Director of Engineering, Cloud & Reliability

Boulevard

14h•$209,500 - $270,000•Remote

About The Position

Boulevard is seeking a Director of Engineering - Cloud & Reliability to lead their infrastructure transformation and establish industry-leading reliability practices. This role is crucial for evolving Boulevard's infrastructure into a scalable, reliable, secure, and highly available platform to support rapid growth and customer needs across various market segments. The position reports to the SVP of Engineering and will lead a team of infrastructure and reliability engineers, driving the technical strategy for cloud infrastructure, DevOps practices, and platform capabilities. The work will enable Engineering & Data teams to deliver APIs, services, customer-facing products, and data capabilities at scale by providing robust, self-service infrastructure foundations. The role involves architecting and implementing modern infrastructure practices such as containerization, infrastructure-as-code, advanced CI/CD pipelines, and comprehensive observability systems. This is an ideal position for a technical leader aiming to build the infrastructure platform that will underpin Boulevard's future growth.

Requirements

10+ years of experience in cloud infrastructure and platform engineering.
5+ years leading infrastructure teams of 5-15 engineers.
Deep experience with AWS services including EKS, RDS, VPC, IAM, and infrastructure automation using 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 implementing comprehensive alerting strategies.
Proven ability to work with Product Engineering, Data Engineering, and Platform Services teams to enable their technical initiatives.

Responsibilities

Lead the migration from current infrastructure to Amazon EKS, implementing container orchestration and services-ready architecture.
Design and implement hot-hot disaster recovery with automated failover, load balancing, and regular testing procedures.
Modernize deployment pipelines to support faster, more reliable deployments.
Enhance comprehensive monitoring, alerting, and incident response using DataDog, enabling proactive issue detection and resolution.
Establish enterprise-grade security practices, compliance frameworks, and automation to support Data team's governance requirements.
Scale Terraform usage, implement GitOps practices, and create self-service infrastructure capabilities.
Address current RDS limitations and implement scalable database architecture.
Define and execute the long-term infrastructure and security strategy, ensuring scalability, reliability, and security as Boulevard grows.
Lead, mentor, and grow a team of infrastructure and reliability engineers, establishing best practices and fostering a culture of operational excellence.
Partner closely with Product, Services and Data Engineering teams to provide the infrastructure foundation for their initiatives.
Drive architectural decisions for cloud infrastructure, security systems, and operational practices.
Establish monitoring, alerting, and incident response practices that ensure high availability and performance.
Ensure compliance with industry standards (PCI, HIPAA, SOC 2) and implement security controls.