June 1, 2026
Staff Software Engineer
Senior • Hybrid
26,500 - 37,000 PLN/mo
Krakow, Poland
Upside is a software consultancy built by engineers, for engineers. We partner with global companies to solve real, complex technical challenges. We’re deep into Applied AI and R&D, building both production-grade platforms for clients and our own open-source tools like Enthusiast (Agentic AI framework).
We operate in a Forward-Deployed model. We don’t sit behind a wall of specs or wait for the tickets. We get into the trenches with the client, identify the actual challenges, and take full ownership of the solution. Our teams are small (3–9 people), autonomous, and cross-functional.
What it means for you
You are the technical North Star. You’ll be a peer and advisor to CTOs and founders, shaping the technical direction of their business. This is a hands-on leadership role: you’ll stay close to the code while guiding teams through massive architectural decisions. You have the mandate to choose the best tools and the responsibility to ensure technical excellence is a lived standard, not just a goal.
You’ll mentor the next generation of engineers while pushing the boundaries of Applied AI. 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
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Our engineers work across content platforms, data products, AI-powered workflows, lead generation systems, revenue operations, analytics, and internal business tools. Rather than being confined to a single product area, engineers have the opportunity to create impact across nearly every part of the business. Our Engineering Team builds and maintains the platforms, data pipelines, automation systems, and infrastructure that power the company. We believe exceptional engineers create value by solving business problems, not just writing code, and we empower our teams to work directly with stakeholders to identify opportunities and deliver solutions. We are a lean, high-leverage engineering organization where individual engineers can have outsized influence on company outcomes. Unlike many engineering roles focused on a single product, you'll have the opportunity to work across content platforms, revenue systems, AI workflows, analytics, automation, and internal business tools. We value ownership, execution, and business impact over years of experience. Exceptional candidates who consistently turn ideas into production systems and demonstrate extraordinary leverage through AI-assisted development are encouraged to apply. The opportunity We're seeking a Senior Product Engineer who uses AI as a core part of their engineering workflow. You'll leverage modern AI tools to accelerate software delivery while maintaining high standards for architecture, reliability, security, and maintainability. We believe exceptional engineers can create outsized business impact when empowered by modern AI tools, and we're building around that philosophy. As an individual contributor on our distributed team, you'll independently identify opportunities, define solutions, and deliver systems from concept to production. You'll work across the full lifecycle of software development—including discovery, architecture, implementation, deployment, and ongoing iteration—while collaborating closely with engineers, business stakeholders, and operational teams throughout the organization. Success in this role is measured by business impact, speed of execution, quality of solutions, and the ability to independently identify and deliver high-value opportunities. If you thrive in ambiguity, enjoy solving real business problems, and are excited by the idea of using AI to increase your engineering leverage, we'd love to talk. The best candidates for this role are naturally curious, highly autonomous, and energized by identifying opportunities that others overlook. What you'll do - Apply AI-assisted development practices to rapidly prototype, validate, and ship production-ready solutions - Identify opportunities across the business where software, automation, data, or AI can create meaningful operational, product, or revenue impact - Own solutions end-to-end—from discovery and scoping through architecture, implementation, deployment, measurement, and ongoing iteration - Collaborate directly with business stakeholders to understand problems, define solutions, communicate trade-offs, and measure outcomes - Design, build, and maintain full-stack applications, backend services, automations, and internal tools that drive business value - Contribute to architectural decisions, technical strategy, and long-term platform evolution - Work directly with cloud infrastructure and edge platforms, including AWS and Cloudflare - Monitor, troubleshoot, and improve system reliability, observability, performance, and operational excellence - Conduct thoughtful code reviews, uphold high engineering standards, and mentor other engineers - Continuously evaluate new technologies, AI capabilities, and development practices that can increase team effectiveness and engineering leverage Who you are Product Ownership & Execution - Demonstrated ability to move from ambiguous business problems to deployed solutions, collaborating directly with stakeholders throughout discovery, delivery, and measurement - Proven track record of independently delivering complex software systems and business outcomes with minimal oversight - Strong judgment in evaluating build-vs-buy decisions and identifying opportunities to leverage existing platforms, automation, and AI before building custom solutions AI-Native Engineering - Demonstrated ability to effectively leverage AI-assisted development tools in production environments while maintaining high standards for quality, security, performance, and maintainability - Strong systems thinking and architectural judgment to validate, refine, and extend AI-generated solutions Technical Expertise - Experience building and maintaining production web applications - Comfortable working within modern application frameworks - Experience designing and implementing experimentation and A/B testing frameworks - Working knowledge of cloud infrastructure - Solid experience with relational databases, including writing and optimizing queries both within and outside of ORMs - Proficiency with Git-based development workflows, code reviews, CI/CD pipelines, and automated deployment practices Collaboration & Communication - Strong communication skills and the ability to collaborate effectively across technical and non-technical stakeholders in a globally distributed organization - Self-driven, highly autonomous, and comfortable operating in a remote-first environment while managing priorities and consistently delivering results Experience