Lead Designer, Web

📍 Job Overview

Job Title: Lead Designer, Web (Digital Experience)

Company: Jasper

Location: United States

Job Type: FULL_TIME

Category: Digital Experience Design / Web Operations

Date Posted: April 14, 2026

Experience Level: Mid-Senior Level (5-10 years)

Remote Status: Fully Remote

🚀 Role Summary

• Owns and drives the end-to-end digital experience strategy and execution for Jasper's website, acting as a core business driver.

• Operates within an AI-native, build-test-learn environment, leveraging AI tools for accelerated execution and continuous improvement.

• Focuses on performance-driven design, translating data insights into actionable improvements to boost conversion, engagement, and overall website effectiveness.

• Develops scalable systems, including reusable components and UI/UX libraries, to empower self-serve workflows while maintaining brand integrity.

📝 Enhancement Note: This role is positioned as more than just a traditional web designer. The emphasis on "AI-native execution," "build-test-learn systems," and "performance-driven design" indicates a highly integrated role that blends design, front-end development, and growth marketing principles, with a strong expectation for direct execution and measurable impact on business outcomes.

📈 Primary Responsibilities

• Website Ownership & Strategy: Lead the design, structure, and continuous evolution of the Jasper website, ensuring a cohesive and high-quality digital experience that aligns with brand identity and overarching business objectives.

• Experimentation & Iteration: Establish and manage a robust build-test-learn framework, proactively identifying optimization opportunities, rapidly deploying improvements, and iterating based on performance data and user feedback.

• AI-Assisted Execution: Deeply integrate AI tools into the design and development workflow, including AI-assisted coding and automation, to accelerate production cycles and enhance efficiency, minimizing reliance on engineering support where feasible.

• Performance Analysis & Optimization: Collaborate closely with marketing teams to support growth initiatives, interpret key performance metrics (e.g., conversion rates, user engagement, drop-off points), and translate these insights into concrete design enhancements.

• Scalable System Design: Architect and build maintainable and scalable design systems, encompassing reusable components, templates, and comprehensive UI/UX libraries, to facilitate efficient content updates and empower marketing teams with self-serve capabilities.

• Cross-Functional Alignment: Foster strong collaborative relationships with marketing, product marketing, and product design teams to ensure the website experience is seamlessly integrated with broader company strategies and product roadmaps.

📝 Enhancement Note: The responsibilities highlight a proactive and autonomous approach. The expectation to "own" the website and operate in a "build-test-learn" environment suggests the need for a candidate who is not only a skilled designer but also a strategic thinker and a hands-on executor with a strong bias for action and data-informed decision-making.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's degree in Design, Human-Computer Interaction, Marketing, or a related field, or equivalent practical experience, is typically expected for a lead role.

Experience: 5-10 years of progressive experience in web design, digital experience design, or a closely related field, with a significant portion demonstrating end-to-end website ownership and leadership.

Required Skills:

• End-to-End Website Leadership: Proven track record of owning and managing website design from conception through execution and iteration, demonstrated through a strong portfolio.

• Modern Web Platform Expertise: High proficiency in Webflow or similar advanced web development platforms, with the ability to directly build and deploy website elements efficiently.

• AI-Native Workflow Integration: Deep understanding and practical application of AI tools for design acceleration, including AI-assisted coding, automation workflows, and leveraging AI for enhanced execution speed.

• Systems Thinking & Scalability: Demonstrated ability to design and implement scalable solutions, frameworks, and patterns, including reusable components and UI/UX libraries, rather than isolated page designs.

• Performance & Growth Orientation: Experience in performance-driven or growth-focused environments, with the capacity to interpret key metrics (conversion, engagement, drop-off) and translate data into effective design strategies.

• Strategic Communication: Excellent verbal and written communication skills, with the ability to articulate design decisions, justify strategies, and effectively align diverse stakeholders.

