Senior UX/UI Designer

Syllo
Full-time$160k-200k/year (USD)

📍 Job Overview

Job Title: Senior UX/UI Designer

Company: Syllo

Location: Remote (United States)

Job Type: Full-Time

Category: User Experience & Interface Design (with a focus on GTM Operations enablement)

Date Posted: 2026-09-09

Experience Level: 5-10 Years

Remote Status: Remote Solely

🚀 Role Summary

  • Drive the strategic design and user experience of Syllo's unified litigation platform, focusing on enhancing user adoption and simplifying complex workflows.

  • Lead the implementation and adherence to the company's Design System, ensuring consistency and scalability across the product.

  • Conduct thorough product audits to identify and address areas for design system implementation and workflow intuitiveness.

  • Collaborate closely with product managers, engineers, and non-design stakeholders to translate user needs into intuitive and impactful design solutions.

  • Champion user-centric design principles to proactively introduce innovative features and drive user adoption within a fast-paced, AI-driven legal tech environment.

📝 Enhancement Note: While the role is Senior UX/UI Designer, the emphasis on workflow optimization, product auditing, and AI integration within a B2B SaaS platform (Legal Tech) suggests a strong need for understanding how design impacts Go-To-Market (GTM) operations, particularly in user adoption and feature rollout. This role will indirectly support GTM by ensuring the product is intuitive and easy to use, reducing friction for sales and customer success efforts.

📈 Primary Responsibilities

  • Conduct comprehensive UX and UI audits of the existing litigation platform to identify areas for improvement in intuitiveness and design system alignment.

  • Proactively redesign complex workflows, simplifying them into user-friendly patterns that enhance efficiency and reduce cognitive load for legal professionals.

  • Champion and enforce the established Design System rules, ensuring consistent application of UI patterns and components across all product features.

  • Collaborate with engineering and product teams to translate audit findings and design recommendations into actionable tickets for implementation.

  • Develop and refine user journeys and interaction models to guide users seamlessly from initial engagement to advanced feature utilization.

  • Design and prototype innovative features and workflows that address user pain points and drive adoption of the AI-powered capabilities.

  • Ensure all designs adhere to accessibility standards (WCAG) to create an inclusive user experience for all legal professionals.

  • Communicate complex design concepts and solutions effectively to non-designers, fostering understanding and buy-in across cross-functional teams.

  • Stay abreast of emerging UX/UI trends, AI advancements in design, and best practices to continuously upgrade design craft and workflow efficiency.

  • Manage multiple design projects simultaneously in a fast-paced startup environment, delivering high-quality work autonomously and on schedule.

📝 Enhancement Note: The responsibilities emphasize a blend of strategic design leadership and tactical execution, crucial for a growing B2B SaaS company. The focus on auditing, simplifying complex workflows, and implementing a design system directly supports GTM efficiency by ensuring a product that's easier to sell, onboard, and support.

🎓 Skills & Qualifications

Education: Bachelor's degree in Human-Computer Interaction, Design, Computer Science, or a related field, or equivalent practical experience.

Experience: Minimum of 8 years of progressive experience in UX/UI design, with a proven track record of solving complex product challenges.

Required Skills:

  • Demonstrated expertise in UX and UI design principles, with a strong portfolio showcasing "Before and After" case studies of complex product solutions.

  • Deep understanding of user types, user needs, and translating those into intuitive workflows and user experiences.

  • Proven ability to simplify highly complex workflows into elegant and intuitive user interfaces.

  • Skill in introducing innovative features and workflows in a manner that drives user adoption and engagement.

  • Extensive knowledge of established UX patterns and advanced understanding of navigational solutions for complex user journeys.

  • Ability to thrive in a fast-paced, dynamic startup environment and manage multiple projects concurrently with high autonomy.

  • Comprehensive knowledge of accessibility standards and best practices (e.g., WCAG).

  • Excellent communication and interpersonal skills, with the ability to articulate design concepts clearly to both technical and non-technical audiences.

  • Strong understanding of how to work with and replicate established Design Systems within Figma.

  • High level of organization, time management, and respect for meeting and delivery timelines.

  • A proactive and collaborative team player mentality. Preferred Skills:

  • Knowledge of AI principles and their application in design and UX workflows.

  • Experience creating wireframes and interactive prototypes using Figma.

  • Familiarity with the legal tech industry or enterprise software platforms.