with PHP, Python, TypeScript, Laravel, Astro, AWS, Cloudflare, MySQL, Datadog, PostHog, LLM APIs, embeddings, RAG architectures, agent frameworks, infrastructure-as-code, containerization, or orchestration is helpful. Engineering Culture - We ship frequently — small, incremental changes deployed via GitOps - We embrace AI — use of AI-powered tools such as Cursor, Claude, and ChatGPT to accelerate development - We own our infrastructure — engineers are empowered to improve the systems they build - We optimize for outcomes — engineers are encouraged to identify opportunities, challenge assumptions, and solve business problems What we offer you - Career growth opportunities with mentorship and leadership programs - Flex Fridays with adjustable schedules - Remote-first work environment - Flexible PTO - Medical, dental, and vision coverage - Life, AD&D, short-term, and long-term disability insurance - 401K with company match - Paid parental leave - Wellness perks and fitness reimbursements - Pet insurance - Speaker series bonus opportunities - Book reimbursement program - Bucket list benefit after 3 years - In-office catered lunches Work authorization Employer work visa sponsorship and support are not provided for this role. Applicants must be currently authorized to work in the United States at hire and maintain authorization throughout employment. Salary Range Annual pay range: $160,000—$230,000 USD Pre-employment screening required. Any AI-generated or incomplete application answers will be auto-rejected.
Technology
TechTree
Senior/Staff Backend Engineer
Senior
On-site
Wroclaw, Poland
130,000 - 190,000 USD/yr
🏢 Summary: Senior or Staff Backend Engineer role focused on architecting and scaling AI-native backend services for a modern accounting platform. The position involves designing distributed systems, building secure and high-performance APIs, and establishing engineering standards to support rapid, reliable product delivery. You will work closely with Product, AI, and Operations teams to build scalable data pipelines and incident response infrastructure. 🗂️ Requirements: 5–10+ years of backend engineering experience, Proven experience designing and operating production backend systems at scale, Strong expertise in API design and data modelling, Deep understanding of distributed systems and architectural trade-offs, Hands-on experience with AWS or GCP in production environments, Practical experience with CI/CD pipelines and automated testing, Experience building and maintaining observability and on-call practices 📃 Skills: TypeScript, Node.js, React, AWS, GCP, Terraform, PostgreSQL, OpenAI, Azure, CI/CD, APIs, DistributedSystems, DataModelling, Observability 🏢 Description: ABOUT THE COMPANY We're an applied AI company building an AI-native alternative to legacy accounting software — a market worth tens of billions in annual recurring revenue. Our mission is to help entrepreneurs focus on what matters in their business and life, and to help their accountants become more strategic. We've raised $20M from a group of top-tier investors and have grown ARR 60% month-on-month since our public launch. We now serve thousands of businesses and are expanding our product to serve accountants directly — creating a two-sided platform where both business owners and their accountants use and recommend us. We're at an early but proven stage, moving fast, and building a world-class engineering team in Wrocław to match our ambition. ABOUT THE ROLE We're looking for a Senior or Staff Backend Engineer to own and evolve our backend services as we scale. This is a broad, high-impact role — you'll architect new features, build the systems that underpin our core product, and set the engineering standards that shape how the whole team works. The focus is on building a modern, AI-native developer experience. That means working closely with Product, AI, and Operations teams to design agentic systems, distributed data pipelines, and scalable incident response infrastructure — and doing it in a way that lets the team ship with confidence multiple times a day. WHAT YOU'LL WORK ON Architecture and feature design Partner with Product, AI, and Operations teams to architect new features and complex agentic systems. Make clear architectural trade-offs that balance platform, product, and business goals. Backend services and APIs Build and maintain the backend services and APIs that power the core product. Ensure systems are secure, well-tested, and high performance. Distributed systems Design and implement distributed services to orchestrate data pipelines, automate investigations, and enable incident response at scale. Operational excellence Own operational best practices so the team can ship multiple times a day with confidence. Healthy on-call culture and strong observability are part of what you'll build and maintain. Engineering standards Set the bar for writing, communication, and system design across the team. Your influence will shape how a modern AI-native product is built. WHAT WE LOOK FOR 5–10+ years of backend engineering experience A strong track record designing, building, and operating production backend systems at scale. Deep backend fundamentals Expertise in API design, data modelling, and reasoning about distributed systems trade-offs. You understand the nuances, not just the patterns. AWS or GCP hands-on experience Solid understanding of how infrastructure decisions impact application reliability and performance. You've run things in production, not just designed them. CI/CD in practice Practical experience with testing and deployment strategies in high-frequency shipping environments. Observability and on-call maturity A solid grasp of what good observability looks like and how to build healthy on-call practices that don't burn people out. Bonus Experience at an early-stage or scaling startup. Exposure to modern AI and ML systems. Experience shipping product without a dedicated product manager. TECH STACK TypeScript, React, Node.js, AWS, Terraform, PostgreSQL, OpenAI, Azure AI. The team uses GitHub, Slack, Linear, Figma, and Notion day to day. THE TEAM Small, senior, and in-person. The office is in central Wrocław, next to the main train station. The expectation is 4–5 days a week in the office — this is a deliberate choice, not a compromise. Relocation support is available for the right candidate. COMPENSATION & BENEFITS Salary $130,000 – $190,000 USD depending on experience, plus competitive equity. Wellness and commute stipend $100 per month. Hardware Premium hardware provided — MacBook Pro and AirPods. Food Daily in-office lunch and dinner. Time off 20 PTO days plus 9 US public holidays. Relocation Support available for candidates relocating to Wrocław.
