According to one example embodiment of the inventive subject matter, the method and apparatus described herein is used to generate an optimized speculative version of a static piece of code. The portion of code is optimized in the sense that the number of instructions executed will be smaller. However, since the applied optimization is speculative, the optimized version can be incorrect and some mechanism to recover from that situation is required. Thus, the quality of the produced code will be measured by taking into account both the final length of the code as well as the frequency of misspeculation.