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Senior Engineer, AI & Backend Systems - Picco

Pioneer Square Labs(Seattle | Days A Week)Hybrid, Onsite

About Picco


At Picco, we’re building AI-powered teammates — not bots. Our intelligent systems automate GTM business workflows across Sales, Marketing, Contracts & Legal, Support, taking on repetitive, manual tasks so teams can focus on what truly matters.Our platform orchestrates tasks across tools like Salesforce, Slack, Notion, Gong Transcripts, Notetakers, HubSpot, and other tools like Service Desk. serving as the connective tissue across the enterprise stack. Backed by top-tier investors and led by founders and engineers from leading tech companies, Picco is tackling one of the most important challenges in enterprise software: end-to-end, context-aware automation powered by AI.As one of our first engineering hires, you’ll work across product, infrastructure, AI systems, and integrations — helping set the foundation for our engineering culture, tools, and long-term technical strategy.

What You’ll Do


  • Design and build scalable, reliable backend services and APIs for AI-powered enterprise workflows
  • Develop AI-driven applications using LLMs, embeddings, and traditional ML models
  • Build data pipelines for real-time inference, evaluation, and model lifecycle management
  • Collaborate cross-functionally with AI/ML engineers, frontend developers, and product managers
  • Mentor peers and help foster a culture of engineering excellence
  • Lead improvements in CI/CD, observability, security, and testing
  • Diagnose and resolve issues across the AI + backend stack
  • Stay on top of trends in AI infrastructure, SaaS architecture, and scalable systems
  • Influence and contribute to the technical roadmap and strategic direction of the platform

Must-Haves


  • 7+ years of experience in backend development using Python, TypeScript, or Go
  • Proven experience fine-tuning foundational LLMs and deploying models (e.g., LLMs, embeddings, NLP, CV) into production
  • Experience with tools like LangChain, LangGraph, vector databases (e.g., Pinecone, Weaviate), and model gateways
  • Experience with RAG pipelines, semantic search, or advanced LLM orchestration
  • Strong understanding of microservices, RESTful APIs, and event-driven systems
  • Proficiency with AI/ML frameworks such as PyTorch, TensorFlow, Hugging Face, or scikit-learn
  • Experience with SQL and NoSQL databases and building scalable data architectures
  • Solid experience with AWS services (e.g., S3, Lambda, ECS, Step Functions, EventBridge, CloudWatch, and other cloud services)
  • Excellent communication, collaboration, and problem-solving skills

Nice-to-Haves


  • Experience building SaaS platforms, especially multi-tenant systems and third-party integrations
  • Familiarity with MLOps practices, including model monitoring, versioning, and deployment pipelines
  • Hands-on experience with Docker and Kubernetes
  • Contributions to open-source projects in AI/ML or backend infrastructure

You Might Be a Great Fit If:


  • You’ve built or shipped early-stage products, ideally in a startup or founder-like role
  • You’re excited by greenfield challenges, rapid iteration, and owning projects end-to-end
  • You enjoy wearing multiple hats — from system design to debugging user issues
  • You care about building something meaningful with a small, mission-driven team
  • You want to help shape not just the codebase, but the company itself

Why Join Picco?


  • Help define a new category of enterprise software — AI-powered teammates
  • Join a fast-moving, high-caliber team backed by top-tier investors and operators
  • Build at the frontier of agentic AI, LLM orchestration, and enterprise workflow automation
  • Collaborate with leaders and engineers from Amazon, Microsoft, OpenAI, and more
  • Competitive salary + generous early-stage equity grant — real ownership from day one

What You’ll Do


  • Design and build scalable, reliable backend services and APIs for AI-powered enterprise workflows
  • Develop AI-driven applications using LLMs, embeddings, and traditional ML models
  • Build data pipelines for real-time inference, evaluation, and model lifecycle management
  • Collaborate cross-functionally with AI/ML engineers, frontend developers, and product managers
  • Mentor peers and help foster a culture of engineering excellence
  • Lead improvements in CI/CD, observability, security, and testing
  • Diagnose and resolve issues across the AI + backend stack
  • Stay on top of trends in AI infrastructure, SaaS architecture, and scalable systems
  • Influence and contribute to the technical roadmap and strategic direction of the platform

Must-Haves


  • 7+ years of experience in backend development using Python, TypeScript, or Go
  • Proven experience fine-tuning foundational LLMs and deploying models (e.g., LLMs, embeddings, NLP, CV) into production
  • Experience with tools like LangChain, LangGraph, vector databases (e.g., Pinecone, Weaviate), and model gateways
  • Experience with RAG pipelines, semantic search, or advanced LLM orchestration
  • Strong understanding of microservices, RESTful APIs, and event-driven systems
  • Proficiency with AI/ML frameworks such as PyTorch, TensorFlow, Hugging Face, or scikit-learn
  • Experience with SQL and NoSQL databases and building scalable data architectures
  • Solid experience with AWS services (e.g., S3, Lambda, ECS, Step Functions, EventBridge, CloudWatch, and other cloud services)
  • Excellent communication, collaboration, and problem-solving skills

Nice-to-Haves


  • Experience building SaaS platforms, especially multi-tenant systems and third-party integrations
  • Familiarity with MLOps practices, including model monitoring, versioning, and deployment pipelines
  • Hands-on experience with Docker and Kubernetes
  • Contributions to open-source projects in AI/ML or backend infrastructure

You Might Be a Great Fit If:


  • You’ve built or shipped early-stage products, ideally in a startup or founder-like role
  • You’re excited by greenfield challenges, rapid iteration, and owning projects end-to-end
  • You enjoy wearing multiple hats — from system design to debugging user issues
  • You care about building something meaningful with a small, mission-driven team
  • You want to help shape not just the codebase, but the company itself

Why Join Picco?


  • Help define a new category of enterprise software — AI-powered teammates
  • Join a fast-moving, high-caliber team backed by top-tier investors and operators
  • Build at the frontier of agentic AI, LLM orchestration, and enterprise workflow automation
  • Collaborate with leaders and engineers from Amazon, Microsoft, OpenAI, and more
  • Competitive salary + generous early-stage equity grant — real ownership from day one

#LI-JH1

Life at Pioneer Square Labs

Pioneer Square Labs is a Seattle-based studio that creates and launches technology startups. We are funded by 14 VCs and 50 angel investors from Seattle, Silicon Valley, Colorado and other parts of the country. Companies created: - LumaTax (http://lumatax.com) allows small business owners to file their sales tax with ease. - Ad Lightning (http://adlightning.com) has a complete set of Ad Quality tools to save time, improve page performance and eliminate costly user experience problems for Publishers and Ad Platforms. - JetClosing (http://jetclosing.com) uses technology to create a better, more human, real estate title and settlement experience. - Boundless (http://boundless.com) is a new technology company providing immigrants with the tools, information, and personalized support to navigate their immigration journey with confidence.
Thrive Here & What We Value- Collaborative Workplace- Innovative Solutions and Rapid Experimentation- Direct Impact on Knowledge Workers Globally- Vast Autonomy to Shape Growth Strategies- Valuing Insights and Contributions as Part of a Collective Effort- Supporting Uncommonly Talented Founders- Successful Approach for Validating, Launching, and Scaling Ideas- Equal Opportunity Employer with High Value on Diversity- Pioneer Square Labs' Commitment to Employee Benefits and Work-Life Balance- Fastpaced Company Culture with a Focus on Innovation and Growth

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