Senior Product Designer (End-to-End, UX-first)

📍 Job Overview

Job Title: Senior Product Designer (End-to-End, UX-first)

Company: Jersey Watch

Location: United States

Job Type: FULL_TIME

Category: Product Design / UX/UI

Date Posted: 2026-02-24T16:51:53.436

Experience Level: 2-5 Years

Remote Status: Remote Solely

🚀 Role Summary

• Drive end-to-end product design initiatives, from conceptualization to implementation, ensuring a UX-first approach for a B2B SaaS application.

• Translate product briefs into detailed user flows, wireframes, and high-fidelity UI designs within Figma, focusing on complex workflows and user journeys.

• Collaborate closely with engineering teams to deliver developer-ready specifications and provide ongoing support to ensure accurate implementation and iteration.

• Contribute to the evolution of the design system and UI patterns, while also recommending analytics instrumentation to measure feature success and user engagement.

• Enhance core product workflows, user onboarding, and overall product quality through a user-centric design process.

📝 Enhancement Note: This role is explicitly for a "Senior Product Designer (End-to-End, UX-first)," indicating a need for a candidate who can independently manage the entire design lifecycle for features and products. The focus on "UX-first" and "complex workflows (B2B SaaS/admin tools, forms, tables, settings, onboarding)" highlights the importance of strategic thinking and problem-solving beyond just visual aesthetics. The collaboration with the CTO and a part-time UI designer suggests a hands-on role with significant autonomy and direct impact.

📈 Primary Responsibilities

• Transform concise product briefs into comprehensive end-to-end design solutions, encompassing user flows, wireframes, and high-fidelity UIs using Figma.

• Define detailed interaction behaviors, including intricate edge cases such as loading, empty, error states, validations, permissions, and responsive behavior across various devices.

• Produce precise, developer-ready specifications and actively support the engineering team throughout the implementation phase, ensuring rapid clarification and iterative improvements.

• Leverage and contribute to the existing Figma design library and UI patterns, with support from a part-time UI designer for periodic polish and review.

• Propose and recommend analytics instrumentation (e.g., PostHog events/properties) and define success metrics for newly developed features to drive data-informed product decisions.

• Collaborate cross-functionally with the team to optimize user onboarding experiences, streamline core workflows, and elevate the overall quality and usability of the SaaS product.

📝 Enhancement Note: The responsibilities emphasize a full-stack design capability, from strategic UX to detailed UI execution and developer handoff. The inclusion of analytics instrumentation and defining success metrics points to a role that is accountable for the impact of design decisions, aligning with modern product development practices where designers are expected to contribute to business outcomes.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a strong portfolio demonstrating equivalent knowledge and experience in product design, UX/UI, and related fields is essential.

Experience: 3+ years of hands-on product design experience, with a proven track record of shipping successful web and mobile products.

Required Skills:

• Proficiency in end-to-end product design, encompassing user flows, wireframing, prototyping, and high-fidelity UI design.

• Expertise in Figma for UI design, system-driven design, and comfortable working with existing design libraries.

• Strong UX skills with experience designing complex workflows, particularly within B2B SaaS environments, including admin tools, forms, tables, settings, and onboarding processes.

• Demonstrated ability to collaborate effectively with developers, providing implementation-ready detail and supporting the development lifecycle.

• Excellent written communication skills, capable of clearly documenting design decisions, rationale, and tradeoffs.

Preferred Skills:

• Experience with Product-Led Growth (PLG) strategies, particularly in designing effective onboarding and activation flows.

• Familiarity with defining and implementing analytics instrumentation (e.g., PostHog, Google Analytics 4) and defining key performance indicators (KPIs) for product features.

• Experience in creating, extending, or maintaining design systems and component libraries.

• Previous full-time experience working on small, distributed, remote teams.

📝 Enhancement Note: The experience requirement of 3+ years with a focus on "shipping web and mobile products" and "complex workflows" suggests a need for a designer who can handle challenging B2B SaaS functionalities. The emphasis on Figma and design systems indicates a need for technical design proficiency and an understanding of scalable design practices. The "nice to have" skills like PLG and analytics instrumentation point towards a candidate who can think strategically about user engagement and data-driven product improvement.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate end-to-end design ownership for at least 2-3 significant projects, showcasing your process from initial brief to final shipped product.

• Include case studies that highlight your ability to tackle complex B2B SaaS workflows, such as administrative interfaces, data-heavy tables, intricate forms, or user onboarding sequences.

• Showcase your proficiency in Figma, including examples of wireframes, user flows, high-fidelity UIs, and any contributions to design systems or component libraries.

Process Documentation:

• Detail your approach to understanding product requirements and user needs, including how you conduct user research or leverage existing data for complex workflows.

• Illustrate your methods for defining interaction behavior, edge cases, and responsive design across different platforms and devices.