  • Continuous learning mindset, actively seeking to upgrade craft knowledge in new tools, practices, and systems.

📝 Enhancement Note: The "Before and After" case study requirement is critical for evaluating a candidate's problem-solving skills and impact on product complexity. The emphasis on communicating with non-designers highlights the need for strong GTM collaboration skills, as design often needs to be explained to sales, marketing, and customer success teams.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

  • A robust portfolio showcasing a minimum of 8 years of UX/UI design experience, with a strong emphasis on complex product solutions.

  • Detailed "Before and After" case studies that clearly illustrate the problem, your design process, the solutions implemented, and the quantifiable impact on user experience and adoption.

  • Evidence of successfully simplifying complex workflows and improving user navigation through intuitive design patterns.

  • Demonstrations of how you have implemented or worked within established Design Systems, showing consistency and scalability in your work.

  • Examples of user research methodologies employed and how user needs were translated into design decisions.

  • Case studies highlighting the introduction of innovative features and workflows and their subsequent adoption rates. Process Documentation:

  • Ability to document design processes, including user research findings, ideation stages, wireframing, prototyping, and user testing.

  • Experience in creating and maintaining design system documentation or contributing to its evolution.

  • Clear articulation of how design decisions are made and how they align with product goals and business objectives.

  • Examples of how you have collaborated with engineering and product teams to ensure successful implementation of design solutions.

📝 Enhancement Note: For a Senior UX/UI role, especially in a B2B SaaS context, the portfolio should not just showcase aesthetics but a deep understanding of user problem-solving, process optimization, and the ability to drive adoption. The "Before and After" case studies are particularly important for demonstrating impact relevant to GTM success.

💵 Compensation & Benefits

Salary Range: $160,000 - $200,000 USD per year. This range is based on the provided pay transparency information for the United States and reflects a senior-level position with significant experience requirements in a high-demand field.

Benefits:

  • Comprehensive health, dental, and vision insurance plans.

  • Generous paid time off (PTO) and company holidays.

  • Stock options or equity in a fast-growing startup.

  • Professional development budget for conferences, courses, and certifications.

  • Opportunity to work with cutting-edge AI technology in the legal tech space.

  • Remote work flexibility with a focus on work-life balance.

  • Potential for growth and advancement within a rapidly expanding organization.

Working Hours: Approximately 40 hours per week, with flexibility to accommodate remote work and project demands. The role requires autonomy and respect for others' time, suggesting a focus on results rather than strict hours.

📝 Enhancement Note: The salary range is based on the direct input from the job description. Benefits are standard for a tech startup of this nature, with an emphasis on professional growth and remote work. The "working hours" are inferred from the "40 hours per week" and the emphasis on autonomy and respecting others' time.

🎯 Team & Company Context

🏢 Company Culture

Industry: Legal Technology (Legal Tech) and Artificial Intelligence (AI). Syllo operates at the intersection of these rapidly evolving fields, aiming to disrupt traditional litigation practices through AI-powered solutions. This context implies a culture that values innovation, data-driven decision-making, and a forward-thinking approach to problem-solving.

Company Size: Syllo is a growing enterprise company, likely in the startup or early-growth phase, indicated by its mission to transform an industry and rapid expansion. This suggests a dynamic, agile environment where individual contributions have a significant impact. For operations professionals, this means opportunities for broad exposure and influence across various functions.

Founded: The company's founding date is not explicitly stated, but its current market traction and expansion indicate it is an established entity with a validated product-market fit. This suggests a company that has moved beyond the initial ideation phase and is focused on scaling its operations and refining its product.

Team Structure:

  • The design team likely consists of a small, specialized group of UX/UI professionals reporting to a Head of Product or Design Lead.

  • Collaboration is expected to be highly cross-functional, involving close partnerships with Product Management, Engineering, and potentially Go-To-Market teams (Sales, Marketing, Customer Success) to ensure product-market fit and user adoption.

  • The overall company structure is likely lean and agile, promoting direct communication and rapid decision-making. Methodology:

  • Data-Driven Design: Emphasis on user research, A/B testing, and analytics to inform design decisions and measure impact.

  • Agile Development: Iterative design and development processes to quickly respond to market feedback and user needs.

  • User-Centricity: A core philosophy of understanding and prioritizing user needs throughout the product development lifecycle.

