In this paper, we examine linguistic puzzles used in high school linguistics competitions, focusing on two common formats: Rosetta Stone and Match-Up. We propose a systematic procedure for converting existing Rosetta Stone puzzles into corresponding Match-Up counterparts. Because linguistic puzzle creation is complex and time-consuming, our method provides an efficient way to accelerate the generation of new puzzles. We evaluate the resulting Rosetta Stone–Match-Up pairs with both human participants and large language models (LLMs). Our results show that both expert human solvers and LLMs display an all-or-nothing pattern on Match-Up puzzles, either solving them completely or failing entirely. This work contributes a new dataset of paired puzzles and provides a detailed evaluation of puzzle difficulty across formats, offering insights into both human and machine linguistic reasoning.

In this paper, we introduce a combination of novel and exciting tasks: the solution and generation of linguistic puzzles. We focus on puzzles used in Linguistic Olympiads for high school students. We first extend the existing benchmark for the task of solving linguistic puzzles. We explore the use of Large Language Models (LLMs), including recent state-of-the-art models such as OpenAI’s o1, for solving linguistic puzzles, analyzing their performance across various linguistic topics. We demonstrate that LLMs outperform humans on most puzzles types, except for those centered on writing systems, and for the understudied languages. We use the insights from puzzle-solving experiments to direct the novel task of puzzle generation. We believe that automating puzzle generation, even for relatively simple puzzles, holds promise for expanding interest in linguistics and introducing the field to a broader audience. This finding highlights the importance of linguistic puzzle generation as a research task: such puzzles can not only promote linguistics but also support the dissemination of knowledge about rare and understudied languages.