Director, Engineering – Platform

Juniper Square

. Lead the vision and execution for foundational systems powering the engineering organization .

Posted 9/18/2026full-timeRemote • United States, CanadaLead💰 $230,000 - $285,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates extensive experience in leading engineering teams and architecting modular systems, with a strong focus on AI integration and application security. Proven ability to drive developer productivity and implement secure coding practices while managing complex migrations and fostering a culture of innovation.

Highest-signal resume keywords

15+ Years Of Software Engineering Experience5+ Years In Engineering LeadershipProven Experience Architecting AI FeaturesStrong Technical Fluency In Python And FastAPIDeep Understanding Of Application Security Principles

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

PythonFastAPIDomain-Driven DesignAI-Assisted Development ToolsApplication SecurityOAuth 2.0OIDCAPI Traffic ManagementSDK DevelopmentData Pipeline Development

Soft Skills

Exceptional Executive CommunicationMentoring And Coaching

Tools & Technologies

AI-Augmented WorkflowsAutomated Vulnerability ScanningThreat ModelingIdentity/Access ManagementHigh-Throughput APIMCP Gateways

Industry Keywords

Legacy System MigrationModular ArchitectureZero-Downtime Database MigrationsHigh-Traffic EnvironmentsTechnical Debt Reduction

Tech Stack

Tools & technologies

PythonSDLC

About the role

Key responsibilities & impact

Lead the vision and execution for foundational systems powering the engineering organization
Own the multi-year strategy to decouple the legacy Python/Jinja monolith into a modular FastAPI architecture using Domain-Driven Design and zero-downtime database migrations
Drive rollout and adoption of AI-assisted coding tools and AI-augmented workflows across engineering
Measure and improve developer productivity
Guide development of SDKs, data pipelines, and internal tools enabling LLM integration and AI-powered features
Establish a shift-left Application Security culture with secure coding practices, automated vulnerability scanning, and threat modeling
Oversee Identity, AuthN/AuthZ, OAuth2, RBAC, Audit Logs, and high-throughput API and MCP Gateways
Negotiate refactoring timelines with Product leaders and collaborate with Engineering and DevOps teams
Recruit, mentor, and grow engineering managers and staff/principal engineers
Build secure, high-velocity paved paths while reducing technical debt and security risks

Requirements

What you’ll need

15+ years of software engineering experience
At least 5+ years in engineering leadership, including explicitly managing managers and leading multiple teams
Proven experience architecting systems that support AI features, including LLMs, RAG, and tool calling
Track record of driving AI-assisted development tools and AI SDLC adoption across engineering teams
Executive track record guiding large monolith-to-modular migrations and decoupling shared database schemas in high-traffic, business-critical environments
Deep understanding of Application Security principles
Experience with Identity/Access Management, including OAuth 2.0 and OIDC
Knowledge of modern API traffic management
Strong technical fluency in Python and FastAPI ecosystems
Ability to guide Staff-level engineers through architectural decisions involving modern APIs and legacy applications
Exceptional executive communication skills
Eligible work locations: Americas (USA or Canada)
Sponsorship questions apply to employment in the United States and Canada

Benefits

Comp & perks

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
Bonus
Equity
Fully remote work option
Physical office work option