Director of Engineering, Cloud & Reliability | JobSetuu

Description

Job Overview

• Source: Jobicy

Job Description

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.

Expert Career Tips for Director of Engineering, Cloud & Reliability Roles

To succeed in a competitive market as a Director of Engineering, Cloud & Reliability, you need more than just technical skills. Here are some expert strategies to elevate your profile:

• Build a Strong Portfolio: For technical roles, a clean GitHub or a personal project site is essential. For non-technical roles, a case study portfolio demonstrating problem-solving and impact is equally valuable. Show, don't just tell, what you have achieved in your previous positions.
• Master the Narrative: When interviewing, use the STAR method (Situation, Task, Action, Result) to structure your answers. Quantify your results wherever possible—mentioning "increased efficiency by 20%" is much more impactful than saying "improved efficiency."
• Continuous Learning: The industry moves fast. Whether it's staying updated with the latest AI tools or mastering a new management methodology, continuous professional development is key. Consider obtaining industry-recognized certifications that align with Director of Engineering, Cloud & Reliability requirements.
• Networking: Connect with other professionals in similar roles. Join online communities, attend webinars, and engage in meaningful discussions on professional social networks. Often, the best opportunities come through referrals and community engagement.
• Soft Skills Matter: Communication, empathy, and leadership are often the deciding factors between two equally qualified technical candidates. Cultivate these skills as they are universally valued across all industries and seniority levels.

Additionally, research the specific company's culture and values. Tailoring your application to show how you align with their mission can significantly increase your chances of moving forward in the process.

Salary & Compensation

Salary not disclosed; typically competitive for the role.

Work Arrangement

Type: On-Site

Standard business hours at the office.

Comprehensive Application Strategy & Hiring Process

Applying for a new role is a marathon, not a sprint. Follow this strategic approach to maximize your success rate:

1. Initial Research & Tailoring

Don't send the same resume to every employer. Spend at least 30 minutes researching the company. Look for recent news, their product roadmap, and their team structure. Modify your summary and core competencies to reflect the specific keywords found in the job description.

2. The Perfect Cover Letter

If the application allows for a cover letter, use it to tell a story that your resume cannot. Explain why you are passionate about this specific company and how your unique background makes you the perfect fit for the challenges they are currently facing.

3. Navigating the Multi-Stage Interview

Most modern hiring processes involve 3-5 stages. This typically includes a recruiter screen, a technical or skill-based assessment, a peer interview, and a final leadership round. Prepare for each stage differently: focus on enthusiasm and fit for the recruiter, technical depth for the assessment, and strategic vision for the leadership round.

4. Post-Interview Follow-Up

Always send a personalized thank-you note within 24 hours of each interview. Reference a specific topic discussed during the call to demonstrate your active listening and genuine interest in the role.

By following these steps, you demonstrate a high level of professionalism and attention to detail that sets you apart from the average applicant.

Typical Interview Process

1. Resume screening
2. HR call
3. Skill interview
4. Final manager interview
5. Offer

Tip: Research the company's products and culture.

Global Market Intelligence & Relocation Insights

At JobSetuu, we specialize in helping talent navigate the global job market. Here is what you need to know about the current landscape in Global and beyond:

The demand for skilled professionals is increasingly borderless. For roles based in Global, understanding the local cost of living, visa requirements (if applicable), and cultural nuances is vital. If this is a remote role, consider the time zone alignment and the asynchronous communication culture of the hiring organization.

Relocation Support: Many forward-thinking companies offer relocation packages that include moving stipends, temporary housing, and legal assistance with work permits. When evaluating an offer, look beyond the base salary—consider the total compensation package, including equity, bonuses, and healthcare benefits.

Work-Life Balance Trends: Hybrid and remote work have become standard in many regions. Research the local labor laws and common practices regarding work hours and vacation time to ensure the role aligns with your lifestyle goals.

Leveraging JobSetuu's tools can help you compare salaries across different cities and understand the "purchasing power" of your potential offer, ensuring you make an informed decision for your long-term career path.

Skills & Competency Roadmap for Professional Development

To remain competitive in Professional Development, we recommend focusing on the following core competencies over the next 12-18 months:

• Technical Mastery: Deepen your expertise in the core tools and languages relevant to your field. For developers, this might be cloud architecture; for marketers, it might be data-driven attribution modeling.
• AI Augmentation: Learn how to leverage generative AI and automation tools to increase your productivity. Understanding how to integrate these technologies into your workflow is becoming a non-negotiable skill.
• Leadership & Strategy: Even in individual contributor roles, the ability to think strategically and lead projects from inception to completion is highly valued. Focus on stakeholder management and high-level project planning.
• Data Literacy: The ability to interpret data and use it to drive decisions is essential across all business functions. Familiarize yourself with data visualization and basic analytical concepts.

By investing in these areas, you not only prepare yourself for the role you are applying for today but also build a resilient foundation for the opportunities of tomorrow.

Apply via JobSetuu

Discover your next career milestone on JobSetuu. This Director of Engineering, Cloud & Reliability position is part of our commitment to bringing you the most relevant and high-impact job openings globally. At JobSetuu, we simplify your job search by aggregating premier listings and providing the tools you need to stand out. Don't miss the chance to elevate your professional journey—explore more opportunities and career insights on our platform today.