The linear substitution cipher is renowned for its secure key encryption capabilities. Despite its strengths, a significant limitation lies in the necessity of a deciphering key to convert ciphered text to plain text, rendering it unsuitable for cryptosystems (cryptosys) handling non-readable text, such as text code. Previous analyses have underscored the inadequacy of conventional linear substitution cipher techniques in the absence of AI tools, as they remain susceptible to numerous vulnerabilities, particularly in the identification of plaintext, matrix calculation systems, and human error. However, advancements in algorithmic refinement have endowed these methods with enhanced resistance to known plaintext attacks, facilitated by AI systems because this system can change requirements at the time of execution algorithm. This chapter endeavors to explore and evaluate the efficacy of these advanced linear substitution cipher variants in overcoming inherent vulnerabilities and bolstering cryptographic robustness.