Kaetlyn Osmond participant in figure skating at the 2014 Winter Olympics – ladies' singles
2012–13 season: First international and national titles
In the 2012–13 season, Osmond won her first international title at 2012 Nebelhorn Trophy. She then made her senior Grand Prix debut at the 2012 Skate Canada International. She was second in both the short and free programs, but it was enough to win the competition. Osmond remarked that "On the Junior Grand Prix, I was always ninth or 10th, so this is just extraordinary."  Despite winning Skate Canada, Osmond was unable to qualify for that season's Grand Prix Final because she had not been given a second Grand Prix assignment.Osmond went on to win her first senior national title at the 2013 Canadian Championships. It was the first time in ten years that a ladies' single skater from outside Quebec won the Canadian title. At the 2013 Four Continents, Osmond finished seventh.
Osmond's national championship resulted in her being named as the lone Canadian ladies' singles skater at the 2013 World Championships in London, Ontario.  She placed a surprising fourth in the short program, which many in the Canadian skating community considered "the best global championship debut by a Canadian woman since the 1970s."  Osmond struggled in the middle section of her long program, falling twice and stepping out of another jump, and placed tenth in the long program, for an eighth-place finish overall.  This result secured two spots for Canada at the 2014 Winter Olympics.  Interviewed afterwards, Osmond stated: "I had a little thought of a possible medal in my head, but I put it out of my mind and focused on my goal, which was top 10."2013–14 season: Second national title and Olympic medal
Osmond trained in southern California for about two weeks in August 2013 under the guidance of Walia and Frank Carroll. Due to a stress reaction in her left ankle, she was off the ice for most of September 2013. In late October, she competed at the 2013 Skate Canada International, placing fifth in the short program, but pulled out before the free skate due to a torn hamstring in her right leg. She also withdrew from the 2013 Rostelecom Cup but returned to competition at the 2014 Skate Canada Challenge. At the 2014 Canadian Championships, she placed first in both segments and repeated as national champion.
In February 2014, Osmond represented Canada at the Winter Olympics in Sochi. Osmond skated in both segments of the team event, placing fifth in both, and contributing to Canada's silver medal.  She then competed in the individual ladies' singles event and finished thirteenth.  She later referred to her performance in the individual event as "probably my worst short program all year."  In March, she placed eleventh at the 2014 World Championships in Saitama, Japan.
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