- As a Senior Software Engineer at Juniper Square, you’re a hands-on individual contributor who designs, builds, and operates production systems powering core workflows for institutional financial clients

- You bring deep technical expertise to your team, drive complex projects independently, and collaborate closely with Staff engineers, product, design, and QA to ship reliable, well-designed systems

- You’ll join Dex, Juniper Square’s AI-native data warehouse, a customer-facing data product

- You’ll work on data extraction, built on the existing architecture and running an Ingest → Parse → Classify → Extract pipeline, owning the initial MVP agents and covering structured data extraction, a RAG pipeline, vectorized storage, and a docs repo

- Design, build, and ship production-quality systems, APIs, and services - from foundational platform capabilities to customer-facing product experiences

- Own projects end-to-end: translating requirements into technical designs, implementation, testing, deployment, and ongoing iteration

- Build reliable, scalable, and observable systems that deliver value to customers and enable other engineering teams to move faster

- Own the production health of the systems you build, including monitoring, troubleshooting, performance, reliability, and issue resolution

- Build intuitive, performant experiences that solve meaningful customer problems and support business outcomes

- Improve engineering velocity and operational quality through automation, documentation, and continuous improvements

- Contribute to technical design for complex projects, evaluating tradeoffs and proposing pragmatic implementation plans

- Partner with product, design, and engineering to translate requirements into well-designed technical solutions

- Help identify and reduce technical debt, reliability risks,



and friction in the software development lifecycle

- Collaborate with Staff and senior engineers to establish reusable patterns and raise engineering standards

- Participate in code reviews, design reviews, debugging, incident response, and operational support

- Use agentic coding tools and AI-assisted development as a primary part of your workflow, deliberately choosing where AI versus traditional software is the right tool

- Critically evaluate AI-generated code for correctness, edge cases, and regressions, shipping quality output regardless of how it was produced

- Build or integrate AI/LLM-powered capabilities in your domain where they add real value (e.g., evaluation frameworks, RAG pipelines, agentic workflows), with clear human-in-the-loop boundaries

- Contribute to the team’s evolving practices around AI-accelerated development, testing, and code review

- Work closely with product, design, QA, and cross-functional partners to meet timelines and align solutions to business goals

- Provide clear, accessible technical context to both technical and non-technical stakeholders

- Grow into a subject-matter expert in Dex, with a deep understanding of the data, workflows, and customer needs specific to that space- Strong ownership mindset, with the ability to drive projects independently while collaborating effectively across teams

- Comfort working full-stack when the problem calls for it (TypeScript/React experience a plus)





- Hands-on experience building or integrating AI/LLM-powered systems in production (e.g., RAG pipelines, agent frameworks, evaluation workflows, guardrails, prompt/tool orchestration, or model observability)

- Experience with cloud-native technologies such as AWS, Docker, and Kubernetes, and infrastructure as code

- Solid understanding of CI/CD, observability, and operating services in production

- Bachelor’s degree in Computer Science or equivalent work experience

- Ability to break down complex technical problems and deliver pragmatic, maintainable solutions

- Experience with relational/NoSQL databases, including schema design, query optimization, and data modeling

- 7+ years of experience in backend and/or full-stack software engineering

- Clear communication skills, with the ability to explain technical tradeoffs to engineering and cross-functional partners

- Comfort operating in ambiguous, fast-evolving technical territory where best practices and patterns are still being established

- Hands-on experience with AI-native development tools (e.g., Cursor, Augment), and demonstrated AI Fluency: a deliberate point of view on when AI is (and isn’t) the right tool, adapted code review practices for AI-generated code, and safeguards against over-reliance on AI tooling

- Strong backend engineering experience with Python and frameworks such as FastAPI, Flask, Pyramid, or Django

- If you think this role sounds like a fit, we encourage you to apply even if you don’t meet every qualification

- Experience shipping AI-forward data pipeline or warehousing solutions

- Strong data warehousing or data engineering expertise (Redshift, Snowflake, BigQuery, Databricks)

- Comfort navigating ambiguity in an early-stage, less spec-heavy environment

📌 Senior Software Engineer (AI-Native Data Warehouse) (Toronto)
🏢 Juniper Square
📍 Toronto