[1][2] Educated with a degree in sports and exercise, Hageskog had a limited playing career and made his Grand Prix singles main draw debut at the 1979 Swedish Open as a qualifier, losing in the first round to the tournament eight seed Patrick Proisy.

[3] Hageskog was appointed as assistant coach with the Swedish Davis Cup team under the tenure of captain Hans Olsson in 1983.

[4] In 1985, Hageskog began coaching fellow Swede Anders Järryd and continued to do so for ten years.

At the time Holm had an ATP ranking of 130 and under Hageskog's guidance he reached a career high of no.

Under Hageskog, Larsson won the 1994 Grand Slam Cup, defeating world no.1 Pete Sampras in the final.