--- title: "Jon Montgomery" description: "Book Jon Montgomery, Olympic gold medalist & Amazing Race Canada host, for a keynote on resilience, teamwork & self-belief. Contact K&M Productions, Canada." canonical: https://www.kmprod.com/speakers/speaker-jon-montgomery updated: 2026-08-10 17:20:23 --- # Jon Montgomery *Keynote Speaker, Television Host & Olympic Gold Medalist* ## Biography Born and raised in Russell, Manitoba, Jon Montgomery grew up playing hockey and idolizing hometown hero Theo Fleury — never imagining his path to Olympic gold would run through a sport he hadn't yet discovered. Montgomery kept his eyes open for the right opportunity, and when it appeared in skeleton racing, he pursued it with everything he had. That pursuit culminated in one of the most iconic moments in Canadian Olympic history: winning gold on home soil at the 2010 Vancouver Winter Games, capped by his now-famous victory walk through Whistler village, pitcher of beer in hand. Before and after the Olympics, Montgomery built a diverse professional background as a sales consultant, automobile auctioneer, entrepreneur, and small business owner — experience that grounds his keynotes in real-world business credibility rather than athletics alone. As a keynote speaker, Montgomery draws on both his Olympic and entrepreneurial journeys to deliver talks on self-efficacy, teamwork, leadership, and resilience. His ability to move seamlessly between corporate boardrooms and youth audiences has made him one of Canada's most sought-after inspirational speakers. Beyond the stage, Montgomery is a committed philanthropist supporting clean water and youth sports initiatives, and resides on Vancouver Island with his family. ## Presentation Topics Jon Montgomery travels from Victoria, British Columbia, Canada. He offers a wide variety of different presentation formats including keynote presentations, workshops, fireside chats, moderated Q&A, on a wide variety of topics. Each presentation is unique, customized and tailored for audiences, industries, conferences and event formats. All of Jon’s programs can be delivered as a keynote (45 - 70 minutes) or as workshop (1.5 - 3 hours) ### Dreaming Big: Living Bigger  While Jon always wanted to be a Canadian National Team athlete, he didn’t know which sport it would be in! Keeping his eyes wide open, living outside his comfort zone, trying new things and accepting the challenges that presented themselves enabled him to find his passion and his opportunity to realize his dreams. Jon’s story will inspire others to go after what they are looking for, no matter how daunting a task it may seem.  ### Innovation and Realism  While we must be realistic about the things in life we cannot change, there are always ways in which we can optimize ourselves and our situations through creative thinking and innovation. Unless you’re moving forward, you’re getting left behind!  ### Jon’s Olympic Journey  The story of how a small town boy from Manitoba, who grew up playing hockey and idolizing his home town hero, Theo Fleury (the smallest guy to ever play in the NHL) inspired him to become an Olympic Champion.  ### Self-efficacy  Whether you think you can, or you think you can’t... you’re 100% correct!  Learning this nugget-of-wisdom the hard-way, very early in his development as a skeleton athlete, illuminated a fundamental truth for Montgomery - the greatest differentiator between realizing a goal and falling short is rooted in the individual's personal belief that they will achieve that which they seek. Jon will relive the dramatic experience that revealed the toughest hurdle he would have to overcome to realize his dream... his ability to believe in himself!  ### Teamwork  Skeleton racing is an individual sport - but you are never alone!  Whether you find yourself piloting a skeleton sled at 140kph down a frozen track or working on a project late at night at work, you have resources! When we lean into the resources, human or otherwise, that are around us, we are more!  Together our growth and development can be amplified and expedited - and it is through this collaborative approach that we can benefit from the invaluable experience of others. Preparation is the key to seizing your moment when the time comes; “pre-pair”, “pre-pair”, “pre-pair”... then “pre-form”!  ## About Jon Montgomery is a Canadian Olympic Gold Medalist, television host, and keynote speaker who helps audiences build confidence, resilience, and the self-belief needed to pursue ambitious goals. In 2010, Montgomery won gold in men's skeleton at the Vancouver Winter Olympics, becoming a five-time Canadian champion along the way. He went on to host *The Amazing Race Canada*, earning two Canadian Screen Awards for the role. For over a decade, Montgomery has delivered keynotes on self-efficacy, teamwork, leadership, and resilience — drawing on his Olympic journey and 20+ years of experience in leadership development, mentoring, and coaching to connect with both corporate and youth audiences. ## Jon Montgomery, Quick Facts: **- Known for:** Olympic Gold Medalist, Men's Skeleton (2010 Vancouver) **- TV Host:** *The Amazing Race Canada* (2x Canadian Screen Award winner) **- Based in:** Victoria, British Columbia, Canada **- Speaks on:** Self-efficacy, teamwork, leadership, resilience, Olympic journey **- Also:** 20+ years in leadership development, mentoring & coaching; philanthropist (clean water, youth sports) **- Current Fee Range:** $15,001 – $20,000 ## Expertise - Jon Montgomery is a Canadian Olympic Gold Medalist, keynote speaker, and television host best known for winning gold in men's skeleton at the 2010 Winter Olympics in Vancouver/Whistler and for hosting *The Amazing Race Canada*, a role that earned him two Canadian Screen Awards. - ** With over 20 years of experience in leadership, learning and development, mentoring, and coaching, he delivers sought-after keynote presentations on topics including *"Dreaming Big: Living Bigger,"* the importance of teamwork, and his personal Olympic journey — connecting powerfully with both youth and corporate audiences.** - Beyond athletics and broadcasting, Montgomery brings real-world business credibility as a former sales consultant, automobile auctioneer, entrepreneur, and small business owner. He is also a committed philanthropist, contributing to clean water initiatives and youth sports programs, making him a well-rounded and influential public figure across sports, business, media, and community leadership. ## What Clients Say > Jon delivered a truly inspirational message at our national leader conference earlier this year. His message was right on the mark… inspiring leaders to take responsibility for challenging goals in the face of an uncertain path and really demonstrating how to take ownership for developing your full potential and that of your team. Jon is skilled at communicating his message in a way that resonates across a diverse audience with just the right blend of humour and candour. Jon Montgomery was the perfect keynote speaker for setting the stage at our national conference. > > — Great-West Life > Jon Montgomery gave a first class professional presentation to an audience of over 200 independent retailers, hardware vendors and TruServ Canada staff at the TruServ Canada Spring Market. His presentation was very well received and cited by audience members as the best pre-market function ever. Jon is friendly, unpretentious and a captivating speaker with a great Canadian story. He connects with his audience and is a real crowd pleaser. I highly recommend Jon as a motivational speaker in any context. > > — Truserv Canada > Jon was a wonderfully energetic and infectiously enthusiastic speaker. He spoke from the heart, and very naturally, about his journey to his Olympic dream, and kept our group captivated and entertained the entire time. He is a true Canadian spirit. > > — Canadian Security Traders Association, Inc. ---