Staff Software Engineer

About Your Role

As a Staff Software Engineer at Juniper Square, you are a technical leader - setting technical direction, driving architectural decisions, and raising engineering quality across your team. This is a player-coach role: you lead through code and architecture, not just direction. You'll write production code as a hands-on individual contributor while owning your team's technical strategy, roadmap, and growth, and you'll collaborate closely with product, design, and QA to turn complex workflows into delightful, intuitive experiences.

We're hiring a Staff Software Engineer for the following team

Reporting - Lead the squad that builds the backbone of Juniper Square's financial and web reporting. You'll help set the private-markets standard for customizable, actionable reporting - letting users pull any data, from anywhere, place it anywhere, in any format, and generate the insights that drive decisions. This is a critical, hands-on role for a player-coach who improves systems, automates reporting workflows, enjoys working with financial data, and boosts operational efficiency.

What You'll Do

Own Technical Direction & Architecture

• Set the technical direction and own the architecture for your domain's systems, from design through production
• Lead technical design for ambiguous, cross-functional initiatives - evaluating tradeoffs, aligning stakeholders, and driving implementation
• Be instrumental in your team's transition from monolith to service-oriented architecture
• Evaluate and select technologies with a bias toward what ships well and scales sustainably

Build & Deliver

• Write production code as a hands-on individual contributor - this is not a role that delegates implementation to others
• Own end-to-end delivery of roadmap projects: design, coding, testing, and production
• Manage your team's short-term roadmap (spanning the next two quarters), proactively surfacing execution, cost, and technical risks and driving pragmatic mitigation
• Lead the development of complex, full-stack workflows, working across frontend and backend engineers

AI Fluency & AI-Native SDLC

• Practice AI Fluency across the full software development lifecycle - deliberately choosing where AI versus traditional software is the right tool, and defending those tradeoffs against real criteria (latency, accuracy, cost, data sensitivity, explainability)
• Champion and embed AI-native development practices and tools (e.g., Cursor, Augment) to drive significant productivity gains across your team
• Adapt code review and testing practices for an AI-assisted SDLC - catching AI-specific failure modes (hallucinated dependencies, overconfident but incorrect logic) before they ship
• Build and evaluate agentic workflows and AI-assisted systems where they add real value, with clear human-in-the-loop boundaries and monitoring for failure
• Guard against over-reliance on AI tooling, in your own work and in the code you review, balancing velocity with system comprehension and accountability for outcomes
• Foster a culture of rapid iteration, high velocity, and quality, and help raise AI fluency across the team

Lead & Grow the Team

• Mentor engineers, raise the quality of technical decision-making, and help the team execute with consistency
• Establish coding standards, review practices, and architectural documentation that scale as the team grows
• Partner with recruiting to build and grow the team

Collaborate Cross-Functionally

• Work closely with product, design, QA, and customer support to translate requirements into executable technical plans
• Participate actively in design reviews and roadmap discussions with a grounded, implementation-level perspective
• Handle most cross-team conflicts and technical decisions autonomously

Operational Excellence

• Own monitoring, diagnosing, and resolving production issues within your team's services
• Use observability tooling to measure and improve system performance and reliability
• Implement and uphold best practices that maximize developer productivity across the team

Domain Expertise

• Grow into a subject-matter expert in your domain, with an in-depth understanding of customer needs and the value your systems deliver

Qualifications

Required

• 12+ years of experience in backend and/or full-stack software engineering, with a clear trajectory of increasing technical leadership, architectural responsibility, and mentorship
• A portfolio of shipped production systems - be ready to walk through specific technical decisions you personally made and code you personally wrote; this is not a role for someone whose primary contribution has been directing others
• Deep expertise in at least one server-side language (Python preferred, Node/TS, Java, C++, C#, or similar) and strong proficiency building production-grade backend services
• Experience with modern front-end frameworks (React preferred) and comfort working full-stack when the problem calls for it
• Experience with relational/NoSQL databases, including schema design, performance tuning, and data modeling
• Experience building and operating cloud-native systems using AWS (or equivalent), Docker, Kubernetes, and infrastructure as code
• Strong understanding of CI/CD, observability, reliability, and operational excellence in production environments
• Deep understanding of service-oriented architecture and experience evolving systems from monolith toward SOA
• Demonstrated ability to raise engineering quality through technical standards, design reviews, mentoring, and reusable platform patterns
• Hands-on experience with AI-native development tools (e.g., Cursor, Augment) and a track record of using them to accelerate personal and team velocity
• Demonstrated AI Fluency: hands-on experience building AI-assisted or agentic systems with a deliberate, defensible point of view on when AI is (and isn't) the right tool; adapted code review practices to catch AI-specific failure modes; and concrete safeguards against over-reliance on AI tooling
• Ability to work through ambiguity, break down complex problems, and drive alignment across engineering, product, and design
• Bachelor's degree in Computer Science or equivalent work experience

Nice to Have

• Reporting: experience with data integration platforms, ETL/ELT processes, business intelligence tools, or financial data
• Production experience building AI/LLM-powered systems (RAG pipelines, agentic workflows, evaluation frameworks)
• Background in financial document processing or fintech data pipelines
• Prior experience in a technical lead or TLM capacity on a new or early-stage product team

Additional information

At Juniper Square, we believe building a diverse workforce and an inclusive culture makes us a better company. If you think this role sounds like a fit, we encourage you to apply even if you don't meet every qualification.

Compensation

Compensation for this position includes a base salary, equity, and a variety of benefits. The U.S. base salary range for this role is $190,000 - $235,000 USD and the Canadian base salary range is $180,000 - $225,000 CAD. 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.