  • AI Integration: A strategic focus on leveraging AI to enhance user capabilities and streamline complex processes within the litigation lifecycle.

Company Website: syllo.ai

📝 Enhancement Note: The company context highlights Syllo's position as an innovator in Legal Tech, leveraging AI. This implies that operations roles within Syllo will be at the forefront of technological adoption and process transformation, requiring adaptability and a strategic mindset.

📈 Career & Growth Analysis

Operations Career Level: This role is classified as "Senior," indicating a level of expertise and autonomy beyond junior or mid-level positions. Senior designers are expected to lead initiatives, mentor junior team members, and contribute significantly to strategic product decisions. In a GTM context, this means they are crucial for ensuring the product's usability, which directly impacts sales enablement and customer satisfaction.

Reporting Structure: The Senior UX/UI Designer will likely report to a Head of Product, Design Lead, or a similar senior leadership role within the product development team. They will work closely with Product Managers and Engineering Leads, forming a core triad responsible for product evolution.

Operations Impact: The design of Syllo's platform has a profound impact on its Go-To-Market (GTM) operations. An intuitive and user-friendly platform:

  • Enhances Sales Enablement: Makes it easier for sales teams to demonstrate value and for prospects to understand the product's capabilities during demos.

  • Improves Customer Onboarding: Reduces time-to-value for new customers, leading to higher satisfaction and lower churn rates.

  • Supports Customer Success: Empowers support teams to troubleshoot and assist users more effectively.

  • Drives Product Adoption: Ensures users leverage the full potential of the AI features, leading to greater customer retention and advocacy.

  • Facilitates Marketing Messaging: Provides clear use cases and benefits that marketing can leverage in campaigns.

Growth Opportunities:

  • Leadership Development: Potential to grow into a Design Lead or Manager role as the team expands, taking on more strategic responsibility and team management.

  • Specialization: Opportunity to deepen expertise in AI-driven product design, legal tech, or specific areas of UX research and strategy.

  • Cross-Functional Impact: Gain exposure to product strategy, business operations, and GTM functions, broadening professional acumen.

  • Mentorship: Opportunity to mentor junior designers and contribute to building a strong design culture within Syllo.

  • Advanced Skill Acquisition: Continuous learning in emerging AI design tools and methodologies.

📝 Enhancement Note: The "Operations Impact" section is critical for framing the role's significance beyond pure design. It connects the UX/UI function directly to the success of GTM strategies, a key differentiator for operations-minded candidates.

🌐 Work Environment

Office Type: As a fully remote position, Syllo offers a flexible work environment without a traditional physical office. This model is designed to attract top talent globally and promote work-life balance.

Office Location(s): Remote, with the salary range specified for the United States, implying a focus on hiring within this region or for individuals who can operate effectively within US business hours and regulations.

Workspace Context:

  • Autonomy and Flexibility: Employees are expected to manage their own schedules and work environments, fostering independence and personal productivity.

  • Digital Collaboration: The primary mode of collaboration will be through digital tools (e.g., Slack, Zoom, Figma, project management software), requiring strong virtual communication skills.

  • Technology-Rich Environment: Access to modern design software, AI tools, and collaborative platforms is expected to support efficient workflow.

  • Focus on Results: The environment values output and impact over physical presence, encouraging a results-oriented approach to work.

Work Schedule: While the role is full-time (approximately 40 hours/week), the remote nature allows for flexibility in structuring the workday. However, candidates must be available for synchronous communication and collaboration during core business hours, likely aligned with US time zones, to effectively interact with the broader team.

📝 Enhancement Note: The remote work aspect is a key feature. For operations professionals, understanding how to manage distributed teams and foster collaboration in a virtual setting is crucial. This environment demands strong self-discipline and proactive communication.

📄 Application & Portfolio Review Process

Interview Process:

  • Initial Screening: A brief call with a recruiter or hiring manager to assess general fit, experience, and understanding of the role.

  • Portfolio Review & Deep Dive: A dedicated session where the candidate presents their portfolio, focusing on specific case studies, design process, and problem-solving approaches. This is where "Before and After" examples will be scrutinized.

  • Technical/Skills Assessment: This may involve a design challenge or a discussion around specific design systems, workflows, and accessibility standards. The focus will be on simplifying complex problems.

  • Cross-Functional Interviews: Discussions with Product Managers, Engineers, and potentially GTM leaders to evaluate collaboration skills, communication effectiveness with non-designers, and strategic thinking.

