Senior UX Designer (remote, UTC-3 to UTC+3)

📍 Job Overview

Job Title: Senior UX Designer

Company: Checkly

Location: Remote (UTC-3 to UTC+3) / Warsaw, Poland (Listed Location)

Job Type: Full-Time

Category: Product Design / UX/UI

Date Posted: March 17, 2026

Experience Level: 5-10 Years

Remote Status: Fully Remote

🚀 Role Summary

• Lead end-to-end product design for a DevTool SaaS platform, focusing on application performance and reliability.

• Drive the design vision and strategy, collaborating closely with Product Managers and Engineers in an async-first, remote environment.

• Develop and maintain a growing design system, ensuring scalability, accessibility, and performance.

• Leverage AI tools extensively for design iteration, prototyping, and code generation to enhance productivity.

• Champion high standards of UI/UX and developer experience, balancing pragmatism with innovation.

📝 Enhancement Note: While the listing is for a Senior UX Designer, the core responsibilities and required skills (e.g., "past experience as a frontend engineer or ability to (vibe) code if needed," "Use AI tools daily as a core part of your workflow") indicate a strong need for a designer who can bridge the gap between design and development, particularly with AI integration. This role leans into a "Product Designer" or "UX Engineer" profile within a lean, remote-first startup. The "DevTool SaaS" context means understanding developer workflows and pain points is paramount.

📈 Primary Responsibilities

• Spearhead the product design for Checkly's platform, serving as the primary point of contact for user experience and interface decisions.

• Bridge the gap between design and development by creating functional prototypes using code and collaborating closely with frontend engineers on implementation.

• Define and shape the design vision for new features, guiding them from initial concept exploration through to final implementation and iterative refinement.

• Maintain close contact with customer support, customer success teams, and end-users to deeply understand and address customer challenges.

• Co-develop and continuously maintain the company's evolving design system in partnership with the Engineering team, ensuring consistency, scalability, accessibility, and performance.

• Advocate for and uphold high standards of User Interface (UI), User Experience (UX), and developer experience across all product-related teams.

• Integrate and utilize AI tools daily as a fundamental aspect of the workflow, including design generation, iteration, prototyping, and code assistance, actively exploring the potential of AI-assisted design.

• Manage multiple design projects concurrently, ensuring timely delivery and high-quality output.

📝 Enhancement Note: The responsibilities emphasize a hands-on approach, requiring the designer to not only conceptualize but also to contribute to implementation details and potentially prototype in code. The strong emphasis on AI tools suggests a need for candidates who are proactive in exploring and integrating new technologies into their design process, especially for code-heavy or data-intensive applications common in developer tools.

🎓 Skills & Qualifications

Education: Not explicitly stated, but a Bachelor's or Master's degree in Design, Human-Computer Interaction, Computer Science, or a related field, or equivalent practical experience, is typically expected for a Senior role.

Experience: 5-10 years of relevant experience in UX/UI design, with a focus on product design for software applications.

Required Skills:

• Proven experience designing data-heavy screens, including graphs, tables, and charts, relevant to developer tools.

• Demonstrated experience in building and maintaining design systems, ensuring consistency and scalability.

• Past experience as a frontend engineer or a strong ability to prototype and write code when necessary, particularly with Vue.js and Tailwind CSS.

• Deep comfort and proficiency in using AI tools daily for design generation, iteration, prototyping, and code assistance, actively pushing the boundaries of AI-assisted design.

• Ability to visualize and prototype ideas quickly and confidently.

• Capacity to work autonomously and self-motivated in a fully remote, async-first environment.

• Excellent spoken and written English communication skills.

• Skill in juggling multiple projects efficiently and effectively.

Preferred Skills:

• Experience in the developer tools (DevTool) or SaaS industry.

• Familiarity with observability, testing, and monitoring concepts and tools (e.g., OpenTelemetry, Playwright).

• Experience with collaborative design tools like Figma and Miro.

• Understanding of accessibility standards and best practices.

• Familiarity with Agile methodologies (though not Scrum).

📝 Enhancement Note: The requirement for "past experience as a frontend engineer or ability to (vibe) code if needed" is a significant differentiator, highlighting the need for a designer with a technical aptitude. The emphasis on AI tools is a forward-looking requirement, suggesting the company values candidates who are early adopters and innovators in design technology.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Showcase a minimum of 3-5 significant design projects that demonstrate end-to-end UX/UI design process from research and ideation to final implementation and iteration.

• Projects should highlight experience with data-heavy interfaces (graphs, tables, charts), emphasizing how complex information was made digestible and actionable.

• Include case studies detailing the design of or contributions to a design system, outlining principles, components, and scalability considerations.

