Taimsoo made his first international appearance in the Junior World Championships in 2004 achieving 14th position in the double sculls event.

[2] His first appearance at the World Rowing Championships was in 2007 in Munich, Germany, where he competed in the quadruple sculls event with Allar Raja, Igor Kuzmin and Vladimir Latin finishing on 8th position.

Taimsoo made his first appearance at the Olympic Games in Beijing 2008 competing in the quadruple sculls event with Raja, Kuzmin and Latin.

In 2009 Taimsoo won his first World Championships medal, a bronze, competing in the double sculls event with Allar Raja in Poznań.

For the 2011 European Championships Taimsoo and Raja formed a new quad scull team with Tõnu Endrekson and Andrei Jämsä.

The 2013 season started off with a good result as Taimsoo and Raja won a silver medal at the World Cup event held in Sydney, Australia.

In the summer of 2013 Taimsoo and Raja formed a new quadruple scull crew with young prospects Sten-Erik Anderson and Kaur Kuslap.