Company Overview:
iTmethods is a 20+ year-old firm specializing in managed services, enterprise AI, DevOps, and cloud integration. As an AWS MSP and SOC 2 Type II certified company, we're radically transforming our business around AI capabilities through our iTmethodsONE platform—a central hub for AI/ML, DevOps, Cloud, Compliance, Security, and FinOps. Key offerings include:

• AI-Assisted Development (enterprise-grade coding assistants, MLOps integration for productivity boosts),
• Modular DevOps (LEGO-like secure CI/CD workflows, flexible automation, scalable pipelines),
• Secure Cloud Deployments (hybrid/on-premise/cloud patterns, multi-cloud support, hot-swappable testing, peak load handling),
• Security & Compliance (24/7 monitoring, DevSecOps, air-gapped isolation, GDPR-aligned protection, enterprise IP security, reliable outcomes), and
• FinOps Optimization (resource optimization, CapEx-to-OpEx conversion with 30-40% cost reduction, real-time visibility).

With 50+ integrations (e.g., GitHub, CI/CD, Sonar, AWS, Azure), we deliver 25-35% development cycle reductions and drive results for enterprises across the US, Canada, and Europe. Profitable and founder-led, we punch above our weight as a smaller firm operating with purpose and urgency to win in the marketplace. Our customer-obsessed culture is fully transforming to a post-AI world, prioritizing innovative, AI-driven solutions that exceed client expectations and push the boundaries of enterprise technology.

Role Summary:
As Director of Delivery and Operations, you will join our Executive Leadership Team (ELT) to oversee all Professional Services (PS), Engineering, and Operations delivery. This hands-on role requires driving AI transformation internally and externally, optimizing synergies across internal teams, partners, and 3rd-party providers, while achieving PE-backed metrics like cost optimization and cycle time reductions. You'll thrive in our smaller firm environment, operating with purpose and urgency to deliver enterprise-grade services, while leading the evolution of our customer-obsessed culture into a post-AI era focused on proactive, intelligent client outcomes that drive real impact.

Key Responsibilities:

• Lead end-to-end delivery of PS, Engineering, and Ops, ensuring seamless integration of AI/ML, DevOps, cloud deployments, security/compliance, and FinOps via iTmethodsONE.
• Drive hands-on execution: Optimize workflows for 25-35% development cycle reductions and 30-40% cost savings, leveraging internal assets, partner ecosystems, and 3rd-party synergies; maintain super-organized sprint planning and resource coordination across multiple customers to meet deadlines and exceed expectations.
• Manage people and teams: Lead direct and cross-functional teams, overseeing groups to foster talent development, AI adoption, and high-performance culture with a relentless focus on customer success in a post-AI landscape.
• Champion AI transformation: Embed new AI capabilities into client services and internal ops, enabling rapid iteration, productivity tools, and talent gap solutions to enhance our customer-obsessed approach.
• Ensure mature metrics and delivery: Track KPIs (e.g., utilization, revenue growth, compliance adherence) aligned with PE expectations; scale operations using modular tools and hyperscaler integrations.
• Build partnerships: Identify and leverage 3rd-party delivery partners for synergies, while maintaining SOC 2 standards and enterprise-grade outcomes.
• Collaborate with ELT: Align on strategic goals, mitigate risks, and support growth in Toronto's tech ecosystem, emphasizing urgency and purpose in marketplace wins.

Qualifications:

• 10+ years in technical leadership roles, with proven success in PS, Engineering, and Ops delivery within tech/AI/DevOps firms.
• Track record in PE-backed companies: Experience scaling with mature metrics (e.g., cost optimization, delivery efficiency) in smaller, agile environments.
• Hands-on expertise: Deep knowledge of AI/ML integration, cloud platforms (AWS, Azure), DevOps tools (CI/CD, GitHub, Sonar), security/compliance (DevSecOps, GDPR), and FinOps.
• People management skills: Managed direct and cross-functional teams with emphasis on collaboration, agility, and results in resource-constrained settings, while cultivating a customer-obsessed culture.
• Super-organized execution: Demonstrated ability in sprint planning, coordinating resources for multiple customers, and driving synergies without bureaucracy, with purpose and urgency to excel in competitive markets.
• Bachelor's/Master's in Computer Science, Engineering, or related; Hyperscaler (AWS/Azure/GCP) certifications a plus.
• Based in or willing to relocate to Toronto, ON

What We Offer:

• Competitive salary + long term compensation incentives, bonuses tied to PE metrics.
• Hybrid work in Toronto, professional development (e.g., AI certifications), and impact in a transforming firm.
• Inclusive culture focused on innovation, customer obsession, and work-life balance.

iTmethods is an equal opportunity employer. Apply with resume and cover letter highlighting experience, achievements and suitability to be successful in the role.