Software bloat has negative implications for security, reliability, and performance. To counter bloat, we proposeTrimmer, a static analysis-based system for pruning unused functionality.Trimmerremoves code that is unused with respect to user-provided command-line arguments and application-specific configuration files.Trimmeruses concrete memory tracking and a custom inter-procedural constant propagation analysis that facilitates dead code elimination. Our system supports both context-sensitive and context-insensitive constant propagation. We show that context-sensitive constant propagation is important for effective software pruning in most applications. We introducesparse constant propagationthat performs constant propagation only for configuration-hosting variables and show that it performs better (higher code size reductions) compared to constant propagation for all program variables. Overall, our results show thatTrimmerreduces binary sizes for real-world programs with reasonable analysis times. Across 20 evaluated programs, we observe a mean binary size reduction of 22.7 percent and a maximum reduction of 62.7 percent. For 5 programs, we observe performance speedups ranging from 5 to 53 percent. Moreover, we show that winnowing software applications can reduce the program attack surface by removing code that contains exploitable vulnerabilities. We find that debloating usingTrimmerremoves CVEs in 4 applications.