Pre-execution techniques have received much attention as an effective way of prefetching cache blocks to tolerate the ever-increasing memory latency. A number of pre-execution techniques based on hardware, compiler, or both have been proposed and studied extensively by researchers. They report promising results on simulators that model a Simultaneous Multithreading (SMT) processor. In this paper, we apply the helper threading idea on a real multithreaded machine, i.e., Intel Pentium 4 processor with Hyper-Threading Technology, and show that indeed it can provide wall-clock speedup on real silicon. To achieve further performance improvements via helper threads, we investigate three helper threading scenarios that are driven by automated compiler infrastructure, and identify several key challenges and opportunities for novel hardware and software optimizations. Our study shows a program behavior changes dynamically during execution. In addition, the organizations of certain critical hardware structures in the hyper-threaded processors are either shared or partitioned in the multi-threading mode and thus, the tradeoffs regarding resource contention can be intricate. Therefore, it is essential to judiciously invoke helper threads by adapting to the dynamic program behavior so that we can alleviate potential performance degradation due to resource contention. Moreover, since adapting to the dynamic behavior requires frequent thread synchronization, having light-weight thread synchronization mechanisms is important.