New offer - be the first one to apply!

June 26, 2026

Forward Deployed Engineer

Mid • On-site

150,000 - 260,004 USD/yr

San Francisco, CA

About You

Loop is bringing AI to an industry that still runs on PDFs, phone calls, and tribal knowledge. You are 75% engineer, 25% product-founder mind, writing production code while navigating legacy systems and translating customer needs into buildable requirements. You have real integration experience with enterprise customer systems.

As a Forward Deployed Engineer, you will operate embedded with customers, learning their operations and building working solutions that drive client results and inform product direction. You own problems end-to-end, from commercial discovery through technical delivery, with autonomy to help shape an early-stage function.

This role is on-site 4+ days per week through customer visits and in-person collaboration.

What You'll Do

  • Qualify opportunities and lead technical discovery: map customer systems, assess technical fit, and produce scoped project plans.
  • Embed with customers to build and ship working solutions, iterate on feedback, and deliver a working v1 using platform primitives or custom builds.
  • Integrate customer systems including APIs, EDI feeds, ERPs, TMS platforms, and payment systems while handling complex underlying data.
  • Own customer relationships and deployment timelines, run meetings and demos, and travel to customer sites as needed.
  • Debrief deployments to identify repeatable patterns and productization opportunities.
  • Refine processes and contribute to the team playbook.

Qualifications

  • 3-5 years of software engineering experience.
  • Hands-on integration experience with enterprise systems such as ERPs, TMS platforms, EDI feeds, payment systems, or comparable legacy environments.
  • Strong production-level coding skills and comfort navigating legacy systems.
  • Experience at early-stage or high-growth companies delivering end-to-end solutions.
  • Comfortable operating in ambiguous, customer-facing environments.
  • Strong communication skills across technical and business stakeholders.

Nice to Have

  • Experience owning full-cycle customer deployments from discovery through shipping v1.
  • Background as a Forward Deployed Engineer, implementation engineer, technical founder, field engineer, or applied AI engineer deploying into enterprise workflows.
  • Domain experience in supply chain, logistics, freight, or transportation.
  • Founder experience or leading technical initiatives from zero.

Compensation and Benefits

  • Base salary range: $150,000 to $260,000 annually.
  • Eligibility for equity.
  • Health, dental, and vision insurance.
  • 401(k) match.
  • Paid time off and paid holidays.
  • Parental leave.

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This is about scaling both systems and people. Role Overview As a Staff Software Engineer, you will guide engineering teams in delivering AI-driven solutions and production-grade platforms. You’ll balance high-level strategy with execution, ensuring that our architecture is resilient and our engineers are growing. Responsibilities Technical Vision: Drive the architecture and technology choices for large-scale, distributed systems. Strategic Partnership: Partner directly with clients and founders to co-create solutions that move the needle. Mentorship: Foster a culture of knowledge sharing and constructive feedback. Systemic Problem Solving: Anticipate technical debt and architectural risks before they impact the business. AI Leadership: Identify and implement opportunities to integrate AI/ML into client ecosystems. Requirements Experience: 7+ years of building web applications, with 2+ years in a leadership role (Tech Lead or similar). Core expertise: Deep mastery of Python. Ruby knowledge is a plus - it's present in some of our projects, but we are Python-first. Architectural Depth: Proven ability to oversee complex, asynchronous, and distributed systems. Consulting: Exceptional ability to balance technical depth with business context. AI-Native: You treat AI tooling (Claude, Cursor, and others) as a core part of your workflow, not a novelty - and you know how to multiply team velocity with it. English: Fluent (C1/C2) for high-level strategic discussions. Tech Stack: Python, Ruby, PostgreSQL, AWS, Docker, Kubernetes, CI/CD. Value Proposition Built for the long run We hire for the company, not just a project - looking for passion driven engineers who want to grow with Upside over time Small teams, real accountability. 3-9 people per engagement. We're small by design. That means your decisions carry weight and you are visible. Mission-critical work: We handle complex  projects that move the needle for international brands. Our clients are scaling companies, established international brands, and large institutions. The systems you build will be under real load, with real stakes. Real Ownership: You take part in the decision making process on technology and implementation..You’re empowered to take initiative, experiment, and drive solutions that create real impact. No Micromanagement: We trust you to own your work and deliver outcomes - no unnecessary oversight. Collaborative R&D: Contribute to targeted Open-source projects and internal AI research. Growth through challenges: Complex problems and direct client exposure means you’ll grow by action. Applied AI as a first-class discipline. We don't bolt AI onto projects as an afterthought. You'll identify where it genuinely moves the needle and lead the implementation - on client work and on our own open-source tooling. The tools you want. If something makes you faster or sharper, we want you using it. Transparent progression path. We have defined engineering levels with clear criteria - you'll know exactly what each role looks like, and what it takes to get from one to the other. No ambiguity, no waiting for someone above you to move on Compensation & Location Staff Software Engineer: 26 500- 37 000 PLN net + VAT Location: Office in Kraków, hybrid, fully-remote. If you didn't find all the information you were looking for, have a look at our handbook - it covers a variety of different matters that could be important at this stage. If there's anything else we did not mention that you're interested in - share your thoughts with us careers@upsidelab.io

