This paper focuses on different approaches towards regulating lobbying. Special attention is paid to policy formulation regarding lobbying regulation in Estonia. The Estonian case study is juxtaposed with the regulatory solutions of lobbying in Scandinavian and post-communist countries. The reason for choosing such a comparative framework is justified by the fact that these two sets of countries have chosen rather dissimilar approaches in interpreting the role of lobbying in society. As Estonia's policy decisions are often determined by both of these two spaces of political culture, the article polemicizes over the question of which path Estonia could take in terms of regulatory framework for lobbying. The analysis concludes with policy recommendations to Estonia as well as with suggestions for further theoretical research directions for understanding better the policy impact of lobbying regulations designed and implemented by post-communist states. Copyright © 2014 John Wiley & Sons, Ltd.