, stronger leadership skills, a healthier relationship with work, or simply a fresh perspective, this list is a great place to start exploring the coaching community in Winnipeg. These are the Top 15 Coaches In Winnipeg in 2026 that you can contact right now:
Aaron Margolis
For more than 25 years, Aaron has lived in the world of sales leadership, learning firsthand what it takes to turn ambitious targets into measurable growth. Today, through OM Sales Coaching & Consulting, he works with sales professionals and businesses looking to sharpen their skills, improve deal velocity, and build stronger sales processes.
His experience as a former VP of Sales and Marketing gives his coaching a practical edge. He has led teams through periods of significant growth while developing the people behind those results, and now brings that same combination of strategy, accountability, and mentorship to his clients.
His LinkedIn profile offers a closer look at the experience behind his sales coaching work.
Adriana Sandoval
Adriana’s work begins with a question that can change everything: what happens when we stop reacting automatically and start leading ourselves with intention? As a speaker, author, and coach, she helps high-functioning professionals understand the internal patterns behind their reactions, emotions, and decisions.
Her background in psychopedagogy and family therapy adds depth to a practice built around pausing, regulating, reframing, and responding differently. Rather than adding more pressure to an already demanding life, she encourages clients to create greater clarity and stability from within.
For a deeper look at the ideas shaping her work, her LinkedIn profile is well worth exploring.
Dawna Atamanchuk
Dawna has spent nearly three decades exploring the intersection between business, learning, and human potential. Her career took an unexpected turn when she left a conventional business path to pursue adult learning, eventually building a practice centered on leadership development and meaningful professional growth.
As an executive coach and facilitator, she creates environments where people can question assumptions, navigate ambiguity, and discover possibilities they may not have considered. Her experience in account management, workplace training, and organizational development gives her a broad perspective on how people and businesses grow together.
Her LinkedIn profile reveals more about the journey that shaped her distinctive perspective on leadership and learning.
Jadah Mille
Jadah is an iPEC Certified Professional Coach specializing in executive and leadership coaching. She works with leaders who want to strengthen their leadership effectiveness, build confidence, and increase their impact.
She also supports professionals through career transitions, drawing on her background in Human Resources and Talent Acquisition to bring a practical, real-world perspective to her coaching. Jadah’s approach helps her clients gain perspective, navigate complex decisions, and move forward with greater confidence and clarity.
A visit to her LinkedIn profile will give you a fuller picture of how she connects people strategy with professional growth.
Jen Oleson
Jen’s career may span leadership, operations, strength coaching, workplace wellbeing, and career development, but there is a clear thread connecting it all: helping people become stronger and more capable. She brings that philosophy to both individuals and organizations looking for sustainable progress.
Her experience as an operations leader taught her how systems, habits, and people interact when performance really matters. Today, she combines that perspective with leadership coaching, strength and conditioning, wellbeing education, and career development to help clients build foundations that can last.
Her LinkedIn profile is a great window into the many sides of her work and the philosophy connecting them.
Joey Crampton
Running a business can leave even experienced leaders feeling like every decision rests on their shoulders. Joey creates space for those leaders to step back, think clearly, and talk through the challenges that are difficult to navigate alone.
As a business coach and peer group leader, he works with CEOs and entrepreneurs on decision-making, perspective, leadership, and building companies that support the lives of the people running them. His work also extends into education, where he serves as an instructor and lead coach for an Indigenous CPA program.
His LinkedIn profile offers an engaging glimpse into his work with business leaders and the communities he serves.
Jordan Taylor
People are often the most important asset inside a company, and Jordan has built his career around helping organizations make that asset stronger. His experience spans executive recruitment, HR partnership, talent management, and professional coaching across North America.
Whether the challenge involves finding the right leader, developing existing talent, or improving performance, Jordan works collaboratively with individuals and organizations to turn people-related challenges into practical opportunities. His coaching adds another dimension to that work, helping professionals pursue greater success with greater clarity.
To explore the intersection of recruitment, people strategy, and coaching in his career, take a look at Jordan’s LinkedIn profile.
Kateryna Bova
Kateryna’s path into career coaching grew naturally from more than a decade of helping people learn, communicate, and adapt across cultures. Her experience as an ESL educator taught her that career guidance is often about more than finding a job—it can mean helping someone understand an entirely new professional world.