Technology

Upside

Senior Fullstack Engineer

Senior

Hybrid

Krakow, Poland

20,800 - 25,900 PLN/mo

🏢 Summary: Senior Fullstack Engineer role focused on designing and scaling production-grade web systems, owning the full product experience from backend to frontend. The position combines product thinking with engineering, emphasizing AI-augmented features and modern fullstack architecture. You will work on complex, mission-critical applications with strong autonomy and technical ownership. 🗂️ Requirements: 5+ years of experience building complex web applications, Strong proficiency in Python or Ruby, Strong proficiency in Vue.js or React.js, Solid understanding of SQL and PostgreSQL, Experience with CI/CD pipelines, Experience with cloud environments, Experience using AI/LLM tools in development workflows, Fluent English (C1) 📃 Skills: Python, Ruby, Vue.js, React.js, PostgreSQL, SQL, AWS, Docker, CI/CD, Claude, Cursor 🏢 Description: At Upside , we’re partnering with ambitious companies across the globe to solve complex, meaningful problems through technology. We work in focused teams, combining engineering, product thinking, and design, to deliver outcomes, not just output. Open-source is a strategic part of our work. We build and maintain a number of open-source projects that support our clients and internal R&D. Our latest release is Enthusiast , a customizable agentic AI toolkit for e-commerce. What it means for you You’ll have a "Founder" mindset. You won’t just build a UI or a database - you’ll own the entire product experience. You’ll be a technical partner to stakeholders, helping them understand what’s possible with modern tech and AI. You’ll have the autonomy to experiment across the stack and the responsibility to deliver tools that actually solve business problems. You’ll work at the intersection of product thinking and engineering, deploying AI-augmented features across the entire stack. Role Overview As a Senior Fullstack Engineer, you’ll design and scale resilient systems from the ground up. You’ll bridge the gap between backend logic and frontend experience, ensuring a seamless, production-grade product. Responsibilities End-to-End Ownership: Lead the design and implementation of both backend systems and frontend interfaces. Proactive Solutions: Don't just flag blockers—come with proposals and experiments to bypass them. Consulting: Translate complex business needs into elegant, scalable fullstack architecture. Engineering Standards: Advocate for code quality, security, and performance across the entire repo. Continuous Improvement: Constantly evaluate new tech (especially AI/LLM) to improve delivery. Requirements Experience: 5+ years of building complex web applications. Backend: Strong proficiency in Python or Ruby. Frontend: Mastery of Vue.js or React.js . Infrastructure: Solid understanding of SQL (PostgreSQL), CI/CD, and cloud environments. AI-Native: You use tools like Claude or Cursor to build better and faster. English: Fluent (C1) for direct client collaboration. Tech Stack: Python, Ruby, Vue.js , React.js , PostgreSQL, AWS, Docker. Value Proposition Built for the long run We hire for the company, not just a project - looking for passion driven engineers who want to grow with Upside over time Small teams, real accountability. 3-9 people per engagement. We're small by design. That means your decisions carry weight and you are visible. Mission-critical work: We handle complex  projects that move the needle for international brands. Our clients are scaling companies, established international brands, and large institutions. The systems you build will be under real load, with real stakes. Real Ownership: You take part in the decision making process on technology and implementation..You’re empowered to take initiative, experiment, and drive solutions that create real impact. No Micromanagement: We trust you to own your work and deliver outcomes - no unnecessary oversight. Collaborative R&D: Contribute to targeted Open-source projects and internal AI research. Growth through challenges: Complex problems and direct client exposure means you’ll grow by action. Applied AI as a first-class discipline. We don't bolt AI onto projects as an afterthought. You'll identify where it genuinely moves the needle and lead the implementation - on client work and on our own open-source tooling. The tools you want. If something makes you faster or sharper, we want you using it. Transparent progression path. We have defined engineering levels with clear criteria - you'll know exactly what each role looks like, and what it takes to get from one to the other. No ambiguity, no waiting for someone above you to move on If you didn't find all the information you were looking for, have a look at our handbook - it covers a variety of different matters that could be important at this stage. If there's anything else we did not mention that you're interested in - share your thoughts with us careers@upsidelab.io Compensation & Location Salary: Senior Engineer: 20 800 - 25 900 PLN net + VAT Lead Engineer: >25 900 PLN net + VAT Location: Office in Kraków, hybrid, fully-remote.