Technology
Remodevs
Senior Fullstack Engineer (AI-assisted coding)
Senior
Remote
Warsaw, Poland
8,000 - 12,000 USD
🏢 Summary: Senior Software Engineer role focused on designing and building AI-powered backend systems that automate healthcare operations while supporting human workflows. The position involves hands-on system architecture, workflow orchestration, distributed systems, and AI process automation in a regulated environment. Remote-first work with required overlap with US Central Time. 🗂️ Requirements: 6+ years of experience building and maintaining production software systems, Strong experience designing and owning complex backend systems, Strong backend engineering skills, Experience with asynchronous, event-driven, or workflow-based distributed systems, Ability to work with 4–5 hour daily overlap with US team, Experience with AI or LLM-based systems and process automation, Strong spoken and written English communication skills, Ability to solve unclear problems with incomplete information, Self-motivated with strong ownership and responsibility 📃 Skills: TypeScript, Node.js, AI, LLM, Claude, Backend, APIs, HIPAA 🏢 Description: Please Note: Overlap with Central US Time required (until 20-21:00 CEST) We are a health technology company that helps older people and their families apply for important eldercare benefits, including Medicaid, Medicare, and VA programs. We work with healthcare, government systems, and people’s daily lives, so accuracy, reliability, and trust are very important. As the number of patients grows from hundreds to thousands, manual work is no longer enough. We are building AI-powered systems to automate routine tasks while keeping people involved for quality checks, difficult cases, and patient safety. Our goal is to make healthcare operations more scalable without losing the human connection. The Role We are looking for a Senior Software Engineer to lead the design and development of systems that combine AI automation with human workflows. This is an important role close to the core business. It is a fully hands-on position with no management duties or direct reports. You will not only build features, but also design systems, define best practices, and guide technical decisions as we grow. You should feel comfortable solving unclear problems, working closely with operations and product teams, and making smart decisions in a regulated environment. This role is a good fit for someone who enjoys system design, building reliable infrastructure, and taking ownership of their work. What You’ll Work On Designing workflow and orchestration systems for complex operations. Creating AI automations that handle routine tasks safely and send difficult cases to humans. Building systems where AI supports human work before, during, and after tasks. Managing long-running workflows that can last days or weeks. Connecting with external systems such as EVV platforms, insurers, government portals, and older messaging tools. Designing confidence scoring, auditing, and rollback systems for AI processes. Improving system reliability, monitoring, and error handling in production. Responsibilities Lead the technical design and development of scalable backend systems. Make and document architecture decisions with clear trade-offs. Create patterns for collaboration between AI systems and human workers. Work closely with operations teams to understand real-world issues and edge cases. Make sure systems are observable, auditable, and safe to run at scale. Identify technical risks early and suggest solutions. Maintain high standards for code quality, testing, and system design. Share knowledge and help improve the team’s technical standards through reviews and collaboration. What We’re Looking For Required 6+ years of experience building and maintaining production software systems. Strong experience designing and owning complex backend systems. Strong backend engineering skills (we use TypeScript and Node.js, but other languages are welcome). Experience with asynchronous, event-driven, or workflow-based distributed systems. Ability to work with a daily 4–5 hour overlap with the US team (until 20:00 or 21:00 Polish time). Comfortable working with unclear problems and incomplete information. Strong spoken and written English communication skills. Self-motivated with a strong sense of ownership and responsibility. Experience working with AI or LLM-based systems and process automation, such as using Anthropic’s API (Claude) or similar tools in business workflows. Nice to Have Experience in healthtech or other regulated industries. Knowledge of HIPAA and healthcare data privacy and security rules. Experience building systems with strict compliance or audit requirements. Experience with human review workflows. Experience integrating with unstable or legacy third-party APIs. Master’s or PhD in Computer Science, Engineering, or a related field. How We Work Remote-first company. Small, experienced teams with high trust and independence. Strong focus on system accuracy, reliability, and long-term maintenance. Practical and thoughtful use of AI, both for internal development and within our product. Direct connection to real users and operational impact.