  • Final Interview: A meeting with senior leadership to discuss company vision, culture fit, and long-term career aspirations.

Portfolio Review Tips:

  • Highlight Impact: Clearly articulate the problem, your role, the solution, and the quantifiable results achieved (e.g., increased user adoption, reduced task completion time, improved satisfaction scores).

  • Showcase Process: Detail your design thinking process, from user research and ideation to prototyping and iteration. Explain why you made certain decisions.

  • Emphasize Complexity Simplification: Dedicate specific examples to how you tackled and simplified highly complex workflows. This is a core requirement.

  • Demonstrate Design System Proficiency: Show how you've leveraged or contributed to design systems, ensuring consistency and scalability.

  • Communicate Effectively: Be prepared to explain your designs and rationale clearly and concisely to individuals from diverse professional backgrounds.

  • Address AI Integration: If applicable, discuss any experience or understanding of integrating AI into user experiences.

Challenge Preparation:

  • Scenario-Based Thinking: Anticipate scenarios where you'll need to simplify a complex process or introduce a new feature. Think about how you'd approach it.

  • Design System Application: Be ready to discuss how you'd apply or extend an existing design system.

  • Accessibility Focus: Prepare to discuss your approach to ensuring designs are accessible to all users.

  • Communication Practice: Rehearse explaining technical design concepts to a non-technical audience.

📝 Enhancement Note: The emphasis on "Before and After" case studies and simplifying complex workflows is paramount. Candidates should prepare to walk through these in detail, demonstrating their analytical and problem-solving capabilities relevant to driving product adoption.

🛠 Tools & Technology Stack

Primary Tools:

  • Figma: Essential for wireframing, prototyping, and collaborative design. Proficiency in leveraging and working with established Design Systems within Figma is a key requirement.

  • Design System Management Tools: Familiarity with tools or methodologies for managing and scaling design systems.

Analytics & Reporting:

  • User Analytics Platforms (e.g., Amplitude, Mixpanel, Google Analytics): While not explicitly stated, a Senior UX/UI Designer should be comfortable using data to inform design decisions and measure impact.

  • Prototyping Tools (e.g., InVision, ProtoPie): Beyond Figma, other advanced prototyping tools might be utilized for complex interactions.

CRM & Automation:

  • Project Management Software (e.g., Jira, Asana, Trello): Necessary for tracking design tasks, managing tickets, and collaborating with engineering teams.

  • Collaboration Tools (e.g., Slack, Microsoft Teams): Critical for day-to-day communication and team interaction in a remote setting.

  • Documentation Platforms (e.g., Confluence, Notion): For documenting design processes, user research, and design system guidelines.

📝 Enhancement Note: Figma is explicitly mentioned as a plus, but given the emphasis on Design Systems and replicating them, it's effectively a core requirement. The other tools listed are standard for a remote, collaborative design role in a tech company.

👥 Team Culture & Values

Operations Values:

  • User-Centricity: A deep commitment to understanding and advocating for the user's needs, ensuring the product is intuitive and valuable.

  • Innovation: Embracing new technologies, particularly AI, to transform user experiences and industry practices.

  • Simplicity & Clarity: Striving to make complex processes accessible and understandable through effective design.

  • Collaboration: Working closely with cross-functional teams to achieve shared goals and deliver cohesive product experiences.

  • Continuous Improvement: A mindset of always seeking to enhance personal skills, workflows, and the product itself.

  • Ownership & Autonomy: Taking responsibility for deliverables and proactively driving projects to completion.

Collaboration Style:

  • Cross-Functional Integration: Actively engaging with Product, Engineering, and GTM teams to ensure design solutions align with business objectives and user realities.

  • Transparent Communication: Openly sharing design rationale, challenges, and progress with all stakeholders, especially non-designers.

  • Feedback-Driven: Welcoming constructive criticism and incorporating feedback from peers, users, and stakeholders to refine designs.

  • Mentorship & Knowledge Sharing: Willingness to share expertise, guide junior team members, and contribute to a culture of learning.

📝 Enhancement Note: The values reflect a typical modern tech company culture, with a strong emphasis on user advocacy, innovation, and collaborative problem-solving, all crucial for a role that bridges technology and user adoption.

