Engineering Manager (Okta Access Gateway)

• Enterprises run on a mix of modern cloud services and mission-critical on-premises systems (such as Oracle E-Business Suite, SAP, PeopleSoft, and custom legacy web apps)
• Okta Access Gateway (OAG) solves the enterprise hybrid cloud challenge by extending Okta’s cloud identity, Adaptive MFA, and Zero Trust security policies to on-premises and legacy applications without requiring custom code changes or traditional VPNs
• As the Engineering Manager for Okta Access Gateway in Toronto, you will lead and grow a team of software engineers building the next generation of our hybrid access and gateway infrastructure
• You will partner closely with Product Management, Architecture, Security, and Quality teams to deliver high-throughput, mission-critical security software deployed across multi-cloud and enterprise datacenters globally
• Lead, mentor, and empower an engineering team, fostering an inclusive, high-performance, and psychologically safe engineering culture
• Drive career progression, goal setting, regular 1:1s, and continuous feedback to help engineers grow their technical and leadership skills
• Attract, interview, and hire diverse engineering talent to scale Okta’s engineering presence in Toronto
• Own the end-to-end execution and delivery of key product roadmap initiatives, balancing feature velocity, technical debt, and software quality
• Establish predictable agile delivery cadences (Scrum/Kanban), driving accurate scope estimation, milestone tracking, and stakeholder communication
• Champion operational rigor, security standards, high availability, and performance benchmarking for customer-deployed gateway appliances
• Partner closely with Product Managers, Technical Architects, and UX designers to define technical roadmaps and product requirements
• Participate in architectural reviews, system design proposals, and threat modeling without micromanaging day-to-day code implementation
• Guide the team in modernizing gateway capabilities, containerization, deployment automation, and seamless integration with the core Okta Identity Cloud

Benefits

• Work from home opportunities
• Health + Wellness
• Financial Benefits
• Pay + Incentives
• Time Off
• Everyday Living
• Resources- Technical Background: 8+ years of total software engineering experience designing and operating enterprise-scale distributed systems or infrastructure products
• Communication: Exceptional verbal and written communication skills with the ability to articulate complex technical trade-offs to both technical and executive stakeholders
• Engineering Leadership: 2+ years of experience formally managing software engineering teams (or 4+ years as a hands-on Lead / Staff Engineer leading complex, multi-engineer projects to delivery)
• Security & Networking Acumen: Solid understanding of network architecture, TLS/SSL, reverse proxies/gateways, HTTP headers, DNS, and cloud environments (AWS, Azure, or GCP)
• Enterprise Stack Experience: Strong background in server-side technologies (e.g., Java / Spring Boot, Go, or C/C++) and distributed systems concepts (concurrency, caching, high throughput, and asynchronous processing)
• Execution & Agile Rigor: Proven track record of managing agile delivery, CI/CD automation pipelines, and cross-functional dependencies across distributed teams
• Deep knowledge of Identity & Access Management (IAM) and authentication protocols: SAML 2.0, OAuth 2.0 / OIDC, Kerberos / IWA, Header-Based Auth, and FIDO2 / WebAuthn
• Experience building or operating Reverse Proxies (NGINX / Envoy / HAProxy), API gateways, or Linux-based virtual appliances (OVA / AMI / VHD / Containers)
• Experience with Zero Trust network access (ZTNA) or enterprise hybrid integrations (Oracle, SAP, IBM, Microsoft)
• Experience building or scaling engineering teams in a hybrid/distributed model