• Provide examples of how you create developer-ready specifications and collaborate with engineering teams to ensure successful implementation and iteration.

• Showcase how you have recommended or implemented analytics instrumentation and defined success metrics for features you've designed.

📝 Enhancement Note: A strong portfolio is explicitly required, and it must showcase end-to-end ownership of projects, particularly those involving complex B2B SaaS workflows. The emphasis on Figma, developer collaboration, and analytics instrumentation indicates that the portfolio should not just be visually appealing but also demonstrate a practical, problem-solving, and data-informed design process.

💵 Compensation & Benefits

Salary Range: Based on industry benchmarks for a Senior Product Designer with 3+ years of experience in the United States, a competitive salary range is estimated between $110,000 - $145,000 annually. This estimate considers the remote nature of the role, the company's focus on SaaS for youth sports organizations, and the specified benefits.

Benefits:

• Salaried role with competitive compensation.

• Comprehensive Medical, Dental, and Vision insurance plans.

• Retirement benefits with a 100% match up to 3% of salary.

• Provision of necessary equipment, including a MacBook and accessories.

• Generous paid time off: 5 weeks of vacation per year.

• Quarterly performance bonuses, directly tied to achieving defined results.

Working Hours: A standard full-time commitment of approximately 40 hours per week is expected, with a requirement to align with US Eastern Time business hours (9 AM to 5 PM EST) to facilitate collaboration within the remote team.

📝 Enhancement Note: The salary range is an estimation based on common compensation for Senior Product Designers in the US, factoring in the remote aspect and the provided benefits. The specific mention of "9AM to 5PM" in the US Eastern Time zone is important for candidates to note regarding time zone overlap requirements. The benefits package is comprehensive, including health insurance, retirement matching, equipment, generous vacation, and performance bonuses.

🎯 Team & Company Context

🏢 Company Culture

Industry: Software as a Service (SaaS) for Youth Sports Organizations. Jersey Watch provides a web-based platform that includes website management, online registration, payment processing, communication tools, and scheduling solutions for sports leagues and clubs.

Company Size: Small, remote team. This implies a highly collaborative, agile environment where each member's contribution is significant and directly impacts the product and company direction.

Founded: Jersey Watch was founded with the mission to simplify operations for youth sports organizations, enabling them to focus more on the athletes and less on administrative burdens. The company has grown to serve over 2,700 organizations across the US and Canada.

Team Structure:

• The product design role reports directly to Nick, Co-Founder/CTO, indicating a flat hierarchy and direct access to leadership.

• The team is small and remote, fostering a close-knit working relationship and requiring strong self-management and communication skills from all members.

Methodology:

• The company utilizes a product-led growth (PLG) approach, suggesting a focus on user experience and value delivery to drive adoption and retention.

• Data-driven decision-making is encouraged, with a requirement for designers to recommend analytics instrumentation and define success metrics.

• Agile development methodologies are likely employed, given the small, remote team structure and the need for rapid iteration and responsiveness to user feedback.

Company Website: www.jerseywatch.com

📝 Enhancement Note: The company operates in a niche but impactful sector, providing essential tools for community-based youth sports. The culture is described as small, remote, and collaborative, with a direct reporting line to the CTO. This suggests an environment where a designer can have substantial influence and visibility. The emphasis on PLG and data-driven design is crucial for candidates to understand.

📈 Career & Growth Analysis

Operations Career Level: Senior Product Designer. This level implies a high degree of autonomy, strategic thinking, and the ability to manage complex projects from conception to completion, mentoring junior team members if applicable. The role requires not just execution but also input into product strategy and user experience vision.

Reporting Structure: Direct reporting relationship to the Co-Founder/CTO. This offers a unique opportunity for close mentorship, direct feedback, and significant influence on product direction and engineering priorities.

Operations Impact: The designer will have a direct impact on the usability, adoption, and effectiveness of Jersey Watch's core SaaS product. By improving user flows, onboarding, and feature design, the role will contribute to customer satisfaction, retention, and the overall growth of the platform, directly influencing revenue potential through enhanced user experience and feature adoption.

Growth Opportunities:

• Deep Product Ownership: Opportunity to own significant features or product areas, driving their entire design lifecycle and directly influencing the company's product roadmap.

• Strategic Influence: Close collaboration with the CTO provides a platform to influence product strategy, user experience vision, and design best practices within the organization.

• Skill Expansion: Potential to expand into areas like user research leadership, design system architecture, or even product management, given the small team structure and direct exposure to business goals.

• Mentorship & Leadership: As a senior member, there's an opportunity to informally mentor a part-time UI designer and contribute to the growth of a design-centric culture.

📝 Enhancement Note: This role offers significant growth potential due to the senior title, direct reporting line to a co-founder, and the small team environment. Candidates can expect to gain broad experience and have a tangible impact on the company's success, with opportunities to shape product direction and potentially develop leadership skills.

