Webster attended Tapton School in Sheffield where she participated in elite junior athletics and went on to study Language and Linguistics at Newcastle University. At University Charlie volunteered at a young offender's institute introducing youngsters to sport to help improve their confidence. At Newcastle she worked as a personal trainer, fitness instructor, amateur model and actress. She is a lifelong fan of Sheffield United.
Following University she took up modelling professionally before moving to Spain as a TV presenter for Real Madrid International TV interviewing the Galactico team and presenting football. In 2006 Charlie moved to Asia to join ESPN where she presented live premier league football in addition to motorsport and Asian football. Whilst their Charlie wrote numerous sports columns including a weekly football feature in the 'New Paper'.
Upon moving back to the UK Charlie presented Setanta Sports News and ITV4's Live GP2 coverage, the F1 feeder race. At the end of the motorsport season she became a sports broadcast journalist for BBC Look East and presented the Red Bull Air Race worldwide as well as for ITV4. Charlie hosted various Nike, Inc Training Club events for Nike Women to help inspire female's into sport and exercise.
She is currently a presenter/reporter on Sky Sports Live Speedway and writes her own column on Skysports.com. In addition to this she is the voice of Channel 4's World Superbikes highlight show and writes a football column for 'Football Punk' magazine.
In April 2009 Charlie ran in the London Marathon raising money for the Bobby Moore Fund for Cancer Research UK
In March 2010 Charlie competed in the Macmillan 4x4 UK Challenge event in aid of Macmillan Cancer Support, Charlie took an active role in the event, quickly learning the art of navigation and 4x4 driving, the event itself took place in the Mid to North Wales Forests. Charlie braved -4 degree temperatures to camp with the other 77 teams that were taking part, all in all the event should raise over £100k for Macmillan Cancer Support. Charlie's team came 22nd overall.