Director, Engineering – Platform

🕒 September 18

🌐 United States, Canada – Remote

🇺🇸 United States – Remote 🇨🇦 Canada – Remote

💵 $230k - $285k / year

⏰ Full Time

🔴 Lead

🖥 Software Engineer

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Juniper Square

WebsiteLinkedInAll Job Openings

201 - 500 employees

💸 Finance

🏠 Real Estate

☁️ SaaS

💰 $75M Series C on 2019-11

Finance • Real Estate • SaaS

Juniper Square is a company that provides a comprehensive platform and solutions tailored for private investment partnerships. Founded in 2014, the company focuses on enabling seamless connection and communication between General Partners (GPs) and Limited Partners (LPs) throughout the entire investment lifecycle. Juniper Square's technology is purpose-built to support commercial real estate, private equity, and venture capital firms of all sizes. The platform offers services such as fund administration, fundraising, investor management, compliance, and investor reporting, all aimed at enhancing transparency, data governance, and the overall investor experience.

📋 Description

• 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

• 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

• 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

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