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PeopleLoop

AI Engineer

Full-TimeUpdated on 10/23/2026
$280k - $320k/yr+ Performance-based bonus + Equity
Senior
Bachelor's
San Francisco, CA, USA+1 moreMore locations: San Mateo, CA, USA
In PersonBased in either the San Mateo or San Francisco office.
Software EngineeringAI Application Engineering

About the job

Requirements
  • At least 7 years of software engineering experience, including at least 2 years at Senior or Staff level owning cross-team initiatives.
  • Strong production experience building AI-powered product features using large language models or similar foundation models.
  • Experience integrating and optimizing model endpoints in production.
  • Strong Python experience and working knowledge of modern backend or API development.
  • Experience shipping features that use large language models, retrieval, tool use, prompts, or structured outputs.
  • Comfort working with large models and applying them to real product workflows.
  • Experience improving latency, cost, reliability, and quality of AI systems.
  • Ability to evaluate model performance with practical product metrics and user feedback.
  • Ability to work across Product, Design, and Engineering.
  • Comfort building systems that balance automation with human review and control.
  • A bachelor's degree is required; equivalent experience will be considered.
Responsibilities
  • Build AI-powered product experiences that help users complete complex workflows faster and with less friction, applying large models to customer problems across admin, broker, and employee journeys.
  • Integrate hosted large language models into production systems using model endpoints and APIs; tune latency, reliability, throughput, token usage, and cost while maintaining quality and trust.
  • Build and improve AI ingestion pipelines to extract and structure data from plan documents and related inputs, focusing on performance, quality, and operational reliability.
  • Design AI features that produce grounded, traceable, and auditable outputs, making recommendations understandable and traceable to source data.
  • Use models and structured data to power tailored recommendations and decision support for employees, admins, and internal operators.
  • Develop systems combining prompts, retrieval, and internal tools; build guardrails, fallbacks, and structured output patterns for dependable model behavior.
  • Create evaluation workflows measuring accuracy, grounding, completeness, and user impact using offline tests, human review, and production feedback.
  • Design human-in-the-loop workflows where people review, approve, or correct model assistance; build systems that learn from feedback and improve over time.
  • Partner with Product, Design, and domain experts to identify valuable AI use cases, define acceptable failure modes, and turn ambiguous workflows into production-ready features.
  • Set engineering standards for AI feature development, mentor engineers, and establish patterns to scale AI across the product.
Desired Qualifications
  • Experience building AI features in benefits, HR technology, PEO, payroll, insurance, or other compliance-heavy domains.
  • Familiarity with hosted large language model providers and model APIs.
  • Experience with prompt engineering, retrieval-augmented generation, or agentic workflows.
  • Experience with evaluation frameworks, observability, and feedback loops for AI products.
  • Experience with structured extraction from documents or forms.
  • Familiarity with graph-based or structured domain modeling.
  • Experience with human-in-the-loop systems, review queues, or approval workflows.
  • Experience with multi-tenant or privacy-sensitive production systems.
  • Comfort with product experimentation and rapid iteration on AI features.

About the company

Company Size

N/A

Company Stage

N/A

Total Funding

N/A

Headquarters

Manhattan Beach, California

Founded

2015

Simplify Jobs

Simplify's Take

What believers are saying

  • The app updated April 2026, showing active product development and distribution.
  • LinkedIn profiles state a 2026 launch by Sequoia veterans with 2,500 clients.
  • Benefits, payroll, and AI-powered support fit employer demand for admin simplification.

What critics are saying

  • No independent funding, hiring, or press signals suggest weak standalone momentum.
  • Sequoia branding dominates product pages, risking customer confusion about PeopleLoop's independence.
  • ADP, Rippling, and Workday can outspend PeopleLoop on integrations and compliance features.

What makes PeopleLoop unique

  • Sequoia-built platform bundles benefits, payroll, and compliance from one operating team.
  • PeopleLoop's mobile app unifies paystubs, total rewards, ID cards, and support.
  • White-glove PEO service and carrier relationships target 20-to-10,000-employee buyers.

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Benefits

  • Company Equity
  • Performance Bonus