# Director of Engineering, Cloud & Reliability Remote from[USA](https://jobicy.com/job-region/usa.md)Salary, yearly, USD 209,500 - 270,000Department [Software Engineering](https://jobicy.com/categories/engineering.md) Employment type Full Time, Job posted10 Jul 2026Apply before10 Aug 2026Experience level Director Views / Applies 38 / 3 [About company](https://jobicy.com/company/boulevard.md) * Share About [Boulevard](https://jobicy.com/company/boulevard.md) Powering the Next Generation of Premium Salons and Spas. [Computer Software](https://jobicy.com/company-category/software.md) * 2016 Verified job posting This job post has been [manually reviewed](https://jobicy.com/tools/help-center/employee/how-does-jobicy-verify-the-legitimacy-of-remote-job-listings.md) for authenticity and compliance. ### AI Summary Boulevard is seeking a Director of Engineering, Cloud & Reliability to lead infrastructure transformation and establish industry-leading reliability practices. This role involves architecting scalable AWS infrastructure, implementing CI/CD pipelines, and driving observability and disaster recovery initiatives. The director will report to the SVP of Engineering and lead a team of infrastructure engineers to support rapid growth across market segments. Key projects include EKS migration, multi-region DR, and advanced observability with DataDog. This position is ideal for a technical leader who wants to build the backbone of Boulevard's next growth phase. ### Role DNA Job Complexity Easy Hard Pace & Pressure Relaxed Fast-paced Autonomy Level Guided Full Ownership Communication Load Independent Highly Collaborative AI Insight This role requires high-level technical expertise in cloud infrastructure and reliability, as well as strategic leadership to drive complex initiatives like multi-region disaster recovery and EKS migration. ### Salary Analysis Median Market Rate USD239,750US Market USD180k – 320k 0 USD352k AI Insight The offered salary of $209,500 to $270,000 is competitive and falls within the typical market range for a Director of Engineering focused on cloud and reliability in the US. This role commands a premium due to the specialized skills required and the strategic impact on the company's growth. ### Core Skills Required [Cloud Infrastructure](https://jobicy.com/jobs?search_keywords=Cloud+Infrastructure.md) [AWS](https://jobicy.com/jobs?search_keywords=AWS.md) [Kubernetes](https://jobicy.com/jobs?search_keywords=Kubernetes.md) [Terraform](https://jobicy.com/jobs?search_keywords=Terraform.md) [CI/CD](https://jobicy.com/jobs?search_keywords=CICD.md) [Observability](https://jobicy.com/jobs?search_keywords=Observability.md) [Disaster Recovery](https://jobicy.com/jobs?search_keywords=Disaster+Recovery.md) [Security Compliance](https://jobicy.com/jobs?search_keywords=Security+Compliance.md) [Leadership](https://jobicy.com/jobs?search_keywords=Leadership.md) [DevOps](https://jobicy.com/jobs?search_keywords=DevOps.md) ### Cover Letter Sample Dear Hiring Manager, I am excited to apply for the Director of Engineering, Cloud & Reliability role at Boulevard. With over a decade of experience in building and scaling cloud infrastructure, I have led multiple transformations to improve reliability and efficiency. At my previous company, I spearheaded the migration to Kubernetes on AWS and implemented comprehensive observability with DataDog, resulting in 99.99% uptime. I am particularly drawn to Boulevard's mission to empower self-care businesses through technology. Your focus on providing a seamless client experience aligns with my passion for building platforms that enable business growth. I have extensive experience in multi-region disaster recovery and CI/CD modernization, which are key initiatives for this role. I am eager to bring my leadership and technical expertise to Boulevard and drive the infrastructure evolution needed to support your rapid expansion. Thank you for considering my application. Sincerely, [Your Name] Copy ### Sample Interview Questions Can you describe a time you led a major infrastructure migration, such as moving to containerized environments?I led the migration of a monolithic application to microservices on Amazon EKS. We containerized over 50 services, implemented CI/CD pipelines with GitOps, and transitioned from manual scaling to auto-scaling. This reduced deployment time by 80% and improved resource utilization by 30%.How do you approach establishing a disaster recovery strategy for a multi-region setup?I start with a business impact analysis to define RTO and RPO. Then design a hot-hot architecture using Route53 for DNS failover, with data replication across regions. Regular failover drills and automated recovery procedures ensure readiness. For Boulevard, I would implement similar practices tailored to your services.What experience do you have with observability tools like DataDog, and how do you use them to improve reliability?I have extensive experience implementing DataDog for monitoring, logging, and tracing. I use it to set up dashboards and alerts based on SLOs, and perform root cause analysis for incidents. By correlating metrics and traces, we reduced mean time to detect (MTTD) by 60%.How would you build a culture of reliability within an engineering team?I promote blameless postmortems, invest in training on reliability practices, and implement processes like chaos engineering. Encouraging developers to take ownership of production and embedding SRE principles into the development lifecycle fosters a reliability-first mindset.What is your experience with compliance frameworks like PCI and HIPAA in cloud infrastructure?I have led teams through PCI DSS and HIPAA compliance audits. This involves implementing encryption at rest and in transit, access controls, and logging. Using AWS Config and Security Hub, we automated compliance checks and maintained continuous monitoring to pass audits with zero findings. Who is Boulevard? Boulevard provides the first and only client experience platform for appointment-based, self-care businesses. We empower our customers to give their clients more of the magical moments that matter most. Before launching in 2016, our founders spent months interviewing salon managers and working behind front desks to understand their pain points so we could design a modern, user-friendly platform that meets the unique needs of their business. Our roots may be in hair salons, but we are built for the broader self-care industry, including many types of salons, spas, medspa, barbershops, and more. Our technology not only helps our customers survive but thrive. Take a look at [how we (and YOU) can make that