• Agile Execution: Proven ability to thrive in fast-paced, dynamic environments, making rapid, informed decisions while consistently maintaining a high standard of design quality.

• Cross-Functional Collaboration: Demonstrated experience working effectively with marketing, product marketing, and product design teams to achieve shared goals.

• AI Curiosity: A genuine passion for or strong curiosity regarding Artificial Intelligence and its transformative impact on modern work and creative processes.

Preferred Skills:

• Experience with A/B testing platforms and methodologies for website optimization.

• Familiarity with front-end development languages (HTML, CSS, JavaScript) beyond what is typically required for platform expertise, to further enhance direct execution capabilities.

• Experience in the SaaS or AI technology sector.

• Understanding of SEO best practices as they relate to web design and content structure.

📝 Enhancement Note: The emphasis on "AI-native execution" and "AI-assisted coding" suggests that candidates with some level of direct coding ability or a strong aptitude for quickly learning and integrating AI coding tools will have a distinct advantage. The "systems thinking" requirement points to a need for candidates who can think architecturally about the website's structure and components for long-term maintainability and scalability.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• End-to-End Website Case Studies: Showcase at least 2-3 comprehensive case studies detailing your ownership of website design projects from initial strategy and user research through design, build, testing, and performance iteration.

• Performance Impact Demonstration: Clearly articulate the business impact of your designs, using specific metrics (e.g., conversion rate increases, engagement improvements, reduction in bounce rates) and explaining how you achieved them.

• Systems Design Examples: Include examples of scalable systems you've built, such as component libraries, design systems, reusable templates, or frameworks, highlighting their structure and benefits for team efficiency.

• AI Tool Integration Showcase: Briefly describe or demonstrate how you've leveraged AI tools in your workflow to accelerate design, content creation, or coding processes.

Process Documentation:

• Workflow Design & Optimization: Detail your process for approaching website redesigns or major feature implementations, including user journey mapping, wireframing, prototyping, and user testing methodologies.

• Build-Test-Learn Methodology: Explain your approach to continuous experimentation, including how you identify hypotheses, set up tests (A/B, multivariate), analyze results, and iterate on designs based on data.

• Measurement & Analysis: Describe how you track and analyze website performance metrics, your preferred tools for data visualization and reporting, and how you translate data into actionable design insights.

📝 Enhancement Note: The portfolio is critical for this role, serving as the primary evidence of the candidate's ability to execute, innovate, and drive performance. The emphasis on "AI-native execution" and "build-test-learn systems" means the portfolio should not just showcase aesthetic design but also demonstrate a strategic, data-driven, and technologically forward-thinking approach to web experience management.

💵 Compensation & Benefits

Salary Range: The provided compensation range for this role is $160,000 - $200,000 USD per year. This range is determined by factors such as relevant experience, skills, competencies, and certifications.

Benefits:

• Comprehensive Health Coverage: Health, Dental, and Vision insurance provided from the first day of employment for employees and their families.

• Retirement Savings: 401(k) program with up to 2% company matching contributions.

• Equity Ownership: Participation in company equity grants, aligning employee success with company growth.

• Flexible Time Off: Generous Flexible PTO policy complemented by a $900 annual FlexExperience budget for travel and personal enrichment.

• Wellness Support: A $1,800 annual FlexWellness program to support personal health and well-being goals.

• Home Office Setup: A generous budget allocated for setting up an effective home office environment.

• Professional Development: An annual learning and development stipend of $1,500 to support continuous skill enhancement and career growth.

• Parental Leave: 16 weeks of paid parental leave to support new parents.

Working Hours: A standard full-time workweek of approximately 40 hours is expected. Given the remote nature and the emphasis on performance, there may be flexibility in scheduling to accommodate time zone differences and project deadlines, but a consistent level of engagement and availability is required.

