Artificial intelligence (AI) is significantly impacting modern project management (PM) nowadays, especially as it begins to be integrated into business applications. This study focused on evaluating the readiness for AI implementation and the maturity level of PM in selected project-oriented organizations in Pakistan. Data from 12 such organizations were gathered through focus groups to examine the status of AI readiness and PM maturity and to explore their association. The methods used included exploratory data analysis and research on extreme cases. The findings indicated that AI readiness was relatively high in areas of governance and legal aspects but lower in solution development. Conversely, PM maturity was found to be higher in PM but less developed in program and portfolio management. Analysis of extreme cases suggested a positive relationship between AI readiness and PM maturity, supporting the idea that AI can enhance PM. These findings are crucial both for theoretical understanding and practical application.