🌐 Work Environment

Office Type: Fully Remote. This role operates entirely outside of a traditional office setting, allowing for flexibility in work location within the United States.

Office Location(s): United States. Candidates must be based in the United States to comply with employment regulations and facilitate necessary time zone overlap.

Workspace Context:

• Collaborative Virtual Environment: The remote setup necessitates strong reliance on digital collaboration tools (e.g., Figma, Slack, video conferencing) for seamless teamwork with the CTO and part-time UI designer.

• Technology & Tools: A MacBook and accessories are provided, ensuring designers have the necessary hardware to perform their duties effectively. Access to Figma and potentially PostHog/analytics tools will be integral to daily workflows.

• Team Interaction: While remote, the expectation is for active engagement and communication to foster a connected team spirit and ensure alignment on product goals and design initiatives.

Work Schedule: The role requires approximately 40 hours per week, with a specified need to work from 9 AM to 5 PM in the US Eastern Time Zone. This ensures sufficient overlap for real-time collaboration, design reviews, and support for the engineering team.

📝 Enhancement Note: The fully remote nature within the US is a key characteristic, requiring strong self-discipline and communication skills. The specific 9 AM-5 PM EST schedule is critical for candidates to assess their ability to integrate into the team's workflow effectively.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: Likely a review of your resume and portfolio to assess experience, relevant skills, and alignment with the job requirements. Be prepared to highlight your most impactful end-to-end design projects.

• Portfolio Presentation & Discussion: A session where you present your portfolio, focusing on 2-3 key projects. Be ready to walk through your design process, rationale, challenges faced, and how you collaborated with developers and defined success metrics. Expect in-depth questions about your UX approach for complex workflows.

• Technical/Skills Assessment: This might involve a design exercise (e.g., a small feature redesign, a wireframing challenge) or a discussion around specific UX/UI challenges relevant to B2B SaaS.

• Team/Culture Fit Interview: A conversation with the CTO (Nick) to assess your fit with the small, remote team culture, your communication style, and your enthusiasm for the company's mission.

Portfolio Review Tips:

• Focus on Impact: Showcase projects that demonstrate measurable outcomes, ideally with data or clear explanations of how your design improved user experience, efficiency, or business metrics.

• Detail Your Process: Clearly articulate your design thinking, research methods, problem-solving approaches, and how you navigated complex requirements and edge cases.

• Highlight Collaboration: Include examples of how you worked with developers, product managers, or other stakeholders, demonstrating your ability to communicate effectively and incorporate feedback.

• Showcase Figma Proficiency: Ensure your Figma work is well-organized and clearly presented, demonstrating your ability to create clean, system-driven UIs and detailed specifications.

• Tailor to B2B SaaS: Emphasize projects involving admin tools, complex forms, data tables, or onboarding flows, as these are core to Jersey Watch's product.

Challenge Preparation:

• Understand the Product: Familiarize yourself with Jersey Watch's current platform to grasp the user base and the types of problems they solve.

• Practice Articulating Trade-offs: Be ready to discuss why you made certain design decisions and what alternatives you considered, especially for complex workflows.

• Prepare Analytics Recommendations: Think about how you would instrument a new feature for tracking and what key metrics you would define to measure its success.

📝 Enhancement Note: The interview process is expected to be thorough, with a strong emphasis on the portfolio and the candidate's ability to articulate their design process for complex B2B SaaS challenges. Candidates should be prepared to discuss their experience with developer collaboration and data-driven design.

🛠 Tools & Technology Stack

Primary Tools:

• Figma: The core design tool for wireframing, UI design, prototyping, and creating developer-ready specifications. Proficiency in building and working with design systems within Figma is essential.

• PostHog (or similar analytics tools): Experience or familiarity with recommending analytics instrumentation (events, properties) and interpreting user behavior data is highly desirable.

• Communication Tools: Slack, Zoom, or similar platforms for seamless remote team collaboration, communication, and virtual meetings.

Analytics & Reporting:

• Analytics Platforms: Exposure to tools like PostHog, Google Analytics 4 (GA4), or Mixpanel for understanding user engagement and feature adoption.

• Data Visualization: While not explicitly mentioned, the ability to interpret and potentially contribute to data visualizations that inform design decisions would be beneficial.

CRM & Automation:

• While not a direct design tool, understanding how CRM systems and automation workflows function within a SaaS product can provide context for designing user management and operational features.

📝 Enhancement Note: Figma is the central design tool. Experience with analytics platforms like PostHog is a significant plus, indicating a preference for data-informed design. Standard remote collaboration tools are also expected.

👥 Team Culture & Values

Operations Values:

• User-Centricity: A deep commitment to understanding and serving the needs of youth sports organizations, ensuring the product is intuitive, efficient, and valuable.

