The embodiments described in the instant application provide a system for generating checkpoints. In the described embodiments, while speculatively executing instructions with one or more checkpoints in use, upon detecting an occurrence of a predetermined operating condition or encountering a predetermined type of instruction, the system is configured to determine whether an additional checkpoint is to be generated by computing a factor based on one or more operating conditions of the processor. When the factor is greater than a predetermined value, the processor is configured to generate the additional checkpoint.