Abstract: Dynamic linking is extremely common in modern software systems, thanks to the flexibility and space savings it offers. However, this flexibility comes at a cost: it’s impossible to perform interprocedural optimizations that involve calls to a dynamic library. The basic problem is that the run-time behavior of the dynamic linker can’t be predicted at compile time, so the compiler can make no assumptions about how such calls will behave. This paper introduces guided linking, a technique for optimizing dynamically linked software when some information about the dynamic linker’s behavior is known in advance. The developer provides an arbitrary set of programs, libraries, and plugins to our tool, along with constraints that limit the possible dynamic linking behavior of the software. By taking advantage of the constraints, our tool enables any existing optimization to be applied across dynamic linking boundaries. For example, the NoOverride constraint can be applied to a function when the developer knows it will never be overridden with a different definition at run time; guided linking then enables the function to be inlined into its callers in other libraries. We also introduce a novel code size optimization that deduplicates identical functions even across different parts of the software set. By applying guided linking to the Python interpreter and its dynamically loaded modules, supplying the constraint that no other programs or modules will be used, we increase speed by an average of 9