Today, she supports career transitions and newcomers through practical tools such as career assessments, labour-market research, resume development, and interview preparation. Having navigated the newcomer experience herself, she brings an especially personal understanding to the uncertainty that can accompany starting over.
Her LinkedIn profile tells more of the story behind her people-centered approach to career development.
Kathy Macdonald
With more than two decades in human resources, Kathy understands leadership from both the organizational and human sides. Her career has involved everything from strategic planning and labour relations to organizational development, giving her a broad view of what helps workplaces function—and what can quietly get in the way.
As an ICF-certified executive coach, she creates a space where current and emerging leaders can reflect, develop, and move forward with greater confidence. Trust, transparency, and genuine relationships sit at the heart of the work she brings to both coaching and HR consulting.
Her LinkedIn profile is a useful place to discover more about her experience and perspective on leadership.
Kristine Betker
Kristine knows the nonprofit world from the inside. Over more than 30 years, she has worked through the realities of fundraising, limited resources, leadership transitions, and the pressures that can accompany keeping a mission-driven organization moving forward.
Her own experience with burnout became part of what led her toward executive coaching. Today, she supports nonprofit leaders who need space to think, find the right words, strengthen their confidence, and navigate challenges without carrying everything alone. Her combination of sector knowledge and coaching experience makes those conversations especially grounded.
Spend some time with her LinkedIn profile to learn more about the perspective she brings to nonprofit leadership.
Ryan Quesnel
Ryan is a certified executive coach, professionally trained with a master’s-level Graduate Certificate in Executive Coaching from Royal Roads University, and holds accreditation with the International Coaching Federation (ICF).
He specializes in helping new leaders and middle managers transition into their roles and navigate workplace challenges more confidently and effectively. His clients describe him as genuine and authentic in supporting their growth and success. He is a natural coach who mixes in humor to keep the hard work light-hearted and productive.
Be sure to visit his LinkedIn profile
Shannon Leppky
Shannon’s journey from the C-suite to a ranch has given her a fascinating perspective on leadership. She combines years of strategic corporate experience with coaching experiences that invite people to slow down, look inward, and consider how they truly want to lead.
Through Red Chair Coaching, she works with individuals and teams in environments built around trust, courageous curiosity, and authentic conversation. Her work with horses adds an unconventional dimension, using the dynamics of the herd to create experiences that can reveal new insights about communication, relationships, and leadership.
Her LinkedIn profile offers a closer look at the story and philosophy behind her Red Chair work.
Tammy Berrington
Tammy brings together leadership development, adult learning, and coaching to help people grow in ways that translate into everyday work. Her experience in facilitation and curriculum design allows her to turn complex ideas into learning experiences that feel practical, accessible, and relevant.
As a professional and systemic team coach, she works with individuals and teams on communication, strategic decision-making, and leadership capabilities. Creating psychologically safe spaces is an important part of her work, allowing people to have honest conversations while building the skills needed to move forward.
Her LinkedIn profile provides a closer look at the leadership and learning philosophy behind her coaching practice.
Trevor Hubert
Trevor Hubert is the founder of Elevate Strengths and a Gallup-Certified Strengths Coach who helps leaders, professionals, and teams better understand what they naturally do best and apply those talents more intentionally.
Drawing on more than 25 years in learning, leadership, talent development, and coaching, he combines CliftonStrengths with practical coaching to help clients build greater self-awareness, confidence, collaboration, and performance.
To learn more about Trevor and his expertice, you should visit his LinkedIn profile.
Vanessa Poirier
Vanessa works with ambitious women who have become experts at thinking everything through—and are ready to stop second-guessing themselves. Her coaching focuses on helping clients develop a calmer, more grounded form of leadership built on confidence rather than constant overthinking.
Her background in corporate HR gives her a practical understanding of workplace dynamics, while her training in neuroscience, somatic tools, and trauma-informed coaching brings attention to the patterns that can influence decisions and stress. Her own experience with burnout and loss also shaped the direction of her work.
Her LinkedIn profile is the place to discover more about the journey that led Vanessa to help women lead with greater confidence and calm.
We hope you enjoy the top 15 coaches in Winnipeg in 2026!
