Senior UX Designer

📍 Job Overview

Job Title: Senior UX Designer Company: ConnectWise Location: Tampa, Florida, United States / Orlando, Florida, United States Job Type: Full-Time Category: UX/UI Design & Product Experience Operations Date Posted: October 20, 2025 Experience Level: 6+ Years Remote Status: On-site

🚀 Role Summary

• Drive the creation and enhancement of ConnectWise's suite of web applications through a robust UX design process, ensuring a superior user experience for technology solution providers.
• Collaborate closely with Product Management, Engineering, and cross-functional teams to translate complex partner needs into intuitive and innovative user interfaces across multiple platforms.
• Champion design-thinking methodologies, including user research, rapid prototyping, iterative testing, and data-driven decision-making to inform product development and optimize user journeys.
• Maintain design consistency, establish and adhere to defined design patterns, and ensure the successful execution of interaction design principles throughout the product lifecycle.

📝 Enhancement Note: This role is positioned as a Senior UX Designer, implying a need for strong independent project management capabilities and the potential to mentor junior team members. The focus on "partners" suggests a B2B SaaS environment where understanding complex user workflows and business needs is paramount.

📈 Primary Responsibilities

• Lead the user experience design process from initial concept and user research through to high-fidelity design and interactive prototyping for ConnectWise's software suite.
• Conduct comprehensive user research, market analysis, and partner feedback gathering to deeply understand user needs, pain points, and opportunities for enhancement.
• Collaborate effectively with Product Managers, Engineers, Architects, and other Designers to define product requirements and translate them into user-centered design solutions.
• Embed design-thinking principles within agile scrum teams, facilitating rapid prototyping, user testing, and iterative refinement cycles to ensure product-market fit and optimal usability.
• Develop and maintain comprehensive design portfolios that showcase a strong track record of user-centered design work with quantifiable results.
• Propose and implement design and user experience improvements based on rigorous data analysis, user testing outcomes, and key performance indicators (KPIs).
• Drive data-based decision-making processes, approaching problem-solving from a strategic, data-informed perspective to enhance product effectiveness.
• Ensure all design deliverables, including wireframes, workflows, and prototypes, are completed accurately, on time, and meet project objectives.
• Champion design consistency, interaction design standards, and established design patterns across all ConnectWise products to create a cohesive and intuitive user journey.
• Collaborate with scrum teams from early ideation through ongoing discovery and validation, leveraging data-driven metrics to measure and improve user experience.

📝 Enhancement Note: The emphasis on "facilitating the UX design process" and "embedding design-thinking processes" indicates a proactive role in shaping how design is executed, not just executing tasks. The requirement to "drive data-based decision-making" and use "data-driven metrics" highlights the importance of analytical skills in this UX role.

🎓 Skills & Qualifications

Education:

• Bachelor’s degree in a related field (e.g., Human-Computer Interaction, Graphic Design, Psychology, Computer Science) or equivalent practical business experience.

Experience:

• 6+ years of progressive experience in User Experience (UX) Design, with a strong portfolio demonstrating successful application of user-centered design principles.
• Proven experience working within Agile development methodologies and collaborating with scrum teams.

Required Skills:

• Proficiency in user-centered design (UCD) principles and methodologies.
• Expertise in UX research techniques, including user interviews, usability testing, and persona development.
• Strong UX strategy development skills, with the ability to align design initiatives with business objectives.
• Advanced interaction design skills, creating intuitive and efficient user flows and interfaces.
• Deep knowledge of industry-standard design tools such as Figma, Axure, or Balsamiq for wireframing, prototyping, and high-fidelity design.
• Exceptional problem-solving abilities, with a balanced approach to aesthetics, usability, and functional requirements.
• Strong team player with a proven ability to build positive and collaborative relationships across diverse, cross-functional teams.
• Experience conducting market analysis and synthesizing customer research findings to inform design decisions.
• Proficiency in user testing platforms like Maze, or equivalent tools, for rapid validation and feedback gathering.

Preferred Skills:

• Experience with data analysis tools and techniques to interpret user behavior and performance metrics.
• Familiarity with design systems and component libraries for maintaining consistency and efficiency.
• Ability to coach and mentor junior designers, providing constructive feedback and guidance.
• Understanding of front-end development principles to facilitate effective collaboration with engineers.

📝 Enhancement Note: The "6+ years" and "Senior" title suggest that candidates should not only possess strong core UX skills but also demonstrate leadership potential, strategic thinking, and the ability to work independently with minimal supervision, as noted in the "Knowledge, Skills, and/or Abilities Required" section.

📊 Process & Systems Portfolio Requirements

Portfolio Essentials:

• Demonstrate a minimum of 6 years of user-centered design work, showcasing end-to-end project lifecycle experience from research to final implementation.
• Include detailed case studies highlighting complex problem-solving scenarios and how UX strategies were applied to achieve measurable business outcomes.
• Showcase proficiency with core design tools such as Figma, Axure, or Balsamiq, illustrating the creation of wireframes, interactive prototypes, and high-fidelity mockups.
• Present examples of user research methodologies employed and how findings influenced design decisions and product improvements.

