Senior Staff Software Engineer, Interop

About Gusto At Gusto, we're on a mission to grow the small business economy. We handle the hard stuff — payroll, health insurance, 401(k)s, and HR — so owners can focus on their craft and their customers. With teams in Denver, San Francisco, and New York, we support more than 500,000 small businesses nationwide and are building a workplace that reflects the people we serve. All full-time employees receive competitive base pay, benefits, and equity (RSUs) — because everyone who helps build Gusto should share in its success. Offer amounts are determined by role, level, and location. Learn more about our Total Rewards philosophy . AI is a fundamental part of how work gets done at Gusto. We expect all team members to actively engage with AI tools relevant to their role and grow their fluency as the technology evolves. AI experience requirements vary by role and will be assessed during the interview process. About the Role As a Staff Software Engineer on the Benefits Advisory team, you will be directly accountable for key architectural improvements to Gusto's benefits platform. This is a full-stack role where you will design and build platform capabilities that enable customers to explore, apply for, and maintain their benefits within your product area. Your work will focus on transforming our benefits opportunity, shopping and renewal flows , creating clear system boundaries that enable efficient reuse and increased scalability, allowing the ability to offer a wider variety of products more quickly. You will design services that continue to scale the organization, with an emphasis on enabling novel AI-driven interfaces to deliver a delightful benefits shopping experience. You’ll operate at the intersection of marketing, sales, operations and engineering. If you are passionate about building highly scalable systems that can reason, predict, and personalize to unlock Gusto Benefits’ next phase of sustainable growth, we’d love to have you join our team.

About Pinecone Pinecone is the trusted AI knowledge company. Its trusted AI knowledge platform—including its Database, Nexus, and Marketplace products—power accurate, fast, and cost-effective AI applications for more than 10,000 customers and 1M developers worldwide. Pinecone's mission is to make AI knowledgeable. For more information, visit pinecone.io . About the Team and Role: We are hiring a senior/staff software engineer to help design and build core components of our next-generation knowledge retrieval system built for the AI era – search and retrieval infrastructure that powers high-quality, scalable, and enterprise-grade agentic systems. You’ll build the framework that allows our customers to connect knowledge–synthesized from structured and unstructured data–to modern LLM-powered applications, leveraging the world’s best-in-class vector DB supporting semantic search and hybrid retrieval. This role is ideal for someone who loves backend system architecture, distributed systems, and applied AI infrastructure. It is a high impact role with significant ownership across architecture, performance, and system reliability. Responsibilities: Design and build scalable platform components leveraging advanced retrieval via query planning, semantic and hybrid search, metadata-aware search, and LLM generation Design and build optimized indexing pipelines for structured and unstructured data Build backend services for semantic and hybrid retrieval, knowledge graph construction, and retrieval orchestration Improve retrieval quality through evaluation and observability frameworks Design APIs for internal and external user and agentic consumers Optimize latency, throughput and cost across large-scale inference and retrieval workloads Drive technical direction for reliability and security What You’ll Bring to the Table: To thrive in this role, you don't need to check every single box, but you should be deeply passionate about how to turn data into knowledge. Systems Expertise

About Pinecone Pinecone is the trusted AI knowledge company. Its trusted AI knowledge platform—including its Database, Nexus, and Marketplace products—power accurate, fast, and cost-effective AI applications for more than 10,000 customers and 1M developers worldwide. Pinecone's mission is to make AI knowledgeable. For more information, visit pinecone.io . About the Team and Role: Join a team that builds robust, real-time distributed systems for a cutting-edge database. We care about performance, reliability, scalability, and most of all learning and having fun together. Whether you’re a seasoned coder or just getting started, if you’re passionate about technology and eager to learn, you’ll fit right in. Who we are: We show up to work, ready to collaborate and build technologies that make a difference, with people who genuinely care. We chase improvements such as tail latencies, bytes throughput, cache hit rate, and operational cost efficiency. We believe learning is ongoing and that even the most complex problems can have simple solutions. What You’ll Do: Collaborate with teammates to design and build database features that power AI applications. Learn how to tune performance and support reliability in distributed systems (don’t worry, we’ll guide you). Help Pinecone run smoothly on popular cloud providers. Take ownership of your work and grow your skills every day. Have fun. Who You Are: 5+ years of work experience - programming in Rust, Go, C++, or a comparable language. You’re genuinely curious about distributed systems and eager to dive deep into technical challenges. You approach problems with creativity and persistence, and you’re comfortable asking thoughtful questions or seeking feedback. You’re excited to learn, value constructive feedback, and appreciate mentorship. Bonus Points: You have hands-on experience with cloud platforms (AWS, GCP, Azure) or have demonstrated an ability to pick up new tools quickly. You’re comfortable thinking in async or multi-thr

