Parameters of a program’s runtime environment such as the machine architecture and operating system largely determine whether a vulnerability can be exploited. For example, the machine word size is an important factor in an integer overflow attack and likewise the memory layout of a process in a buffer or heap overflow attack. In this paper, we present an analysis of the effects of a runtime environment on a language’s data types. Based on this analysis, we have developed Archerr, an automated one-pass source-to-source transformer that derives appropriate architecture dependent runtime safety error checks and inserts them in C source programs. Our approach achieves comprehensive vulnerability coverage against a wide array of program-level exploits including integer overflows/underflows. We demonstrate the efficacy of our technique on versions of C programs with known vulnerabilities such as Sendmail. We have benchmarked our technique and the results show that it is in general...