happen](https://www.joinblvd.com/). We have an insatiable curiosity and embrace experimentation. We believe that simple solutions require the most sophistication, and we design each and every detail to maximize potential, power, and impact. Do our values match? Read through [our story and what we value the most](https://www.joinblvd.com/about). Our team values and celebrates our diverse backgrounds. Being open about who we are and what we do allows us to do the best work of our lives. We believe in equal opportunity for all, and you should too. ## Come do the best work of your life at Boulevard. We’re hiring a Director of Engineering – Cloud & Reliability to lead our infrastructure transformation and establish industry leading reliability practices. This role will be instrumental in evolving Boulevard’s infrastructure into a scalable, reliable, secure, and highly available platform that supports our rapid growth and customer needs across a spectrum of market segments (Small Business, Franchises, Enterprises). Reporting to the SVP of Engineering, you’ll lead a team of infrastructure and reliability engineers while driving the technical strategy for our cloud infrastructure, DevOps practices, and platform capabilities. Your work will directly enable the Engineering & Data teams to deliver APIs, services, customer-facing products and data capabilities at scale by providing robust, self-service infrastructure foundations. You’ll architect and implement modern infrastructure practices including containerization, infrastructure-as-code, advanced CI/CD pipelines, and comprehensive observability systems. This role is perfect for a technical leader who wants to build the infrastructure platform that becomes the backbone of Boulevard’s next phase of growth. Domains of Ownership * Cloud Infrastructure & Platform – Design, implement, and maintain scalable AWS infrastructure including multi-region deployments, and infrastructure-as-code * DevOps & CI/CD – Transform deployment pipelines, implement container orchestration, and enable rapid, reliable software delivery * Observability & Reliability – Implement comprehensive monitoring, alerting, and incident response using DataDog and related tools * Disaster Recovery & Business Continuity – Establish DR infrastructure, failover systems, and business continuity planning across all Boulevard services * Infrastructure Automation – Build self-service infrastructure capabilities and advanced automation using Terraform and GitOps practices * Security & Compliance – Establish comprehensive security practices, manage compliance frameworks (PCI, HIPAA, SOC 2), and implement security-by-design principles Key Projects & Initiatives * EKS Migration & Containerization: Lead the migration from current infrastructure to Amazon EKS, implementing container orchestration and services-ready architecture * Multi-Region DR Implementation: Design and implement hot-hot disaster recovery with automated failover, load balancing, and regular testing procedures * CI/CD Pipeline Transformation: Modernize deployment pipelines to support faster, more reliable deployments * Advanced Observability: Enhance comprehensive monitoring, alerting, and incident response using DataDog, enabling proactive issue detection and resolution * Security Framework: Establish enterprise-grade security practices, compliance frameworks, and automation to support Data team’s governance requirements * Infrastructure-as-Code Evolution: Scale Terraform usage, implement GitOps practices, and create self-service infrastructure capabilities * Database Scaling: Address current RDS limitations and implement scalable database architecture What you’ll do here: * Technical Leadership: Define and execute the long-term infrastructure and security strategy, ensuring scalability, reliability, and security as Boulevard grows * Team Building: Lead, mentor, and grow a team of infrastructure and reliability engineers, establishing best practices and fostering a culture of operational excellence * Cross-functional Collaboration: Partner closely with Product, Services and Data Engineering teams to provide the infrastructure foundation for their initiatives * Architecture & Design: Drive architectural decisions for cloud infrastructure, security systems, and operational practices * Operational Excellence: Establish monitoring, alerting, and incident response practices that ensure high availability and performance * Compliance Management: Ensure compliance with industry standards (PCI, HIPAA, SOC 2) and implement security controls What you’ll need to thrive: * 10+ years of experience in cloud infrastructure and platform engineering, with 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 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 U.S. based candidates, the anticipated base salary range is $209,500 – $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. In addition to the wonderful people you’ll get to work with and challenging projects that’ll push you – Boulevard is here to make sure you’re always at the top of your game emotionally, mentally, and physically. * ✨ We’ve got you covered with a 401(k) match plus dental, medical, vision, and life insurance. * 🏝 Take a break whenever you need with our flexible vacation day policy. * 🖥 Fully remote so you can choose where you want to work. You’ll receive a work from home stipend every month. * 💚 Family planning resources and specialized support programs. * 🔮 Equity: get ahead on the ground floor and grow with Boulevard. * 💅 Boulevard Bucks Learning and Development program allows employees to explore businesses in the market we serve. 📲 We recommend following [our official LinkedIn page](https://www.linkedin.com/company/boulevard/) to stay up to date on all things Boulevard life! Boulevard Labs, Inc. is an Equal Opportunity Employer committed to hiring a diverse workforce and sustaining an inclusive culture. All employment decisions at Boulevard Labs, Inc. are based on business needs, job requirements, and individual qualifications, without regard to race, color, religion, marital status, age, national origin, ancestry, physical or mental disability, medical condition, pregnancy, gender, sexual orientation, gender identity or expression, veteran status, or any other status protected under federal, state, or local law. Show more [Apply now >](https://jobicy.com/jobs/149111-director-of-engineering-cloud-reliability.md) * ![Upload CV](data:image/svg+xml;base64,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) ### Upload your resume now To unlock remote work opportunities and be discovered by global employers. 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