He then studied acting at the Tallinn State Conservatory's Performing Arts Department (now, the Estonian Academy of Music and Theatre), graduating in 1982.
Among his graduating classmates were Margus Oopkaup, Anu Lamp, Laine Mägi, Sulev Teppart, Andrus Vaarik, and Viire Valdma.
This was followed in 1986 by the role of Jaan Kreuks in the Kaljo Kiisk directed and Mati Unt penned Tallinnfilm biographical drama Saja aasta pärast mais about leading Estonian Communist Party politician Viktor Kingissepp.
[6][7] In 1992 Jaan Rekkor was cast in the role of Muna in the Mati Põldre directed biographical drama Need vanad armastuskirjad which explored the life of Raimond Valgre, an Estonian songwriter of the 1930s and the 1940s.
[8] During the 2000s, Rekkor appeared in several films; most memorably as Roland in the 2005 René Vilbre comedy-family film Röövlirahnu Martin, starring Ott Sepp and Madis Ollikainen; as Coach in the 2006 Laila Pakalniņa directed comedy-drama Koer, lennuk ja laulupidu; a small role in the gritty 2008 René Vilbre directed drama Mina olin siin, which was adapted from the 2005 novel Mina olin siin.
[9][10] In 2013, Rekkor appeared in the role of Bonifacius in the René Vilbre directed fantasy-film Väikelinna detektiivid ja valge daami saladus.
In 2022, he appeared as the character Keterlyn's father in the Elmo Nüganen directed historical mystery thriller Apteeker Melchior.