Her career as a performer of musical theatre began with small-scale concert presentations of Chess, in which she sang the role of Florence. She took part in a number of smaller productions, including Little Dorrit in Enskede and the musical Elvira Madigan at Malmö Music Theatre in Malmö, Sweden.
Her big breakthrough occurred in 1995 when she created the title role in Benny Andersson and Björn Ulvaeus' Kristina från Duvemåla, which she played on and off for nearly four years (during the musical's entire run). Minneapolis Star and Tribune in its review of the concert version of the musical performed by the original cast in Minneapolis, Minnesota in 1996 described her as "extraordinary" (14 October 1996, page 05B). In 1998, she played Hodel in Fiddler on the Roof, taking a break from Kristina. In 2000, she returned to Malmö Music Theatre to portray the role of Fantine in Les Misérables, and in 2002 she created the role of Florence in the reconceived Swedish production of Chess, opposite original London star Tommy Körberg as Anatoly. Having left this production upon closing in 2003, Sjöholm took part in Chinarevyn, a revue starring many well-known Swedish performers including Magnus Härenstam, Lasse Berghagen, Loa Falkman, Sissela Kyle and herself.
Helen Sjöholm has also toured extensively throughout Sweden with Georg Wadenius and Martin Östergren and she has released two albums, Visor (2002) (a collection of more or less well-known Swedish folk songs in new arrangements by Östergren) and Genom varje andetag (2003) (featuring music and lyrics by jazz pianist Anders Widmark).

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