• Evidence of prototyping skills, ideally with examples that were either coded or closely collaborated on with engineers for implementation.

• Projects that showcase the application and impact of AI tools in accelerating design workflows, problem-solving, or enhancing creative output.

Process Documentation:

• Clearly articulate the design process followed for each project, including user research methodologies, ideation techniques, wireframing, prototyping, and user testing.

• Detail the approach to collaborating with Product Managers and Engineers, emphasizing communication strategies and feedback loops.

• Document the development and maintenance of design systems, including governance, contribution guidelines, and version control.

• Illustrate the iterative nature of design, showing how user feedback, data analysis, and A/B testing informed design decisions and improvements.

📝 Enhancement Note: For a Senior UX Designer role, especially in a startup environment, the portfolio should not just showcase final designs but the strategic thinking and process behind them. The emphasis on data-heavy screens and design systems is critical, and demonstrating the ability to prototype in code or leverage AI for faster iteration will be highly valued.

💵 Compensation & Benefits

Salary Range:

• €78,000 - €91,000 per year for Senior Designer roles in markets with a similar cost of living to the UK or Germany.

Benefits:

• Stock options

• 27 days of paid vacation annually, plus local public holidays.

• Paid sick leave.

• Up to 14 weeks of paid parental leave.

• $1,500 USD budget for learning, visiting, and wellness.

• Co-working budget or home office setup support.

• Annual company off-site events.

• Transparent salary calculator and culture.

Working Hours: 32-40 hours per week, with flexible work hours and an async-first approach.

📝 Enhancement Note: Checkly's commitment to transparent salary calculation based on market cost and seniority is a significant benefit. The salary ranges provided are specific and tiered by location cost of market, which is a sophisticated approach to compensation. The inclusion of a substantial learning/wellness budget and flexible/async work arrangements are attractive benefits for remote professionals.

🎯 Team & Company Context

🏢 Company Culture

Industry: Developer Tools (DevTool) SaaS (Software as a Service)

Company Size: Startup, likely growing rapidly post-Series B funding. The exact current headcount isn't specified but the context implies a dynamic, lean team.

Founded: Checkly was founded in 2018, indicating a few years of operational experience and product development.

Team Structure:

• The Senior UX Designer reports to the CPO (Chief Product Officer), Alberto.

• Works closely with Product Managers and Engineers.

• Operates within a remote-first, async-first, and transparent culture.

Methodology:

• Agile (not Scrum) development practices.

• Focus on shipping to production frequently ("all day, every day").

• Emphasis on good documentation and well-designed products.

• Async-first communication and workflows.

• Data-driven decision-making, leveraging user feedback and analytics.

Company Website: https://checklyhq.com/

📝 Enhancement Note: Checkly's culture is defined by its remote-first, async-first, and lean operational model, which is typical of successful modern SaaS startups. The emphasis on transparency, productivity, and direct customer engagement is key. As a DevTool company, understanding developer workflows and pain points is core to their product and culture.

📈 Career & Growth Analysis

Operations Career Level: This role is designated as "Senior," indicating a level of autonomy, strategic input, and experience expected. It's a pivotal role in shaping the product's user experience and interface.

Reporting Structure: The Senior UX Designer reports directly to the Chief Product Officer (CPO). This direct line of reporting suggests significant influence on product strategy and design direction.

Operations Impact: The Senior UX Designer will directly impact the usability, adoption, and overall success of the Checkly platform. By leading design, they will influence how developers interact with and perceive the product, directly affecting customer satisfaction, retention, and ultimately, revenue growth. Their work is crucial in making complex application performance and reliability tools accessible and effective for engineers.

Growth Opportunities:

• Leadership in Design: Opportunity to establish and evolve the design vision and standards for the Checkly platform.

• Skill Specialization: Deepen expertise in designing for developer tools, data visualization, and AI-assisted design workflows.

• Cross-functional Impact: Collaborate across Product, Engineering, Support, and Customer Success, gaining broad business understanding.

• Startup Growth: Potential for significant career progression and impact within a fast-growing, venture-backed startup.

• Mentorship: Opportunity to mentor junior designers or contribute to building out the design function as the company scales.

📝 Enhancement Note: This Senior role offers a unique opportunity to have a substantial impact in a growing startup environment, with direct reporting to the CPO. The growth path is likely tied to the company's expansion and the evolution of its product design function.

🌐 Work Environment

Office Type: Fully remote, async-first. There is no requirement to be in a specific office, but adherence to defined time zones (UTC-3 to UTC+3) is crucial for effective collaboration.

Office Location(s): While the listing might show Warsaw, Poland, the role is fully remote and open to candidates within UTC-3 to UTC+3, including Germany, Spain, Bulgaria, and Poland. This broad geographical reach is facilitated by the async-first approach.

