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Jaana Adamson has a diverse work experience spanning across several companies and roles. Jaana began their career at Assets RMP OÜ, where they worked as an Accountant Assistant from May 2006 to May 2008. Jaana then advanced to the role of Accountant from June 2008 to December 2010 at the same company.

In 2011, Jaana joined Eesti Finantsteenuste Agentuur OÜ as the Chief Accountant, a role they held until December 2012. Jaana further expanded their expertise by working as the Chief Accountant at Rödl & Partner Baltics, Estonia, Tallinn from January 2013 to February 2014.

Since February 2014, Jaana Adamson has been associated with Pipedrive, where they have held various positions. Jaana started as the Accounting Manager from February 2014 to May 2015, then moved on to become the Controller from June 2015 to December 2020. Currently, they serve as the Head of Finance at Pipedrive since January 2021.

Jaana Adamson completed their Bachelor's degree in Accounting and Finance from TalTech – Tallinn University of Technology in 2005 and continued their education at the same institution. From 2008 to 2010, they obtained a Master's degree in Accounting.