Webster has mainly competed in the Nor Am Cup since 2006, which she finished in third place in 2011 . Her first World Cup race she made in January 2009 in Whistler , which she finished with 55th place in the sprint. She got her first and so far only World Cup points a day later with 18th place in the 15 km pursuit race. At the Canadian Cross-Country Ski Championships 2011 in Canmore , she won gold over 10 km lassisch and bronze over 5 km freestyle. At the Nordic World Ski Championships in 2013 in Val di Fiemme , she reached 68th place over 10 km freestyle and 57th place in 15 km skiathlon. Her best placings at the 2014 Winter Olympics in Sochi were 42nd place over 10 km classic and 14th place in the team sprint.