Directive is hiring a Senior IT Manager (Remote Canada)

Directive Strategic Marketing is a premier B2B performance agency specializing in revenue generation beyond traditional lead acquisition. We utilize our proprietary Customer Generation methodology to transcend conventional marketing metrics, focusing on pipeline development and SQL acceleration across technology and SaaS sectors. Our approach is dynamic, innovative, and transformative. We seek professionals who challenge conventional paradigms, create groundbreaking campaigns, and drive meaningful marketing innovation. We're committed to executing high-performance strategies that redefine industry standards. Our agency serves SaaS and Technology companies through comprehensive digital marketing solutions, leveraging Paid Media, SEO, Performance Creative, and Video strategies to consistently achieve client SQL targets. The Senior IT Manager role reports directly to the Chief Financial Officer, serving as a critical component of our organizational infrastructure across Directive and Abe agencies. This position demands a strategic technology leader who can simultaneously engage in executive-level planning and hands-on technical problem-solving. The role requires a versatile professional capable of managing IT budgets, overseeing system integrations, ensuring security compliance, and providing comprehensive technological support. The ideal candidate will function as a "Player-Coach" who can seamlessly transition between strategic consultation and tactical technical intervention. Key responsibilities encompass strategic leadership, financial oversight, systems administration, security management, and operational execution. The role involves maintaining technological infrastructure, managing compliance frameworks, administering core business tools, and ensuring seamless interdepartmental data flow. Candidate Requirements: - 5+ years IT operations experience - 3+ years leadership background - Technical adaptability - Complex SaaS environment administration expertise - Financial management skills - Remote workforce proficiency - Strong system integration capabilities - Exceptional communication abilities Preferred Qualifications: - SOC 2/ISO 27001 audit experience - MacOS environment expertise - Professional technology certifications - Advanced analytical capabilities - Customer-centric technological approach Compensation Package: - Competitive base salary - Comprehensive health coverage - Holistic wellness benefits - Mental health resources - Physical wellness programs - Unlimited PTO - 401(k) matching - Annual bonuses - Company retreat opportunities Work Environment: - 100% remote capability - Global opportunities in select markets - Virtual collaboration platforms - Professional home office requirements - Accessibility accommodations available Directive is committed to creating an inclusive workplace celebrating diversity across all dimensions. We provide equal employment opportunities regardless of personal characteristics or background. #LI-CV1