The start of his international career was somewhat “symptomatic” to an artist from post-Berlin Wall generation. Estonia regained its independence in 1991; Jaan Toomik has participated in different international art events since 1993. During the first part of the 1990s, he began to create simple conceptual actions that he usually videotaped. A performance and installation video Way to São Paulo (1994) prepared the background for Toomik's eventual breakthrough on the international art scene. First presented in 1994 in Brazil at the São Paulo Biennale, it depicted a peculiar cube mirror floating on three rivers in Tartu, Prague and São Paulo – all cities geographically on the same line. This was followed by Dancing Home (1995), first presented at ARS ’95 in Kiasma, Helsinki, where the casually dressed artist is seen on the rear deck of a ferry dancing to the hypnotic rhythm of the engines (indirectly echoing the Estonia cruise ferry disaster that occurred on 28 September 1994). In 1997, Toomik represented Estonia at La Biennale di Venezia with another of his site-specific installations, a “view corridor” made of bottomless/topless coffins. With Truck (1997), he projected a bright sunny video image taken from the highway in the San Antonio, Texas desert onto the back of a truck driving from Tartu to Tallinn in the darkness of the autumn night. The 200 km drive on the trail of the “video-mobile” was documented from the following car. Among other things, on the video documentation of this work, Sirje Helme (then the director of Estonia’s Contemporary Art Centre) can be briefly seen explaining the art project to the traffic police.
In 1998 Toomik’s most celebrated video Father and Son was completed and first presented at City Gallery in Tallinn. In this short video (2 minutes, 35 seconds) the artist is skating naked across the icy cold Baltic Sea, continuously circling the viewer. Accompanied by a religious choral sung by his ten-year-old son, he finally disappears into the white radiance from which he came. The video belongs to numerous collections (Art Museum of Estonia; Courtesy Nicole Trussardi Foundation; Erika Hoffmann collection, Berlin; Stedeljik Museum, Amsterdam; Moderna Museet, Stockholm; Ludwig Museum, Budapest) and all authorized copies are sold. More than a decade later it was still circulated in prestigious international contemporary art events (e. g. 4th berlin biennial of contemporary art, Berlin, 2006; Ostalgia at New Museum, NYC, 2011) and the artist frequently receives requests from different collectors and institutions about the possibility of acquiring a copy.
Toomik has had more than twenty noteworthy solo exhibitions at different venues around the world since 1997, and is considered one of the few contemporary Estonian artists who can be discussed from two distinct angles – the domestic approach and the international reception. For example, the video, Untitled (Man) (2001), displays a certain homage to the themes related to Vienna Actionism, which were important to Toomik in the late 1980s and early 1990s. It shows a man (an amateur actor and performance artist Alar Sudak a.k.a. Elaan) in the middle of the muddy field whose genitals are tied to a stake or a rod through a long piece of white bandage, making him look “castrated”. It is also one of the earliest examples in Toomik’s video art when he turns the camera away from himself and experiments with documentary approach. Peeter and Mart (2001) is a dialogue between two artists, a discreet, yet honest interview with a painter (Peeter Mudist) suffering from Parkinson’s disease. Invisible Pearls (2004), made in collaboration with Jaan Paavle and Risto Laius, is really a short documentary film about ex-convicts who have free-willingly gone through genital mutilation. Liina (2003) and Jaanika (2007) also vividly demonstrate the documentary side of Toomik’s art, which contrasts with his usual artistic signature – universally laconic, short video images and sounds such as Jaan (2001) or Waterfall (2005).
However, in most cases Toomik’s video pieces have a deeply personal background and explanation, as in the case of Untitled (2002). It’s a documentation of a performance dedicated to his deceased brother. In the video, the artist falls freely from a height of 9 meters as if diving or jumping into water, but instead of water it is the earth that “swallows” the artist. Dancing with Dad (2003) is executed in a similar vein: the artist is dancing on the grave of his father, whom he never had the chance to dance with in reality because of his father’s early death. Tellingly, Toomik shares his full name with his father who was also Jaan Toomik.
The motive of cycle within the family bloodline often reoccurs in Toomik’s art. By entitling his short film piece Father and Son 2 in 2007 (not perhaps without a certain sense of self-irony), the artist makes a reference to his “hit” video Father and Son from 1998. The camera captures the artist when he's driving his car and appears to be screaming behind the wheel. Like in 1998, the voice of the artist's son is used in the soundtrack of the piece but this time it's a newborn baby, whose loud cries are juxtaposed by the abrupt “tantrums” of his middle-aged father.
Jaan Toomik continues to live in Tallinn, Estonia, and in the 2000s he has worked at the Estonian Academy of Arts as a professor in the Chair of Interdisciplinary Arts and as a Head of Department of Painting. In 2005, he received the Konrad Mägi Medallion – once-in-a-lifetime award and considered quite prestigious, especially among painters – from the Estonian Artists' Association. As Toomik is considered to be primarily a video artist internationally, his paintings have been received with greater enthusiasm in Estonia than abroad. According to art historian, Eha Komissarov, “these works by Toomik provide a good example of the influence of the manipulation of the body that characterises his video art. They include a self-portrait of the artist /…/, accommodate both the origin of the interpretation of aggressively psychoanalytical surrealism and the story of that generation.”