📝 Enhancement Note: The salary range is competitive for a Lead Designer role in the US, especially for a remote position with significant ownership and performance expectations. The benefits package is robust, with a strong emphasis on employee well-being, professional growth, and work-life balance, reflecting a modern, remote-first company culture. The "FlexExperience" and "FlexWellness" budgets are particularly attractive perks.

🎯 Team & Company Context

🏢 Company Culture

Industry: Software / Artificial Intelligence (AI) - specifically an AI Marketing Platform. Jasper operates at the forefront of AI-driven solutions for marketing and creative workflows.

Company Size: Jasper is a growth-stage company, indicated by its recognition by Fast Company and its trust from nearly 20% of the Fortune 500. While not explicitly stated, its founding in 2021 and global presence suggest a dynamic and rapidly scaling organization.

Founded: 2021. This indicates a relatively young company with a fast-paced, innovative, and agile culture, likely embracing modern technologies and methodologies.

Team Structure:

• Reporting: The Lead Designer, Web reports directly to the Creative Director, suggesting a structured creative department with clear leadership.

• Cross-Functional Collaboration: The role emphasizes close collaboration with marketing, product marketing, and product design teams, indicating a highly integrated GTM (Go-To-Market) and product development environment.

• Remote-First: Jasper operates as a remote-first organization with team members across the US, France, and Australia, fostering a culture of asynchronous communication and global collaboration.

Methodology:

• AI-Native Workflows: A core operational principle, integrating AI deeply into all aspects of work, from design and coding to content creation and process automation.

• Build-Test-Learn: A cycle of rapid development, experimentation, data analysis, and iteration to drive continuous improvement and measurable impact.

• Data-Driven Decision Making: Performance metrics are central to design decisions, requiring a strong analytical approach to website optimization.

Company Website: http://www.jasper.ai

📝 Enhancement Note: Jasper's culture appears to be heavily influenced by its AI product and its remote-first structure. Expect a fast-paced, innovative environment where leveraging cutting-edge technology (AI) and operating with agility (build-test-learn) are paramount. The emphasis on direct execution and performance metrics suggests a results-oriented team.

📈 Career & Growth Analysis

Operations Career Level: This role is classified as a Lead position, indicating a mid-to-senior level of experience (5-10 years). It signifies a transition from individual contributor to a role with significant ownership, strategic input, and potentially mentorship responsibilities within the web design domain. The "Lead Designer, Web" title suggests leadership within a specific functional area, with direct responsibility for a critical business asset – the company website.

Reporting Structure: Reporting to the Creative Director provides a clear line of authority and mentorship. This structure allows for strategic alignment with broader creative and brand initiatives while granting the Lead Designer autonomy over website execution and performance. The collaborative nature with marketing and product design implies interactions with multiple stakeholders and potentially project leads from those departments.

Operations Impact: The website is explicitly described as a "core business driver." This Lead Designer role has a direct and measurable impact on Jasper's revenue and growth through conversion rate optimization, lead generation, brand perception, and user engagement. The emphasis on performance-driven design and data interpretation ensures that the impact of design decisions is quantifiable and directly tied to business outcomes.

Growth Opportunities:

• Specialization & Deep Expertise: The role offers the opportunity to become a deep expert in AI-native design workflows, advanced web platforms like Webflow, and performance optimization within the SaaS/AI industry.

• Leadership Development: As a Lead, there's potential for growth into a Design Manager or Creative Director role, overseeing larger teams or broader creative functions. The experience in building scalable systems also prepares for more strategic architectural roles.

• Cross-Functional Acumen: Extensive collaboration with marketing and product design will build comprehensive GTM and product development understanding, valuable for future strategic roles.

• Professional Development Stipend: The $1,500 annual stipend directly supports acquiring new skills, certifications, or attending industry events relevant to AI, design, or web technologies, fostering continuous learning.

📝 Enhancement Note: This role is ideal for a designer who is eager to take ownership, drive tangible business results, and operate at the intersection of design, technology, and growth. The growth path likely involves deepening expertise in AI-driven design and potentially moving into broader leadership or strategic product roles within the company.