Process Documentation:

• Provide evidence of facilitating UX design processes, including user research, rapid prototyping, and iterative testing cycles, within an agile framework.
• Showcase examples of workflow design and wireframe creation that led to significant improvements in user efficiency or task completion rates.
• Illustrate how data analysis and user testing results were used to drive design iterations and validate proposed UX enhancements.

📝 Enhancement Note: The requirement for a "comprehensive design portfolio displaying recent user-centered design work" is a critical component. Applicants should prepare detailed case studies that not only present visual design but also articulate the problem, process, their specific contributions, and the impact (quantified where possible) of their design solutions.

💵 Compensation & Benefits

Salary Range:

• Based on industry benchmarks for a Senior UX Designer in the Tampa/Orlando, Florida area with 6+ years of experience, the estimated salary range is approximately $110,000 - $150,000 annually. This estimate considers the cost of living in Florida and the demand for specialized UX talent in the SaaS industry.

Benefits:

• Comprehensive health, dental, and vision insurance plans.
• 401(k) retirement savings plan with company match.
• Generous paid time off (PTO), including vacation, sick leave, and holidays.
• Opportunities for professional development, including training, conferences, and continuing education.
• Potential for performance-based bonuses or stock options.
• Employee assistance programs and wellness initiatives.

Working Hours:

• This is a full-time position, typically requiring approximately 40 hours per week. While core business hours will be observed for team collaboration, flexibility may be available based on project needs and team agreements.

📝 Enhancement Note: As no specific salary was provided, a research-based estimate has been generated. The range reflects typical compensation for senior-level UX professionals in a significant tech hub like Florida, considering the B2B SaaS context of ConnectWise.

🎯 Team & Company Context

🏢 Company Culture

Industry: Software (Business Process Management, IT Management Solutions) Company Size: 3,000+ Colleagues (Global) Founded: 1982 (ConnectWise)

• ConnectWise is a well-established leader in the technology solutions provider (TSP) software market, providing a comprehensive suite of tools to manage, sell, and deliver technology services. Their long history in the industry signifies stability and deep expertise in serving their partner base.

Team Structure:

• The UX team likely operates within or in close proximity to Product Management and Engineering departments, fostering a collaborative environment.
• Senior UX Designers are expected to work independently and may be involved in coaching or delegating tasks to other team members, indicating a hierarchical or mentorship structure within the design function.
• Cross-functional collaboration is a cornerstone, with designers partnering closely with Product Managers, Engineers, Architects, and potentially Marketing and Sales teams.

Methodology:

• ConnectWise emphasizes a data-driven approach, encouraging the use of user research, testing, and analytics to inform design decisions and validate product enhancements.
• Design thinking is a core methodology, guiding the process from ideation through to iterative development and validation.
• Agile and Scrum methodologies are integral to project execution, requiring designers to be adaptable and responsive within fast-paced development cycles.

Company Website: https://www.connectwise.com/

📝 Enhancement Note: ConnectWise's description highlights a community-driven, inclusive, and positive culture that values unique contributions. This suggests an environment where open communication, debate, and mutual respect are encouraged, which is crucial for collaborative design work.

📈 Career & Growth Analysis

Operations Career Level: Senior Individual Contributor / Potential Lead

• As a Senior UX Designer, this role sits at a critical juncture in a UX career path. It demands a high degree of autonomy, strategic input, and the ability to influence product direction. Beyond individual design execution, there's an expectation of mentorship and contribution to the overall design practice within the organization.

Reporting Structure:

• The Senior UX Designer likely reports to a UX Manager, Director of Product Design, or a Head of Product, depending on the specific organizational structure. They will work closely with Product Managers and Engineering leads on a day-to-day basis.

Operations Impact:

• This role has a direct impact on ConnectWise's revenue and partner success by ensuring their software suite is intuitive, efficient, and meets the evolving needs of technology solution providers. Superior UX can lead to increased product adoption, customer retention, and competitive differentiation.

Growth Opportunities:

• Specialization: Deepen expertise in specific areas of UX, such as user research, interaction design for complex enterprise applications, or accessibility design.
• Leadership: Transition into a Lead UX Designer role, managing a small team or a specific product area, or move into a UX Management position.
• Cross-functional Mobility: Explore opportunities in Product Management, User Research, or even Strategic Design roles within the broader ConnectWise organization.
• Skill Development: Continuous learning through industry conferences, workshops, and advanced certifications in UX and related fields.

📝 Enhancement Note: The "May coach, review, and/or delegate work to other team members" bullet point is a strong indicator of leadership potential and a growth path towards management or lead roles within the UX team.

🌐 Work Environment

Office Type: Primarily On-site with potential for limited remote work. Office Location(s): Tampa, Florida; Orlando, Florida.

• ConnectWise prefers candidates located in or willing to relocate to their Tampa or Orlando offices, indicating a strong preference for in-person collaboration and team integration.

