Director of Engineering, Cloud & Reliability

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 .

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 .

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.

How We Take Care of Our Team

Our business is deeply immersed in an industry that’s centered around helping people feel their best, so we know that taking care of yourself isn’t selfish; it’s essential. That’s why our culture pairs high standards with genuine care. We don't glorify burnout or wear ‘always on’ as a badge of honor. Instead, we’ve created benefits designed to support you inside and outside of work, so you can bring your best self to both.

Here’s how we support you:

Competitive base pay and performance bonus eligibility because you deserve to be rewarded for your impact.

Equity participation for all full-time employees because we believe the people helping build Boulevard should share in our long-term success.

Comprehensive medical coverage with up to 100% employee premium coverage and 75% dependent coverage to help take care of you and your loved ones.

An annual $1,200 HSA employer contribution for eligible plans to help support healthcare costs and future planning.

100% covered dental, vision, life, and disability insurance, ensuring you stay healthy, protected, and ready for whatever life brings.

12 weeks of fully paid U.S. parental lea