🌐 Work Environment

Office Type: Jasper is a "remote-first" organization. This means the primary work environment is remote, with no requirement for a physical office presence for most roles. The company focuses on creating a connected and productive remote culture.

Office Location(s): While the role is fully remote and open to candidates anywhere in the continental US, the company has team members across the US, France, and Australia. This implies a global operational footprint and potential for cross-border collaboration.

Workspace Context:

• Collaborative Tools: Expect reliance on digital collaboration tools (e.g., Slack, Zoom, Miro, Figma) to facilitate communication and teamwork across distributed teams and time zones.

• Technology & Tools: Access to and proficiency with modern web design platforms (Webflow), AI tools, and design software will be essential. The company likely provides necessary software licenses.

• Team Interaction: While remote, opportunities for team interaction will occur through scheduled video calls, virtual team-building activities, and project-specific collaborations. The "remote-first" approach emphasizes intentional connection.

Work Schedule: A standard 40-hour workweek is anticipated. However, the remote-first nature and global team distribution may necessitate some flexibility to accommodate meetings across different time zones. The focus is on output and performance, allowing for some autonomy in structuring the workday, provided deadlines and collaborative needs are met.

📝 Enhancement Note: The remote-first environment requires strong self-discipline, proactive communication, and comfort with asynchronous work. The company's commitment to remote work suggests they have invested in the infrastructure and culture to support distributed teams effectively.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: A review of your resume and portfolio to assess alignment with the core requirements, particularly experience with Webflow, AI-native workflows, and demonstrable website ownership.

• Technical/Skills Assessment: Likely a deep dive into your portfolio, discussing specific projects, your design process, and how you've applied AI tools and data analysis. This may include a practical exercise or a detailed discussion on your approach to building scalable systems.

• Cross-Functional Interviews: Meetings with key stakeholders from marketing and product design to evaluate your collaboration style, strategic thinking, and ability to align website goals with broader company objectives.

• Hiring Manager/Creative Director Interview: A final discussion focusing on your leadership potential, strategic vision for Jasper's web presence, cultural fit, and alignment with the company's AI-native and build-test-learn ethos.

Portfolio Review Tips:

• Quantify Impact: For each project, clearly state the problem, your solution, and the measurable results (e.g., "Increased conversion rate by 15%," "Reduced page load time by 2 seconds"). Use data visualizations where appropriate.

• Showcase AI Integration: Highlight specific instances where you used AI tools to accelerate design, coding, or content creation. Explain the benefit and efficiency gained.

• Demonstrate Systems Thinking: Present examples of reusable components, design systems, or frameworks. Explain how these elements contribute to scalability and efficiency.

• Webflow Expertise: Be prepared to discuss your experience with Webflow in detail, including complex interactions, integrations, and performance optimizations you've implemented.

• Tell a Story: Structure your portfolio presentations to tell a compelling narrative about each project, focusing on your role, challenges, and the impact you delivered.

Challenge Preparation:

• Website Strategy Exercise: Be prepared for a hypothetical challenge where you might be asked to outline a strategy for improving a specific section of Jasper's current website, focusing on conversion, user experience, and AI integration.

• AI Tool Application: You may be asked to discuss how you would leverage AI tools for a specific design task or to solve a particular website performance issue.

• System Design Prompt: A prompt asking you to design a scalable component or template system for a common website element (e.g., a CTA block, a feature card).

📝 Enhancement Note: The interview process will heavily scrutinize your practical application of AI tools, your ability to execute directly, and your data-driven approach to design. Your portfolio is your primary tool to demonstrate these capabilities, so ensure it's polished, metric-driven, and showcases your AI integration.

🛠 Tools & Technology Stack

Primary Tools:

• Webflow: Expertise in Webflow is a core requirement, implying deep familiarity with its design interface, CMS capabilities, interactions, and potentially its API for advanced integrations.

