[Remote] Staff Software Engineer (AI)

Note: The job is a remote job and is open to candidates in USA. Juniper Square is a company focused on unlocking the potential of private markets through technology and data solutions. They are seeking a Staff Software Engineer to lead the technical direction and architecture of AI systems that enhance their core product experiences for institutional financial clients.ResponsibilitiesSet the technical direction for AI systems - including shared AI SDKs, guardrails, evaluation frameworks, feedback systems, and agentic workflow infrastructureOwn architecture and technical strategy for complex backend and AI platform systems, from design through productionLead technical design for ambiguous, cross-functional initiatives - evaluating tradeoffs, aligning stakeholders, and driving implementationEvaluate and select technologies with a bias toward what ships well and scales sustainablyWrite production code as a hands-on individual contributor - this is not a role that delegates implementation to othersDesign and operate LLM-powered systems: RAG pipelines, agentic workflows, evaluation infrastructure, guardrails, and model observabilityOwn end-to-end reliability of AI systems from design through structured output deliveryDefine quality benchmarks, evaluation frameworks, and feedback loops to continuously improve AI output accuracy and system reliabilityChampion and embed AI-native development practices and tools (e.g., Cursor, Augment) to achieve significant productivity gains across the teamFoster a culture of rapid iteration, high velocity, and quality - including guiding the effective use of AI code generationBring strong, informed opinions about how to get the most from AI-assisted development while maintaining reliability and correctnessMentor engineers, raise the quality of technical decision-making, and help the team execute with consistencyEstablish coding standards, review practices, and architectural documentation that scale as the team growsHelp define what 'good' looks like for a team building at speed without sacrificing qualityPartner with recruiting to build and grow the teamWork closely with engineering managers, product, design, and QA to translate requirements into executable technical plansParticipate actively in design reviews and roadmap discussions with grounded, implementation-level perspectiveHandle most cross-team conflicts and technical decisions autonomouslySkills7+ years of backend and/or ML engineering experience with a trajectory of increasing technical leadership, architectural responsibility, and mentorshipA portfolio of shipped production systems - we will ask you 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 othersDeep expertise in Python, with strong proficiency in building production-grade backend services; experience with other server-side languages (Node/TS, Java) a plusProduction experience building and operating AI/LLM-powered systems — such as AI SDKs, RAG pipelines, evaluation frameworks, agentic workflows, or model observability — in real systems, not just experimentationExperience leading technical design for complex systems, including making architecture decisions, evaluating tradeoffs, and guiding implementation across multiple engineers or teamsExperience with relational/NoSQL databases, including schema design, performance tuning, and data modelingExperience building and operating cloud-native systems using AWS, Docker, Kubernetes, and infrastructure as codeStrong understanding of CI/CD, observability, reliability, and operational excellence in production environmentsAbility to work through ambiguity, break down complex problems, and drive alignment across engineering, product, and designDemonstrated ability to raise engineering quality through technical standards, design reviews, mentoring, and reusable platform patternsHands-on experience with AI-native development tools (e.g., Cursor, Augment); demonstrated ability to embed AI-driven practices to accelerate team velocity and code qualityAbility to critically evaluate AI-generated code and outputs, including identifying failure modes, regressions, and edge casesExperience with document processing pipelines, structured extraction, or vector storesFamiliarity with MLOps tooling, experiment tracking, or model deployment pipelinesBackground in financial document processing or fintech data pipelinesPrior experience in a technical lead or TLM capacity on a new or early-stage product teamBenefitsHealth, dental, and vision care for you and your familyLife insuranceMental wellness coverageFertility and growing family supportFlex Time Off in addition to company-paid holidaysPaid family leave, medical leave, and bereavement leave policiesRetirement saving plansAllowance to customize your work and technology setup at homeAnnual professional development stipendCompany OverviewJuniper Square provides software and fund administration services that streamline collaboration and communication between GPs and LPs. It was founded in 2014, and is headquartered in San Francisco, California, USA, with a workforce of 1001-5000 employees. Its website is https://www.junipersquare.com.Company H1B SponsorshipJuniper Square has a track record of offering H1B sponsorships, with 4 in 2026, 4 in 2025, 5 in 2024, 4 in 2023, 3 in 2022, 3 in 2020. Please note that this does not guarantee sponsorship for this specific role.