About Snorkel Snorkel AI is the frontier AI data lab, helping teams build the data and environments behind high-performing frontier and agentic AI. We combine technology with research-driven AI data development to create datasets, benchmarks, evals, and custom solutions for real-world AI systems. Founded out of the Stanford AI Lab in 2019, Snorkel works with leading AI labs and enterprises to move from better data to better outcomes. Excited to help us redefine how AI is built? Apply to be the newest Snorkeler! About The Team Snorkel's AI Platform organization builds the infrastructure and systems that power AI development at scale - synthetic data generation, evaluation, agentic workflows, simulation environments, LLM infrastructure, and distributed compute. Our platform enables engineering and research teams to rapidly experiment with models and agents, measure their behavior, and turn successful experiments into reliable production systems. We're a small team operating at the intersection of distributed systems and applied AI, and we're in the middle of a foundational shift toward agent-first workflows where models interact with tools, environments, data, and other agents over long-running trajectories. The systems we build need to make these inherently non-deterministic workloads observable, reproducible, measurable, and scalable. You will help define how we do that. About The Role We're looking for Software Engineers at Senior / Staff levels who combine strong software and distributed systems fundamentals with experience operating AI systems in production. You'll build the infrastructure that lets teams create, experiment with, evaluate, and operate LLM and agentic workloads at significant scale - from synthetic data and evaluation pipelines to simulation environments, orchestration systems, and LLM infrastructure. You'll work on systems where correctness is not defined by a single deterministic output. Instead, you'll build the infrastructure neede

About Pinecone Pinecone is the knowledge infrastructure for AI at scale. Its leading vector database and knowledge engine, Pinecone Nexus, power accurate, performant AI applications for more than 9,000 customers and 800,000 developers worldwide. Pinecone's mission is to make AI knowledgeable. Pinecone is based in New York and raised $138M in funding from Andreessen Horowitz, ICONIQ, Menlo Ventures, and Wing Venture Capital. About the Team and Role: The Experience team is at the center of one of the most exciting transitions in software development history — the shift from human-driven to agent-driven product experiences. We own Pinecone's API, clients, authentication, revenue, and observability systems, and right now that means redesigning all of it for a world where AI agents are first-class users alongside humans. This is a wide-scope role. You'll own things end-to-end — from backend architecture to API design to SDK and web surfaces. You’ll be working closely with product, design, and other engineering teams to identify user needs and build the right thing, at the right abstraction level, at the right time. Along the way, you will be building high-leverage platform capabilities that accelerate Pinecone’s product development and user growth systems. We're looking for an engineer who sees this moment for what it is: a rare opportunity to shape how developers and agents interact with a category-defining product. You're not waiting to see how the industry figures out MCP, agentic workflows, and AI-native interfaces — you're already experimenting, already forming opinions, already building. You know that speed and leverage matter more than labor, and you've internalized AI-assisted development not as a productivity trick but as a fundamentally different way of working. Responsibilities: Pioneer our agent experience. Shape how AI agents interact with Pinecone — designing interfaces, protocols (MCP), and tooling that make Pinecone the easiest and most capable platform f

We’re looking for a Senior Staff Software Engineer with deep experience in GenAI/ML to join Datadog’s Application Performance Monitoring (APM) team. APM is a product which provides deep visibility into applications, enabling users to identify performance bottlenecks, troubleshoot issues, and optimize services. With distributed tracing, profiling, out-of-the-box dashboards, and seamless correlation with other telemetry data, Datadog APM provides some of the deepest and most structured visibility into the health and performance of applications. This context sets us up for an opportunity to be the world leaders in agentic investigations and incident troubleshooting. You’ll act as a technical leader within the APM group, focused on agentic workflows. You’ll lead efforts to design, train, evaluate, and deploy GenAI/ML models at scale. We’re looking for a product-minded ML engineer with strong technical expertise, excellent communication skills, and a track record of driving impactful initiatives end to end. At Datadog, we place value in our office culture - the relationships and collaboration it builds and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: Serve as the technical owner for GenAI initiatives within APM, leading design, development, and deployment of ML/AI-powered features across multiple teams. Guide long-term strategy and technical direction for GenAI workflows across APM and related products. Build and benchmark GenAI/ML models using state-of-the-art techniques. Contribute to Datadog’s broader senior engineering community through thought leadership and collaboration on company-wide initiatives. Collaborate with cross-functional teams to build automated investigation and triaging tools. Influence product direction by bringing a strong product mindset to your work, always advocating for the end user. Guide teams through ambiguity, sc