• AI Design & Development Tools: Proficiency with AI-powered design assistants, AI-assisted coding tools (e.g., GitHub Copilot, specific AI code generators), and AI content generation platforms will be crucial for the "AI-native execution" mandate.

• Design & Prototyping Software: Proficiency in industry-standard tools like Figma, Sketch, or Adobe Creative Suite for wireframing, UI design, and prototyping.

Analytics & Reporting:

• Web Analytics Platforms: Experience with tools like Google Analytics, Amplitude, or Mixpanel to track website performance, user behavior, and conversion funnels.

• A/B Testing Tools: Familiarity with platforms such as Google Optimize, Optimizely, or VWO for conducting website experiments and analyzing results.

• Data Visualization Tools: Ability to use or interpret data presented in tools like Tableau, Looker Studio (formerly Google Data Studio), or built-in platform dashboards for clear reporting.

CRM & Automation:

• CRM Systems: Understanding of how website interactions feed into CRM systems (e.g., Salesforce, HubSpot) for lead tracking and nurturing.

• Marketing Automation Platforms: Familiarity with platforms like HubSpot, Marketo, or Pardot for understanding the broader marketing funnel that the website supports.

• Integration Tools: Awareness of how different tools connect (e.g., Zapier, Integromat/Make) to automate workflows between the website and other business systems.

📝 Enhancement Note: The technology stack emphasizes flexibility, direct execution, and AI integration. Candidates should be prepared to discuss their experience with Webflow in depth, as well as demonstrate how they leverage AI tools to enhance efficiency and performance in their design and development processes.

👥 Team Culture & Values

Operations Values:

• Innovation & AI-Forward: A strong emphasis on embracing and integrating cutting-edge AI technologies to redefine workflows and drive business outcomes. Expect a culture that encourages experimentation with new tools and methodologies.

• Performance & Results-Driven: A clear focus on measurable impact. Decisions are guided by data, and success is defined by achieving key performance indicators (KPIs) related to conversion, engagement, and business growth.

• Agility & Speed: Operating in a "build-test-learn" environment necessitates rapid iteration and quick decision-making. The culture values the ability to move fast without sacrificing quality.

• Ownership & Accountability: Individuals are expected to take full ownership of their domains, including the website's performance and evolution, and be accountable for the results.

• Collaboration & Communication: Despite being remote-first, strong communication and collaboration across teams are vital for aligning strategies and achieving shared goals.

Collaboration Style:

• Proactive & Transparent: Given the remote nature, collaboration relies on proactive communication, clear documentation, and transparent sharing of progress and challenges.

• Cross-Functional Integration: The role demands close partnership with marketing, product marketing, and product design teams, requiring an ability to understand diverse perspectives and work towards unified objectives.

• Feedback-Oriented: A culture that encourages constructive feedback to drive continuous improvement in both individual work and team processes.

• Data-Informed Discussions: Collaborative discussions are likely to be grounded in data and performance metrics, fostering a logical and evidence-based approach to problem-solving.

📝 Enhancement Note: The culture at Jasper is likely dynamic, forward-thinking, and results-oriented, with a strong undercurrent of AI adoption and a remote-first operational model. Candidates should demonstrate adaptability, a proactive communication style, and a commitment to data-driven outcomes.

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing Brand and Performance: The primary challenge will be to maintain a high-quality, on-brand digital experience while aggressively optimizing for conversion and growth metrics.

• Rapid Iteration in AI Landscape: Staying ahead of the curve in AI tools and methodologies, and integrating them effectively into the website development workflow at a rapid pace.

• Remote Collaboration Dynamics: Effectively collaborating and driving consensus across distributed teams and time zones without the benefit of in-person interaction.

• Scalability of Design Systems: Ensuring that the design systems and reusable components built can effectively scale with the company's growth and evolving product offerings.

