Rob joined Bingley Harriers in 1984 and finished next-to-last in his first junior race at Buckden Pike. His results improved somewhat in the years following but he did not display outstanding ability as a youngster. By 1998, Jebb had progressed well enough to finish sixth in the British Fell Running Championships and third in the English Championships.
He also represented England that year at the Knockdhu International race and ran at the European Mountain Running Trophy in both 1999 and 2000.
He has also run at the.