This article presents a comprehensive analysis of artificial intelligence (AI) agent deployment strategies for countering online extremism, with particular focus on addressing the phenomenon of digital radicalization in Islamic contexts. Drawing upon recent developments in AI capabilities, evolving legal frameworks including the EU AI Act, and emerging patterns of extremist adaptation to digital technologies, this study examines the technical feasibility, legal permissibility, ethical implications, and theological dimensions of AI-mediated counter-extremism operations. The research integrates contemporary case studies, including the Islamic State's 2023 AI propaganda guide and the systematic migration of extremist activities to gaming platforms, to provide evidence-based strategic recommendations for policymakers and security practitioners. The analysis reveals a fundamental tension between the definitional ambiguity surrounding "Keyboard Jihad" and operational requirements for precise targeting. While academics employ the term to describe legitimate intellectual efforts to rectify misperceptions of Islam, security practitioners use it to denote online terrorist propaganda and recruitment activities. This definitional dichotomy presents severe operational risks of misidentifying legitimate discourse, potentially validating extremist narratives and causing strategic blowback that undermines counter-extremism objectives. Through systematic evaluation of three distinct AI agent deployment models—overt analytical agents, direct engagement agents, and covert engagement agents—this study demonstrates that transparent, community-partnered approaches offer superior strategic effectiveness compared to surveillance-based or deceptive methodologies. The research establishes that direct engagement AI agents, designed to provide authentic theological guidance and counter-narratives, represent the most promising paradigm for addressing critical gaps in legitimate Islamic knowledge (Al-Ilm Al-Shari) that extremist groups exploit for recruitment and radicalization purposes. The study concludes that covert AI agents for engagement and influence operations present insurmountable legal, ethical, and strategic barriers under current regulatory frameworks, particularly the EU AI Act's comprehensive requirements for high-risk AI systems. Conversely, the principle of maslaha (public interest) in Islamic jurisprudence provides theological justification for transparent AI agents that offer authentic guidance while respecting community values and democratic principles. The article proposes a three-track strategic framework prioritizing immediate deployment of overt analytical capabilities with comprehensive safeguards, pilot development of direct engagement agents through extensive community consultation and theological validation, and suspension of covert engagement capabilities pending explicit legal authorization and public debate. This approach emphasizes competing with extremist narratives through superior theological authenticity and genuine community partnership rather than through deception or surveillance, aligning strategic effectiveness with democratic values and human rights protections.