Over the last few years, leasing has showed a radical boom in Serbia. However, leasing in Serbia is still a very new device and the legislator, courts, companies, individuals still do not understand many complexities of the leasing operation. For this reasons, there is a growing need to provide an in-depth insight to the Serbian leasing puzzles.The analysis places high importance on the success of the US leasing pattern. It stresses that the key of US leasing industry''s success is that it has an efficient secured transaction law, an efficient market and highly specialized leasing companies. In relation to the Serbia it will show the significance of the Financial Leasing Act which gives at a certain level a secured transaction framework to the Serbian leasing deals. Then the analysis goes on to explore how the Serbian leasing industry functions, with a focus on the weaknesses of the legal framework and the economic environment. This work should be especially useful to the professionals in the field,because the US leasing model as the benchmark in this field and the comparative approach of this work, may offer new perceptions on this very interesting and highly challenging topic.