About the Opportunity
We’re looking for a Director of DevOps with a passion for learning, a kind heart, a positive attitude, and a great sense of humor to join our growing team. In this role, you will lead DevOps strategy, cloud infrastructure, reliability, automation, and platform operations for a SaaS engineering organization. You will mentor the DevOps team, drive best practices across AWS-first infrastructure, CI/CD, observability, incident response, security, and cost optimization, and partner closely with Engineering, Product, Security, Data, QA, executive leadership, and key vendors to improve system resilience, developer productivity, and delivery efficiency.

The Director of DevOps will be a key player on an incredible team as we execute our mission to help local governments and school districts take the next step from good to great.

Key Responsibilities:

• Lead DevOps Strategy and Team Execution: Define and champion the DevOps vision, operating model, roadmap, and priorities for a SaaS engineering organization of approximately 80 engineers.
• Own Cloud Infrastructure Strategy and Cost Optimization: Lead AWS-first cloud strategy while managing Azure and Google Cloud usage, driving consolidation, governance, cost visibility, and FinOps accountability.
• Drive Reliability, Observability, and Production Operations: Strengthen SRE practices, incident response, on-call operations, observability, alerting, postmortems, and reliability metrics across production systems.
• Advance Infrastructure Automation and Developer Enablement: Improve infrastructure-as-code, CI/CD, deployment automation, environment management, self-service tooling, and developer productivity.
• Champion Secure, AI-Enabled DevOps Practices: Evaluate and adopt AI-enabled tools and modern automation practices to improve infrastructure reviews, incident triage, documentation, CI/CD, and operational workflows with appropriate guardrails
• Manage Strategic Platforms, Vendors, and Partnerships: Own key vendor relationships and platform decisions across AWS, Datadog, Databricks, and other cloud, observability, security, and developer tooling providers.
• Build and Develop a High-Leverage DevOps Team: Lead hiring, mentoring, performance management, budgeting, and organizational planning for a team responsible for cloud infrastructure, reliability, automation, and platform operations.

Critical Skills/Experience:

• Proven experience leading and scaling DevOps, platform, infrastructure, or SRE teams in a SaaS environment
• Deep AWS infrastructure expertise, including architecture, governance, security, networking, compute, storage, and cost management.
• Strong FinOps experience, including cloud cost visibility, forecasting, optimization, and engineering cost accountability
• Strong observability and production operations experience, including Datadog or similar platforms, logging, metrics, tracing, alerting, incident response, and MTTR reduction
• Hands-on experience with infrastructure-as-code, CI/CD, deployment automation, environment management, secret management, and cloud policy controls.
• Strong SRE and operational excellence track record, owning KPIs for reliability, uptime, and security remediation, with expertise in incident response.
• Experience evaluating, implementing, and governing strategic third-party platforms across cloud, observability, data, security, and developer tooling
• Working knowledge of AI-enabled engineering or DevOps workflows, including automation, infrastructure review, incident triage, documentation, or CI/CD improvement
• Excellent communication skills, proven ability to collaborate with executives, manage critical vendor relationships, and mentor engineers across career paths.
• Strong people leadership skills, including hiring, mentoring senior ICs, developing technical leaders, managing performance, and leading teams through growth and change

Technical Depth Across Core Platforms:

• Deep cloud infrastructure leadership across AWS, with working familiarity across Azure and Google Cloud environments
• Strong FinOps mindset with experience consolidating cloud usage, improving cost visibility, and driving accountability for cloud spend
• Proven ability to lead DevOps strategy for a SaaS organization with multiple engineering teams and production systems
• Strong command of observability practices, including logging, metrics, tracing, alerting, and operational insights using platforms such as Datadog
• Experience building reliable, scalable, and secure cloud platforms that support engineering velocity and customer-facing uptime
• Strong understanding of infrastructure-as-code, deployment automation, CI/CD, secret management, and policy-as-code standards
• Data-driven approach to DevOps effectiveness, including deployment frequency, lead time, change failure rate, MTTR, developer satisfaction, cloud spend, and platform adoption
• Practical understanding of AI-enabled DevOps opportunities, including anomaly detection, incident triage, cost optimization, infrastructure review, documentation, and developer self-service

The Ideal ClearGov Candidate:

• Self-motivated, self-starter with a zeal to win
• Great communicator; strong oral and written skills
• Ability to think creatively and innovatively
• Hands-on problem solver who enjoys cracking difficult nuts
• Quick study – able to pick up and apply new concepts in a hurry
• Track record of achievement
• Enjoys working on and helping to build outstanding teams
• Demonstrates an entrepreneurial spirit and gets stuff done
• A sense of humor and don’t take themselves too seriously

Why Join Us:

• Flexible, hybrid work
• Chance to make a meaningful impact on government and school district transparency and accountability
• Opportunity to work in a fast-paced, fun, and collaborative environment
• Competitive salary and benefits package (see below)
• Professional growth opportunities

Compensation:

• In the spirit of transparency, we are excited to share the base salary for this position is $150,000 - $190,000 CAD and exclusive of fringe benefits or potential bonuses. If you are hired at ClearGov, your final base salary compensation will be determined by factors such as skills, interview performance, education and/or experience. In addition to those factors, we believe in the importance of pay equity and consider internal equity of our current team members as a part of any final offer. Please keep in mind that the range mentioned above is the full base salary for the role. Hiring beyond the base range would not be typical in order to allow for future & continued salary growth. We also offer a generous compensation and benefits package (more information on benefits listed below).

Benefits:

• Competitive Salary
• Quality Medical, Dental, and Vision Insurance Plans
• Life Insurance
• RRSP Matching
• Personal Time Off Policy
• Company-Paid Holidays Observed
• Annual Holiday “Dimming of the Lights” (aka: reduced work hours)
• Parental Leave
• Employee Referral Bonus

ClearGov is an equal opportunity employer committed to building a diverse, inclusive, and respectful workplace. We prohibit discrimination and harassment of any kind and make employment decisions without regard to race, color, ancestry, ethnicity, nationality or national origin, citizenship, sex, sexual orientation, gender identity or expression, religion or creed, age, disability, genetic information, pregnancy, childbirth or related medical conditions, marital or family status, veteran or military status, Indigenous status, record of offenses (where legally protected), or any other characteristic protected by applicable federal, state, provincial, or local laws in the United States and Canada.

ClearGov is also committed to providing reasonable accommodations for applicants and employees with disabilities, in accordance with applicable U.S. and Canadian laws. If you require an accommodation during any part of the hiring process, please let us know.

At ClearGov, we value diverse perspectives and believe they strengthen our ability to achieve our mission of helping local governments work better.