Head of Enterprise Architecture

Great Gray

8d • $190,000 - $235,000 • Remote

About The Position

Great Gray is seeking a Head of Enterprise Architecture to define and drive the architectural vision and technical roadmap across our enterprise technology platforms. This is a highly influential senior role responsible for ensuring that Great Gray’s technology foundation is scalable, resilient, secure, and aligned with long-term business strategy. The Head of Enterprise Architecture will partner closely with engineering, product, data, security, and business leaders to modernize legacy systems, evolve cloud-native platforms, and enable faster, higher-quality delivery across the organization. This role balances strategic foresight with hands-on architectural leadership, ensuring both long-term sustainability and near-term developer productivity as the company continues its rapid growth.

Requirements

• Bachelor’s degree in Computer Science, Engineering, or a related technical field required. Advanced degree preferred.
• 15+ years of experience in software engineering, including at least 5 years in senior or enterprise architecture leadership roles.
• Proven experience defining and scaling architecture for large, complex SaaS, fintech, or platform-based systems.
• Demonstrated success leading legacy modernization initiatives, including monolith decomposition and cloud migrations.
• Experience managing and influencing other architects across multiple products or domains.
• Strong background in distributed systems, API design, cloud platforms (Azure preferred), and modern web architectures.
• Deep understanding of DevOps, CI/CD pipelines, observability, reliability engineering, and security best practices at scale.
• Expert-level capability in system design, architectural modeling, and platform decomposition.
• Exceptional communication and influence skills, with the ability to operate effectively at both executive and deep technical levels.
• Strong analytical, decision-making, and cross-functional collaboration skills.
• Ability to evaluate emerging technologies and define pragmatic, business-aligned adoption strategies.
• Your standards reflect our core values: Growth Mindset, Disciplined Curiosity, Grit, Results Ownership, Collaboration.

Responsibilities

• Define and own the enterprise architectural vision across Great Gray’s multi-platform technology ecosystem.
• Align architectural strategy with business growth objectives, regulatory requirements, and product roadmaps.
• Lead architectural integration and consolidation of various platforms within the Great Gray portfolio.
• Establish and maintain architecture principles, standards, patterns, and guardrails to ensure consistency, quality, and resilience across platforms.
• Oversee architectural decisions across application layers, APIs, data models, integrations, and cloud infrastructure.
• Identify and proactively address cross-cutting concerns such as scalability, performance, availability, security, compliance, and cost optimization.
• Guide build-versus-buy decisions, shared service strategies, and component reuse to maximize return on technology investments.
• Establish and lead architecture review and design governance processes.
• Partner with engineering and product leadership to evaluate technical trade-offs and ensure solutions are maintainable, scalable, and aligned with enterprise standards.
• Serve as a final escalation point for complex technical and architectural decisions.
• Evaluate and recommend emerging technologies and architectural approaches (e.g., event-driven systems, data platforms, AI/ML enablement, observability, and automation).
• Develop and maintain a forward-looking architecture roadmap capable of supporting significant growth in transaction volume, data scale, and product complexity.
• Ensure platforms are designed for high reliability, regulatory compliance, and operational excellence.
• Act as a mentor and technical leader to senior engineers, architects, and technical leaders across multiple domains.
• Foster a culture of engineering excellence, strong design discipline, continuous learning, and knowledge sharing.
• Influence without direct authority by building trust and alignment across teams and executive stakeholders.
• Complete other related duties as assigned.

Benefits

• Be an integral part of an early-stage, high-growth organization!
• Competitive compensation package including 401(k) with elective and non-elective match opportunities
• Lifestyle spending allowance program
• Medical, Dental, Vision Insurance
• Employer-paid life and disability insurance
• Generous paid time off program

What This Job Offers

• Job Type: Full-time
• Career Level: Executive
• Number of Employees: 51-100 employees