PCMI is a fast-growing global SaaS company and a market leader in extended warranty, F&I, and service contract administration. Our platform automates the entire product lifecycle for customers worldwide — and we're just getting started. With teams across North America (US & Canada), Europe (Poland), and Asia (India), we're modernizing our architecture, embedding AI across our products, and scaling to meet growing demand. We move fast, we build with purpose, and we're hiring leaders who want to shape what comes next.

What You’ll Do

The Director of Engineering will lead our Platform and Cloud Operations organization, with a strong focus on DevOps transformation, CI/CD, observability, and secure operations. This leader will drive the evolution from traditional release and operations models to a modern, automated, and highly observable platform—enabling faster delivery, improved reliability, and scalable growth across our Azure-based environment. Experience with AWS is strongly preferred to support ongoing migration efforts from acquired platforms into Azure.

In this role, you will:

• Lead the transformation to CI/CD and continuous delivery, moving away from legacy release cycles.
• Establish scalable build, test, and deployment pipelines across all engineering teams.
• Standardize engineering practices to improve deployment frequency, lead time, and release quality.
• Drive a culture of automation, reducing manual processes and operational toil.
• Build and scale observability capabilities (monitoring, logging, tracing) across the platform.
• Define and operationalize SLOs/SLAs, alerting, and incident response practices.
• Improve system reliability, performance, and resilience under load.
• Own and evolve cloud infrastructure across Microsoft Azure.
• Drive infrastructure-as-code, environment standardization, and platform scalability.
• Lead performance optimization and cloud cost efficiency initiatives.
• Lead migration of acquired AWS environments into Azure, ensuring minimal disruption, performance parity, and cost optimization.
• Define and execute a clear AWS-to-Azure migration strategy, including architecture alignment, tooling, and decommissioning of legacy AWS infrastructure.
• Build and lead high-performing platform, DevOps, SRE, and SecOps teams.

What You’ll Need to Join Our Team

• Bachelor’s degree in Computer Science or related field or equivalent work experience.
• 10+ years in engineering, with strong leadership experience at Director or Sr. Manager level.
• Proven success leading DevOps and CI/CD transformations at scale.
• Deep experience building observability and reliability engineering practices (SRE mindset).
• Strong hands-on experience with Microsoft Azure.
• Experience implementing security operations and DevSecOps practices.
• Expertise in infrastructure-as-code, automation, and modern DevOps toolchains.
• Demonstrated ability to improve system performance, stability, and engineering velocity.
• Experience in enterprise SaaS or regulated environments preferred.
• Previous experience managing the daily workflow of the department.
• Previous experience training, hiring, and recruiting new staff.

Why Work For Us

• Competitive Compensation from $215K - $240K USD; $170K -200K CAN
• Comprehensive Benefit Package**
• • Health, Dental & Vision Insurance
  • Health Savings Account (HSA)
  • Flexible Spending Account (FSA)
  • Short & Long Term Disability Insurance
  • Company-paid Life Insurance
  • Voluntary Life Insurance
  • Voluntary Accident Insurance
  • Employee Assistance Program
  • 401k with generous Company Match
  • Commuter Benefits
• Paid Time Off accrued per pay period
• 10 Paid Holidays
• Paid Parental Leave
• Annual Bonus Program
• Professional Development Opportunities
• Employee Events
• Wellness Programs
• Employee Discount Programs
• Office in Park Ridge, IL - Convenient location to Blue Line

*Individual compensation packages are based on various factors unique to each candidate, including skill set, experience, qualifications, and other job-related aspects.

**Eligible to enroll the first day of employment for immediate coverage.

Although the role is open to remote, PCMI can only hire employees in the following states: 

• AL, CT, FL, GA, IL, KY, LA, MA, MI, MO, NC, NE, NH, NM, OH, PA, SC, TX, WI 

Note: It is required for this role to be in the Park Ridge, IL office 2 days per week if candidate is located in the Chicagoland area. 

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