Skip to main content
Juniper Square logo

Director, Engineering (Platform)

Juniper Square

Remote · USFull-time$230–285K/yrPosted 1mo agoStill listed 5 days ago

Most applications go out cold — see where you stand first. No sign-up to start.

You apply on the employer's site, with no Olive account needed.

Watch jobs like this.

Don't just apply. Show up ready.

Olive works from this exact posting.

At a glance

Compensation
$230–285K/yr
Location
Remote · US
Schedule
Full-time
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

The Director, Engineering will lead the vision and execution of foundational systems across Juniper Square’s engineering organization. The role oversees monolith modularization, AI-native development practices, tools for AI-enabled product features, application security, and shared services. It manages engineering managers and staff engineers, treats the internal platform as a product, and aims to help product teams move faster while reducing technical debt and security risks.

Skills & qualifications

RequiredNice to have

Skills

Python, requiredFastAPI, requiredAI Systems Architecture, requiredLLMs, requiredRAG, requiredTool Calling, requiredAI-Assisted Development, requiredMonolith Migration, requiredDatabase Schema Decoupling, requiredApplication Security, requiredIdentity and Access Management, requiredOAuth 2.0, requiredOIDC, requiredAPI Traffic Management, requiredExecutive Communication, required

Qualifications

15+ Years Software Engineering Experience, required5+ Years Engineering Leadership, requiredManaging Managers, requiredLeading Multiple Teams, required

Benefits

Medical Insurance
Dental Insurance
Vision Insurance
Paid Time Off
Parental Leave
401(k) Match
Tuition Assistance

Full job description

About Juniper Square Private markets are one of the largest, most complex, and most underserved corners of global finance. Our mission at Juniper Square is to unlock their full potential. We’re the Operations Partner trusted by 2,300+ GPs, unifying technology, data, and fund administration services into a single platform that helps GPs move faster, make better decisions, and scale with precision. With $300B+ under administration and 700,000+ LPs on platform, we’ve built the scale to match our ambition. And with JunieAI, our purpose-built AI platform, we’re reimagining how private markets operate, embedding intelligence across every workflow. Founder-led since 2014, backed by $350M+ in funding, and now 1,000+ employees strong, we’re building a company designed to shape the future of private markets for decades to come. Our culture is built for people who want to do ambitious, meaningful work alongside exceptionally talented teammates. We think like owners, move with urgency, and take pride in solving hard problems that truly matter to our customers and the future of private markets. We believe the best ideas come from open debate, deep collaboration, and diverse perspectives, which is why we believe transparency is the default and feedback makes us stronger. If you’re energized by high standards, rapid growth, and the opportunity to help define a category at a pivotal moment, come join us! Juniper Square offers employees a variety of ways to work, ranging from a fully remote experience to working full-time in one of our physical offices. We invest heavily in digital-first operations, allowing our teams to collaborate effectively across 27 U.S. states, 2 Canadian Provinces, India, Luxembourg, and England. We also have physical offices in San Francisco, New York City, Mumbai and Bangalore for employees who prefer to work in an office some or all of the time.

About your role As the Director, Engineering you will lead the vision and execution for the foundational systems that power our entire engineering organization. Your mandate spans four critical pillars: architecting the modularization of our core Python/FastAPI monolith, accelerating our transition to an AI-native engineering culture, empowering product teams with tools to build AI-enabled features, and establishing a robust Application Security (AppSec) posture. You will manage a group of engineering managers and staff engineers. You will act as a strategic multiplier for the company, treating our internal platform as a top-tier product. Your ultimate goal is to create secure, high-velocity "paved paths" that make our product teams incredibly fast, while systematically reducing technical debt and security risks.

What you'll do

  • 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.

Qualifications

  • 15+ years of software engineering experience, with at least 5+ years in engineering leadership, including explicitly managing managers and leading multiple teams.

  • High AI Fluency: 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.

Compensation Compensation for this position includes a base salary, bonus, equity and a variety of benefits. The U.S. base salary range is $230,000 - $285,000 USD. Actual base salaries will be based on candidate-specific factors, including experience, skillset, and location, and local minimum pay requirements as applicable.

Benefits include:

  • 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

Your recruiter can provide additional details about compensation and benefits.

How this job compares

Set against the 2,287 open Engineering Leadership jobs on Olive Jobs, counted November 12, 2026.

Pay
  • This posting$230–285K/yr
  • Kentucky median$182–306K/yr23 salary ranges
  • US median$182–306K/yr1,905 salary ranges

This range's midpoint, $258K, is close to the Kentucky median midpoint ($260K) — in the middle half of Engineering Leadership salary ranges in Kentucky.

Openings
Olive Jobs lists 29 open Engineering Leadership jobs in Kentucky and 2,287 across the US. 6% of them nationwide are listed as remote or flexible.
Hiring the most in Kentucky
Experience
This posting asks for at least 15 years of experience — more than three in four Engineering Leadership postings that state a minimum ask for (median 10 years, across 1,790 postings).
Education
718 of the 2,287 open Engineering Leadership jobs (31%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 12, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

Prepare for this role

You've read the whole posting — now see how you match it.