Director of AI‑Native Platform Engineering

junipersquare; United States; Hybrid; USD 250,000 - 350,000; Full time

Job summary

Juniper Square seeks a Director of Engineering to lead the vision and execution for our core systems, including modularizing our Python/FastAPI stack and accelerating AI-native practices. You will guide architectural strategy and drive secure, scalable platforms across the company.

You will oversee engineering managers and staff engineers, partnering with product and DevOps to deliver fast, reliable features and reduce technical debt while expanding security posture.

Qualifications

• 15+ years of software engineering experience, with at least 5+ years in engineering leadership and managing multiple teams.
• High AI Fluency: architecture experience for AI features (LLMs, RAG, tool calling) and driving AI-assisted development tools across teams.
• Executive track record guiding monolith-to-modular migrations and decoupling shared DB schemas in busy environments.
• Deep understanding of Application Security principles, Identity/Access management.

Responsibilities

• Direct the Monolith Evolution: own multi-year strategy to decouple legacy Python/Jinja monolith into modular FastAPI architecture using Domain-Driven Design and zero-downtime migrations.
• Drive the AI‑Native SDLC: roll out AI-assisted coding tools and AI-augmented workflows across engineering, measuring productivity.
• Enable AI Feature Development: treat platform as a product; build SDKs, data pipelines, and internal tools to integrate LLMs.
• Lead Application Security (AppSec): promote shift-left security, secure coding practices, automated vulnerability scanning, and threat modeling.
• Oversee Core Shared Services: scale and secure Identity, Audit Logs, and high-throughput APIs.
• Navigate Org‑Wide Boundaries: negotiate refactoring timelines with Product and collaborate with DevOps.
• Build a World‑Class Organization: recruit, mentor, and grow managers and senior engineers.

Skills

Leadership

AI/ML systems

Monolith to modular migrations

Application Security

Mentoring engineers

Domain-Driven Design

Job description

Juniper Square seeks a Director of Engineering to lead the vision and execution for our core systems, including modularizing our Python/FastAPI stack and accelerating AI-native practices. You will guide architectural strategy and drive secure, scalable platforms across the company.

You will oversee engineering managers and staff engineers, partnering with product and DevOps to deliver fast, reliable features and reduce technical debt while expanding security posture.