Workspace Context:

• Collaborative Environment: While async-first, collaboration is key, facilitated by tools like Slack, Miro, and Notion. Expect asynchronous communication, thoughtful written contributions, and scheduled touchpoints as needed.

• Tools & Technology: Access to modern design and communication tools, including Figma, Miro, Slack, Notion, and various AI tools. The tech stack includes Vue.js, Node.js, TypeScript, Postgres, ClickHouse, and AWS.

• Team Interaction: Opportunities to connect with colleagues through Slack, virtual whiteboarding sessions, and potentially virtual coffee chats or team syncs, all designed to foster connection within a remote setting.

Work Schedule: Flexible work hours are provided within the 32-40 hour work week framework. The async-first nature means focus is on output and impact rather than synchronous presence, though adherence to UTC-3 to UTC+3 time zones is required for team coordination.

📝 Enhancement Note: The "async-first" and "remote-first" nature defines the work environment. Successful candidates will thrive with autonomy, excellent written communication, and the ability to manage their own time effectively while still participating in collaborative design processes.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Application & Screening: Review of resume and portfolio against requirements.

• Portfolio Presentation & Discussion: A session to walk through selected portfolio pieces, discussing design decisions, process, and impact. Expect to elaborate on data-heavy screens, design systems, and AI tool usage.

• Technical/Design Challenge: Potentially a take-home assignment or a live design exercise focused on problem-solving, UI/UX principles, and potentially coding/prototyping skills. This might involve AI tool integration.

• Team/Manager Interviews: Discussions with Product Managers, Engineers, and potentially the CPO to assess technical skills, cultural fit, and collaboration style.

• Final Interview: Likely with senior leadership to discuss strategic fit and long-term vision.

Portfolio Review Tips:

• Highlight AI Integration: Clearly showcase how AI tools were used to enhance your design process, improve efficiency, or achieve specific outcomes. Quantify impact where possible.

• Data-Heavy Design Expertise: Dedicate specific attention to projects involving complex data visualization. Explain your approach to making data understandable and actionable for developers.

• Design System Contribution: Detail your role in building, maintaining, or evolving a design system. Show examples of components, patterns, and the underlying principles.

• Code/Prototyping Skills: For relevant projects, provide examples of your coding contributions or prototypes, explaining how they facilitated development or testing.

• Async-First Communication: Ensure your portfolio is well-documented, clear, and easy to understand asynchronously, reflecting the company's communication style.

Challenge Preparation:

• Familiarize with Checkly's Product: Understand Checkly's mission, target audience (developers), and core features. Review their website and product demos.

• Practice AI-Assisted Design: Be ready to demonstrate or discuss your workflow using AI tools for ideation, prototyping, or even generating initial code snippets.

• Prepare Data Visualization Examples: Have clear examples of how you've tackled complex data presentation challenges.

• Design System Thinking: Be ready to discuss the principles of scalable and accessible design systems.

📝 Enhancement Note: The interview process will likely be rigorous, with a strong emphasis on practical skills, problem-solving, and alignment with Checkly's unique remote, async, and AI-centric culture. The portfolio is a critical tool for demonstrating these capabilities.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: Core tool for UI/UX design, wireframing, and prototyping.

• Miro: For collaborative whiteboarding, brainstorming, and user flow mapping.

• Slack: Primary communication platform for day-to-day interactions.

• Notion: Used for documentation, knowledge sharing, and project management.

• AI Tools (Claude, Pencil, Figma AI, Raycast, etc.): Integral to the workflow for design generation, iteration, prototyping, and code assistance.

Analytics & Reporting:

CRM & Automation:

Development Stack Context:

• Frontend: Vue.js, Tailwind CSS

• Backend/Infra: Node.js, TypeScript, Postgres, ClickHouse, AWS

• Deployment: Vercel

📝 Enhancement Note: Proficiency with Figma and a strong comfort level with various AI design tools are paramount. Understanding the frontend stack (Vue.js, Tailwind) and the general context of a DevTool SaaS company is also highly advantageous for effective collaboration with engineers.

👥 Team Culture & Values

Operations Values:

• Transparency: Open communication about salary, decision-making, and company performance.

• Autonomy & Trust: Empowering individuals to manage their work and make decisions.

• Productivity & Efficiency: Focus on output and impact, minimizing unnecessary meetings.

• Customer-centricity: Deeply understanding and solving customer problems.

• Continuous Learning & Innovation: Embracing new tools like AI and pushing the boundaries of design.

• Collaboration: Fostering strong working relationships across remote teams, even asynchronously.