⚡ Challenges & Growth Opportunities

Challenges:

  • Simplifying Extreme Complexity: The core challenge is translating the intricate, multi-faceted nature of litigation into an intuitive and manageable user experience.

  • Driving AI Feature Adoption: Educating and encouraging legal professionals, who may be hesitant to adopt new technologies, to fully utilize AI-powered features.

  • Balancing Design System with Innovation: Maintaining design consistency through the Design System while still allowing for innovative new features and workflows.

  • Remote Collaboration: Ensuring effective communication, alignment, and synergy with a distributed team.

  • Fast-Paced Environment: Adapting quickly to evolving product requirements and market demands in a growing startup.

Learning & Development Opportunities:

  • AI in Design Specialization: Deepen expertise in designing for AI-driven products, understanding user interaction patterns with intelligent agents.

  • Legal Tech Domain Expertise: Gain in-depth knowledge of the legal industry's workflows, challenges, and technological landscape.

  • Design System Leadership: Contribute to the growth and evolution of Syllo's Design System, potentially leading its development.

  • Cross-Functional Skill Development: Understand the intricacies of GTM operations, product strategy, and engineering processes.

  • Mentorship and Leadership: Opportunity to mentor junior designers and develop leadership skills within a growing team.

📝 Enhancement Note: The challenges are directly tied to the unique context of Syllo's product and industry. The growth opportunities highlight pathways for specialization and leadership within a cutting-edge tech domain.

💡 Interview Preparation

Strategy Questions:

  • "Describe a time you significantly simplified a highly complex workflow. What was the process, and what was the outcome?" (Focus on "Before and After" and quantifiable results.)

  • "How would you approach auditing our current litigation platform to identify areas for design system implementation and workflow improvement?" (Demonstrate a structured, methodical approach.)

  • "Imagine we're introducing a new AI feature for legal research assistance. How would you design the user experience to ensure high adoption among lawyers who may be skeptical of AI?" (Focus on user education, trust-building, and intuitive integration.) Company & Culture Questions:

  • "Based on your understanding of Syllo and the legal tech industry, what do you see as the biggest UX challenges for our platform?" (Show you've researched and thought critically about the product's context.)

  • "How do you communicate complex design decisions to non-designers, such as engineers or sales representatives?" (Prepare specific examples of your communication strategy.)

  • "How do you stay updated on the latest UX/UI trends, particularly in AI-driven products?" (Highlight your commitment to continuous learning.) Portfolio Presentation Strategy:

  • Structure Your Narrative: For each case study, clearly outline the problem, your role, the constraints, your process, the solution, and the measurable impact.

  • Quantify Your Impact: Use metrics wherever possible (e.g., "reduced task completion time by X%", "increased feature adoption by Y%", "improved user satisfaction scores by Z points").

  • Show, Don't Just Tell: Use visuals effectively – wireframes, prototypes, mockups, and user flow diagrams. Clearly label "Before" and "After" states.

  • Focus on Problem-Solving: Emphasize your thought process and how you arrived at your solutions, especially for complex workflow simplification.

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

  • Demonstrate Design System Understanding: Be prepared to discuss how you've worked with or would implement design system principles.

📝 Enhancement Note: The interview preparation focuses on the core requirements: simplifying complexity, design system application, and communication with non-designers. Candidates should prepare specific examples that directly address these points.

📌 Application Steps

To apply for this Senior UX/UI Designer position:

  • Submit your application through the provided link on the Greenhouse platform.

  • Curate your portfolio: Ensure it prominently features "Before and After" case studies demonstrating your ability to solve complex product challenges and simplify intricate workflows. Quantify your impact with metrics.

  • Tailor your resume: Highlight your 8+ years of relevant UX/UI experience, specific skills like Figma, Design Systems, Accessibility, and your experience communicating with non-designers. Use keywords from the job description.

  • Prepare your presentation: Rehearse walking through your key portfolio case studies, focusing on your process, problem-solving approach, and the quantifiable results of your design interventions. Practice explaining complex concepts clearly.

  • Research Syllo: Understand their mission, product, and the legal tech industry. Think about how your design expertise can contribute to their GTM success by enhancing user adoption and product intuitiveness.

⚠️ 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.

Application Requirements

Candidates must have at least 8 years of UI/UX experience with a strong portfolio demonstrating complex product solutions. Proficiency in Figma, knowledge of accessibility standards, and the ability to communicate design concepts to non-designers are essential.