Learning & Development Opportunities:

• AI Design & Development Mastery: Deepen expertise in leveraging AI for design, coding, and workflow automation, becoming a leader in AI-native creative execution.

• Advanced Web Platform Skills: Become a power user of Webflow and potentially explore other advanced web technologies and integration strategies.

• Growth Marketing & CRO: Gain hands-on experience in conversion rate optimization, A/B testing, and performance analytics, translating design skills into direct business impact.

• Cross-Functional Leadership: Develop strategic influence by working closely with product and marketing leadership, potentially paving the way for broader GTM or product design roles.

• Industry Exposure: The $1,500 annual learning stipend can be used for courses, conferences, or certifications in areas like AI in design, advanced UX, or growth marketing.

📝 Enhancement Note: This role presents a unique opportunity to shape the digital face of a leading AI company while pushing the boundaries of design execution through AI. The challenges are significant but come with substantial learning and growth potential, particularly for those interested in the intersection of technology, design, and business growth.

💡 Interview Preparation

Strategy Questions:

• Website Vision: "If you were to lead Jasper's website for the next two years, what would be your overarching strategic vision, and how would you prioritize initiatives to achieve it?" (Prepare to discuss brand, growth, and product alignment, and how AI plays a role.)

• AI Integration Tactics: "Describe a specific instance where you used AI tools to significantly accelerate a design or development process. What was the tool, what was the outcome, and what were the challenges?" (Be ready with concrete examples from your portfolio or hypothetical scenarios.)

• Performance Optimization Process: "Walk me through your process for identifying a low-performing area on a website, hypothesizing an improvement, implementing it, and measuring the results." (Focus on data interpretation, A/B testing, and iterative design.)

Company & Culture Questions:

• AI Enthusiasm: "What excites you most about the role of AI in design and marketing today, and how do you see it evolving?" (Show genuine curiosity and forward-thinking.)

• Remote Work Philosophy: "How do you ensure effective collaboration and maintain high productivity in a remote-first environment?" (Discuss your communication strategies, time management, and tool usage.)

• Growth Mindset: "Jasper operates on a build-test-learn model. How do you approach experimentation, and what's your tolerance for 'failed' experiments?" (Emphasize learning from data and iterating quickly.)

Portfolio Presentation Strategy:

• Focus on Impact: For each case study, start with the business problem and the quantifiable results before diving into the design process.

• Highlight AI & Webflow: Explicitly call out your use of AI tools and your Webflow expertise within your project descriptions. Show, don't just tell.

• Explain Systems: If you have system design examples, clearly articulate the architecture, components, and benefits for maintainability and scalability.

• Be Prepared for Deep Dives: Expect detailed questions about your decision-making process, technical implementation, and the metrics you used.

📝 Enhancement Note: Your interview preparation should heavily emphasize your practical experience with AI in design, your direct execution capabilities (especially with Webflow), and your data-driven approach to website optimization. Demonstrating a strategic mindset, strong communication skills, and a cultural fit with Jasper's agile, AI-forward ethos will be key.

📌 Application Steps

To apply for this Lead Designer, Web position:

• Submit your application through the provided link on Ashby.

• Portfolio Customization: Curate your portfolio to prominently feature 2-3 strong case studies that highlight end-to-end website ownership, AI tool integration, Webflow expertise, and measurable performance improvements. Quantify results wherever possible.

• Resume Optimization: Tailor your resume to emphasize keywords related to "Webflow," "AI-native workflows," "digital experience design," "conversion optimization," "systems design," and "performance metrics." Clearly articulate your years of experience and leadership in website management.

• Interview Preparation: Practice articulating your design process, strategic thinking, and experience with AI tools. Prepare specific examples for common interview questions regarding remote collaboration, agile methodologies, and performance-driven design.

• Company Research: Thoroughly research Jasper's current website, marketing efforts, and AI product. Understand their brand voice and identify potential areas for strategic improvement to discuss during the interview.

⚠️ 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.

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