RésuNavi was a startup founded in Vancouver, Canada, that aimed to create a more efficient, equitable, and accessible job application system by using artificial intelligence (AI) to tailor jobseekers’ résumés to their ideal roles. The company faced challenges and strategic dilemmas including a volatile market, scaling impact while managing growth, balancing specialization and broad applicability, addressing privacy concerns, and differentiating itself from competing platforms like SkillSyncer and ChatGPT. This case study explores how RésuNavi adapted to change and prepared for growth while contending with the paradox that the company’s success would reduce the need for its services.