Healthcare
Remodevs
Senior Fullstack Engineer (AI-assisted coding)
Senior
Remote
Warsaw, Poland
8,000 - 12,000 USD
🏢 Summary: Senior Software Engineer role focused on designing and building scalable backend systems that combine AI automation with human workflows in a regulated healthtech environment. The position involves hands-on system design, workflow orchestration, and development of reliable, auditable AI-powered processes integrated with external platforms. The engineer will lead technical decisions and ensure production-grade reliability, safety, and scalability. 🗂️ Requirements: 6+ years building and maintaining production software systems, Strong experience designing and owning complex backend systems, Strong backend engineering experience, Experience with asynchronous or event-driven distributed systems, Experience with workflow-based systems, Experience integrating AI or LLM-based systems into business workflows, Ability to design scalable, reliable, and auditable systems, Experience working with external or legacy APIs, Ability to overlap 4–5 hours with US time zone, Strong English communication skills 📃 Skills: TypeScript, Node.js, AI, LLM, Anthropic, Claude, APIs, DistributedSystems, EventDriven, Workflows, Backend, Architecture, Monitoring, Testing 🏢 Description: Please Note: Overlap with Central US Time required (until 20-21:00 CEST) We are a health technology company that helps older people and their families apply for important eldercare benefits, including Medicaid, Medicare, and VA programs. We work with healthcare, government systems, and people’s daily lives, so accuracy, reliability, and trust are very important. As the number of patients grows from hundreds to thousands, manual work is no longer enough. We are building AI-powered systems to automate routine tasks while keeping people involved for quality checks, difficult cases, and patient safety. Our goal is to make healthcare operations more scalable without losing the human connection. The Role We are looking for a Senior Software Engineer to lead the design and development of systems that combine AI automation with human workflows. This is an important role close to the core business. It is a fully hands-on position with no management duties or direct reports. You will not only build features, but also design systems, define best practices, and guide technical decisions as we grow. You should feel comfortable solving unclear problems, working closely with operations and product teams, and making smart decisions in a regulated environment. This role is a good fit for someone who enjoys system design, building reliable infrastructure, and taking ownership of their work. What You’ll Work On Designing workflow and orchestration systems for complex operations. Creating AI automations that handle routine tasks safely and send difficult cases to humans. Building systems where AI supports human work before, during, and after tasks. Managing long-running workflows that can last days or weeks. Connecting with external systems such as EVV platforms, insurers, government portals, and older messaging tools. Designing confidence scoring, auditing, and rollback systems for AI processes. Improving system reliability, monitoring, and error handling in production. Responsibilities Lead the technical design and development of scalable backend systems. Make and document architecture decisions with clear trade-offs. Create patterns for collaboration between AI systems and human workers. Work closely with operations teams to understand real-world issues and edge cases. Make sure systems are observable, auditable, and safe to run at scale. Identify technical risks early and suggest solutions. Maintain high standards for code quality, testing, and system design. Share knowledge and help improve the team’s technical standards through reviews and collaboration. What We’re Looking For Required 6+ years of experience building and maintaining production software systems. Strong experience designing and owning complex backend systems. Strong backend engineering skills (we use TypeScript and Node.js, but other languages are welcome). Experience with asynchronous, event-driven, or workflow-based distributed systems. Ability to work with a daily 4–5 hour overlap with the US team (until 20:00 or 21:00 Polish time). Comfortable working with unclear problems and incomplete information. Strong spoken and written English communication skills. Self-motivated with a strong sense of ownership and responsibility. Experience working with AI or LLM-based systems and process automation, such as using Anthropic’s API (Claude) or similar tools in business workflows. Nice to Have Experience in healthtech or other regulated industries. Knowledge of HIPAA and healthcare data privacy and security rules. Experience building systems with strict compliance or audit requirements. Experience with human review workflows. Experience integrating with unstable or legacy third-party APIs. Master’s or PhD in Computer Science, Engineering, or a related field. How We Work Remote-first company. Small, experienced teams with high trust and independence. Strong focus on system accuracy, reliability, and long-term maintenance. Practical and thoughtful use of AI, both for internal development and within our product. Direct connection to real users and operational impact.