Collaboration Style:

• Async-First: Prioritizing asynchronous communication through written documentation and tools like Slack and Notion, allowing for flexibility and deep work.

• Cross-functional Integration: Close working relationships with Product Managers and Engineers are essential, requiring clear communication and shared understanding.

• Feedback Culture: Openness to giving and receiving constructive feedback to improve both the product and individual work.

• Knowledge Sharing: Encouraging the sharing of insights, processes, and learnings through documentation and internal channels.

📝 Enhancement Note: The company culture is heavily shaped by its remote-first and async-first philosophy. Candidates who thrive in self-directed environments, communicate effectively in writing, and are proactive in collaboration will be a strong fit.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Developers: Understanding the specific needs, workflows, and expectations of a technical audience (developers) requires deep empathy and domain knowledge.

• Balancing AI and Human Creativity: Effectively integrating AI tools without losing the human touch, originality, and strategic depth in design.

• Remote Collaboration: Maintaining strong team cohesion and effective communication in a fully distributed, async-first environment.

• Rapid Iteration: Keeping pace with a fast-growing startup environment where product iterations are frequent.

• Data Complexity: Translating complex technical data and monitoring information into intuitive and actionable user interfaces.

Learning & Development Opportunities:

• AI Design Mastery: Becoming a leader in AI-assisted design workflows within the UX field.

• Developer Tool Specialization: Gaining deep expertise in the unique design challenges of developer-focused software.

• Product Strategy Influence: Contributing directly to the product roadmap and strategic direction through design leadership.

• Design System Evolution: Playing a key role in scaling and refining a critical design asset for a growing company.

• Startup Experience: Gaining invaluable experience in a high-growth, venture-backed startup environment.

📝 Enhancement Note: The primary challenges revolve around mastering the specific domain of developer tools, effectively leveraging advanced technologies like AI, and excelling within a remote, async-first framework. The growth opportunities are significant, offering a chance to shape a product and a design function.

💡 Interview Preparation

Strategy Questions:

• "Describe your process for designing a new feature from concept to launch, focusing on how you collaborate with Product Managers and Engineers." (Prepare a case study that highlights your end-to-end process.)

• "How do you approach designing complex data-heavy interfaces for technical users? Can you walk us through an example from your portfolio?" (Be ready to discuss your decision-making for charts, graphs, tables, and how you ensure clarity.)

• "How have you used AI tools in your design workflow to accelerate your process or improve outcomes? What are the benefits and limitations you've observed?" (Prepare specific examples and be ready to discuss your philosophy on AI in design.)

Company & Culture Questions:

• "What interests you about Checkly and the developer tools space?" (Research Checkly's product, mission, and recent funding.)

• "How do you see yourself thriving in an async-first, remote-first environment?" (Highlight your self-motivation, written communication skills, and experience with remote collaboration.)

Portfolio Presentation Strategy:

• Curate Strategically: Select 2-3 projects that best showcase your senior-level experience, data-heavy design skills, design system work, and AI tool integration.

• Focus on Process & Impact: For each project, clearly articulate the problem, your role, your process, the solutions you designed, and the impact of your work (quantify if possible).

• Demonstrate AI Usage: Explicitly call out where and how AI tools were used, the specific benefits achieved, and any challenges encountered.

• Code/Prototyping Examples: Be prepared to show or discuss any coded prototypes or explain how your design work directly informed or facilitated engineering implementation.

• Storytelling: Frame your portfolio items as compelling narratives that demonstrate your problem-solving abilities and strategic thinking.

📝 Enhancement Note: Interview preparation should heavily emphasize practical application of skills, particularly in data visualization, design systems, and AI integration. Demonstrating an understanding of Checkly's product and culture, along with a proactive approach to remote, async work, will be crucial.

📌 Application Steps

To apply for this Senior UX Designer position:

• Submit your application through the provided link on Ashby.

• Portfolio Customization: Ensure your portfolio prominently features projects demonstrating experience with data-heavy screens, design systems, and the application of AI tools in your design workflow. Tailor your project selection to align with Checkly's DevTool SaaS focus.

• Resume Optimization: Highlight keywords related to UX/UI design, design systems, data visualization, AI tools, frontend development experience, and remote/async work. Quantify achievements where possible.

• Interview Preparation: Practice articulating your design process, decision-making rationale, and the impact of your work, especially concerning complex data and AI integration. Prepare to discuss your experience in a remote, async-first environment.

• Company Research: Thoroughly research Checkly's product, mission, target audience (developers), and company culture. Understand their values, such as transparency and async-first communication.

⚠️ Important Notice: This enhanced job description includes AI-generated insights and operations industry-standard assumptions. All details should be verified directly with the hiring organization before making application decisions.