• Impact-Driven: A focus on making a tangible difference in the lives of users and communities, rather than just completing tasks.

• Collaboration & Transparency: Open communication and a willingness to share ideas, provide feedback, and work together towards common goals in a remote setting.

• Efficiency & Pragmatism: A practical approach to problem-solving, valuing well-executed designs that are also implementable and contribute to business objectives.

• Continuous Improvement: A mindset of always looking for ways to enhance the product, user experience, and internal processes.

Collaboration Style:

• Remote-First: All collaboration happens through digital channels, requiring proactive communication and clear documentation.

• Direct & Open: The small team size and reporting structure to the CTO likely foster a direct and candid communication style.

• Cross-Functional Integration: Designers are expected to work closely with engineering, providing clear specifications and supporting implementation, and potentially with other roles to understand user needs and business goals.

• Feedback-Oriented: A culture where constructive feedback is welcomed and used to refine designs and improve processes.

📝 Enhancement Note: The company values user impact, efficiency, and transparent collaboration, which are crucial for success in a small, remote team environment. Candidates should demonstrate an ability to thrive in such a setting and align with these core principles.

⚡ Challenges & Growth Opportunities

Challenges:

• Designing for Complex Workflows: Translating intricate administrative tasks, data management, and user permissions into intuitive and efficient user experiences within a B2B SaaS context.

• Balancing UX with Technical Constraints: Ensuring designs are not only user-friendly but also technically feasible and align with the existing design system and development capabilities.

• Remote Collaboration Effectiveness: Maintaining strong communication, alignment, and team cohesion in a fully remote environment, especially when working closely with a CTO and a part-time designer.

• Driving Product Adoption: Contributing to strategies that improve user onboarding and activation, ensuring users quickly realize the value of the platform.

Learning & Development Opportunities:

• Deep Dive into B2B SaaS Design: Gaining extensive experience in a specific niche of SaaS design, understanding the unique challenges and best practices for admin tools and complex workflows.

• Influence on Product Strategy: Direct exposure to and participation in product strategy discussions with company leadership.

• Design System Evolution: Opportunity to contribute significantly to the growth and refinement of the company's design system.

• Data-Informed Design: Developing skills in recommending and utilizing analytics to measure design impact and inform future iterations.

📝 Enhancement Note: The challenges are rooted in the nature of B2B SaaS design and the remote work environment. Growth opportunities are substantial, focusing on specialization, strategic influence, and developing data-informed design capabilities.

💡 Interview Preparation

Strategy Questions:

• "Walk me through a complex B2B SaaS feature you designed. What were the main challenges, how did you approach them, and what was the outcome?" (Prepare to discuss user flows, edge cases, developer collaboration, and metrics.)

• "How do you approach defining analytics instrumentation for a new feature? What key metrics would you prioritize for a feature like online registration?" (Focus on your understanding of user engagement, conversion funnels, and ROI.)

Company & Culture Questions:

• "What interests you about Jersey Watch and our mission to serve youth sports organizations?" (Research the company's impact and values.)

• "How do you thrive in a small, remote team environment? What are your strategies for effective remote collaboration?" (Emphasize communication, proactivity, and self-management.)

Portfolio Presentation Strategy:

• Structure: For each case study, clearly outline the Problem, your Role, the Solution (Process & Deliverables), and the Results.

• Focus on Figma & Process: Visually showcase your Figma work (wireframes, flows, UI) and verbally explain your decision-making process, research, and collaboration.

• Quantify Impact: Whenever possible, use data or clear qualitative examples to demonstrate the positive impact of your designs.

• Be Ready for Deep Dives: Anticipate detailed questions about your design choices, trade-offs, and how you handled specific challenges.

📝 Enhancement Note: Interview preparation should focus on demonstrating end-to-end design capability, strong UX thinking for complex workflows, proficiency in Figma, and an understanding of data-driven design and remote collaboration.

📌 Application Steps

To apply for this Senior Product Designer position:

• Submit your application through the provided link on Workable.

• Portfolio Customization: Tailor your portfolio to highlight 2-3 projects that best exemplify your end-to-end design process for complex B2B SaaS workflows, showcasing your Figma proficiency and collaboration with developers.

• Resume Optimization: Ensure your resume clearly articulates your 3+ years of experience shipping web and mobile products, emphasizing UX skills for admin tools, forms, and onboarding. Use keywords like "Product Design," "UX," "Figma," "SaaS," and "B2B."

• Interview Preparation: Practice presenting your portfolio, focusing on explaining your design rationale, trade-offs, and the impact of your work. Prepare to discuss your approach to analytics instrumentation and remote collaboration.

• Company Research: Familiarize yourself with Jersey Watch's product, mission, and target audience to demonstrate genuine interest and alignment with their values.

⚠️ 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.