Director of Engineering, Cloud & Reliability

Come do the best work of your life at Boulevard.

As our Director of Engineering, Cloud & Reliability, you'll lead the infrastructure transformation that keeps Boulevard fast, secure, and always on. You'll evolve our platform into a scalable, highly available foundation that supports our growth across small businesses, franchises, and enterprises.

You'll lead a team of infrastructure and reliability engineers and set the technical strategy for our cloud, DevOps, and platform capabilities. Your work gives our Engineering and Data teams the self-service foundations they need to ship APIs, products, and data capabilities at scale.

Here, the connection between your work and its impact is never abstract. Salons, spas, and medspas depend on Boulevard every day, and you'll build the backbone that lets them run with ease. This role is fully remote within the U.S.

What you'll do here:

• Define and carry out the long-term infrastructure and security strategy so our platform stays scalable, reliable, and secure as we grow.
• Lead, mentor, and grow a team of infrastructure and reliability engineers, and build a culture of operational excellence.
• Lead our migration to Amazon EKS and bring containerized and service-ready architecture to the platform.
• Design and implement multi-region, hot-hot disaster recovery with automated failover, load balancing, and regular testing.
• Modernize our CI/CD pipelines and scale Terraform and GitOps practices to create self-service infrastructure.
• Strengthen monitoring, alerting, and incident response with Datadog so we catch and fix issues early.
• Drive architectural decisions across cloud infrastructure, security systems, and operations, including scaling our database architecture beyond current RDS limits.
• Partner with Product, Services, and Data Engineering, and keep us compliant with PCI, HIPAA, and SOC 2.

What you'll need to thrive:

• 10+ years of experience in cloud infrastructure and platform engineering, including 5+ years leading infrastructure teams of 5-15 engineers.
• Deep experience with AWS, including EKS, RDS, VPC, and IAM, and infrastructure automation with Terraform.
• Proven experience migrating applications to Kubernetes/EKS and implementing container-based architectures.
• Strong background in security practices, compliance frameworks (PCI, HIPAA, SOC 2), and security automation.
• Experience transforming CI/CD pipelines, implementing GitOps practices, and enabling rapid software delivery.
• Expertise with monitoring and observability tools (Datadog, Prometheus, Grafana) and building thoughtful alerting strategies.
• A track record of working with Product Engineering, Data Engineering, and Platform Services teams to enable their technical initiatives.

How we'll take care of you:

At Boulevard, we work hard to structure compensation in a way that balances internal equity with local market competitiveness, and we're happy to share a good-faith estimate of the base salary range for this role. For candidates in NYC, the SF Bay Area, and Seattle, the anticipated base salary range is $262,000 - $314,000 per year. For all other U.S. locations, the anticipated base salary range is $220,000 - $270,000 per year. In addition to this base compensation, this role may be eligible to participate in a variable compensation program. Final compensation will vary based on a variety of factors which include but are not limited to applicable experience, location, and final leveling.

For candidates in Canada, the anticipated base salary range is CAD $227,000 - $283,800 per year.