Note: The job is a remote job and is open to candidates in USA. Juniper Square is an operations partner for private markets, unifying technology, data, and fund administration services into a single platform. The Director, Engineering will lead the vision and execution of foundational engineering systems, including monolith modularization, AI-native development, AI feature enablement, application security, and shared services. The role will also manage engineering managers and staff engineers while building secure, high-velocity development paths for product teams.
Responsibilities
- Direct the Monolith Evolution: Own the multi-year technical strategy to safely decouple our legacy Python/Jinja monolith into a modern, modular FastAPI architecture using Domain-Driven Design and zero-downtime database migration tactics
- Drive the AI-Native SDLC: Champion the rollout and adoption of AI-assisted coding tools and AI-augmented workflows across the entire engineering organization, systematically measuring and improving developer productivity
- Enable AI Feature Development: Treat the internal platform as a product. Guide the development of intuitive SDKs, data pipelines, and internal tools that reduce cognitive load and allow product engineers to easily integrate LLMs and build AI-powered features
- Lead Application Security (AppSec): Champion a "shift-left" security culture. Embed secure coding practices, automated vulnerability scanning, and threat modeling directly into developer workflows, ensuring our core platform is resilient against modern threats
- Oversee Core Shared Services: Drive the scale, security, and reliability of enterprise-critical systems, including Identity (AuthN/AuthZ, OAuth2, RBAC), Audit Logs, and high-throughput API & MCP Gateways
- Navigate Org-Wide Boundaries: Negotiate complex refactoring timelines with Product leaders and collaborate seamlessly with other Engineering teams and DevOps to align our platform capabilities with infrastructure
- Build a World-Class Organization: Recruit, mentor, and grow a high-performing organization of engineering managers and staff/principal engineers, fostering a culture of architectural pragmatism and deep developer empathy
Skills
- 15+ years of software engineering experience, with at least 5+ years in engineering leadership, including explicitly managing managers and leading multiple teams
- Proven experience architecting systems that support AI features (LLMs, RAG, tool calling) and a track record of driving AI-assisted development tools (AI SDLC) across engineering teams
- An executive track record of successfully guiding massive monolith-to-modular migrations and decoupling shared database schemas in high-traffic, business-critical environments
- Deep strategic understanding of Application Security principles, Identity/Access Management (OAuth 2.0, OIDC), and modern API traffic management
- Strong technical fluency in Python and FastAPI ecosystems, with the ability to guide Staff-level engineers through complex architectural decisions involving both modern APIs and legacy applications
- Exceptional executive communication skills, with the ability to translate complex technical, security, and AI trade-offs into business value
Benefits
- Bonus
- Equity
- Health, dental, and vision care for you and your family
- Life insurance
- Mental wellness coverage
- Fertility and growing family support
- Flex Time Off in addition to company-paid holidays
- Paid family leave, medical leave, and bereavement leave policies
- Retirement saving plans
- Allowance to customize your work and technology setup at home
- Annual professional development stipend
- Fully remote work experience
Company Overview
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