Workspace Context:

• The workspace is designed to foster collaboration, with emphasis on cross-functional team interaction.
• Access to necessary design tools (Figma, Axure, Balsamiq, Maze) and technology infrastructure is standard.
• Opportunities for direct interaction with Product Managers, Engineers, and fellow designers to ensure seamless workflow and knowledge sharing.

Work Schedule:

• Standard full-time business hours (approximately 40 hours/week) are expected. While core hours are important for team coordination, the nature of design work may allow for some flexibility in task execution, provided project deadlines and collaborative needs are met.

📝 Enhancement Note: The explicit mention of Tampa or Orlando as preferred locations and the "0-10% travel" indicates a strong on-site presence is expected, facilitating the hands-on collaboration and team dynamics that are critical for a Senior UX role.

📄 Application & Portfolio Review Process

Interview Process:

• Initial Screening: HR or Recruiter call to assess basic qualifications, cultural fit, and salary expectations.
• Hiring Manager Interview: Discussion focused on experience, role expectations, and team dynamics.
• Portfolio Review & Design Challenge: A critical stage where candidates present their portfolio, showcasing key projects and design rationale. This may be followed by a take-home design challenge or an in-person/virtual whiteboarding session to assess problem-solving skills and design thinking.
• Cross-functional Interviews: Meetings with Product Managers, Engineers, and potentially other designers to evaluate collaboration skills and technical understanding.
• Final Interview: Often with a senior leader (Director/VP level) to confirm overall fit and strategic alignment.

Portfolio Review Tips:

• Storytelling: Structure your portfolio around compelling narratives for each project, clearly defining the problem, your role and process, the solutions you designed, and the impact/results.
• Quantify Impact: Where possible, use data and metrics (e.g., improved conversion rates, reduced task time, increased user satisfaction scores) to demonstrate the effectiveness of your designs.
• Showcase Process: Clearly articulate your UX process, from initial research and ideation to wireframing, prototyping, and testing. Highlight how you adapted your approach based on project constraints and learnings.
• Tool Proficiency: Be prepared to discuss your proficiency with tools like Figma, Axure, Balsamiq, and Maze, and how you leverage them to create effective designs.
• ConnectWise Relevance: Tailor your presentation to highlight projects that demonstrate experience with complex enterprise software, B2B products, or SaaS platforms, if applicable.

Challenge Preparation:

• Understand the User: For any design challenge, always start by defining the target user and their needs.
• Think Aloud: During live exercises, articulate your thought process, assumptions, and decision-making criteria clearly.
• Focus on Process: Demonstrate your ability to break down a problem, ideate solutions, and consider trade-offs, rather than just presenting a polished final design.
• Ask Clarifying Questions: Don't hesitate to ask questions to fully understand the scope and constraints of the challenge.

📝 Enhancement Note: The explicit mention of needing to "Builds comprehensive design portfolio displaying recent user-centered design work" and "Facilitates the UX design process from research all the way through to high-fidelity design and prototype" strongly suggests the portfolio review and a potential design challenge will be central to the evaluation process.

🛠 Tools & Technology Stack

Primary Tools:

• Design & Prototyping: Figma (highly preferred for modern UX teams), Axure RP, Balsamiq. Candidates should demonstrate proficiency in creating wireframes, interactive prototypes, and high-fidelity mockups.
• User Testing: Maze, UserTesting.com, or similar platforms for rapid user feedback and usability testing.
• Collaboration: Tools like Jira, Confluence, Slack, Microsoft Teams are likely used for project management and team communication.

Analytics & Reporting:

• Familiarity with analytics platforms (e.g., Google Analytics, Adobe Analytics) and data visualization tools (e.g., Tableau, Power BI) is beneficial for understanding user behavior and measuring design impact.

CRM & Automation:

• While not directly designing within CRM systems, understanding how UX impacts CRM adoption and data entry efficiency (e.g., Salesforce, Microsoft Dynamics) is advantageous.

📝 Enhancement Note: The explicit mention of Figma, Axure, Balsamiq, and Maze in the job description means candidates should be prepared to discuss their experience and proficiency with these specific tools in detail during interviews.

👥 Team Culture & Values

Operations Values:

• User-Centricity: A deep commitment to understanding and serving the needs of ConnectWise partners, driving design decisions based on user research and feedback.
• Innovation & Continuous Improvement: Encouraging a culture of exploration, experimentation, and iterative refinement to stay ahead in the competitive SaaS market.
• Collaboration & Inclusivity: Fostering an environment where diverse perspectives are valued, and cross-functional teams work together effectively towards shared goals.
• Data-Driven Decision-Making: Utilizing analytics, testing, and metrics to validate hypotheses, measure impact, and guide strategic product development.
• Excellence & Accountability: Maintaining high standards for design quality, timely delivery, and taking ownership of design outcomes.

Collaboration Style:

• Agile & Iterative: Working closely with agile scrum teams, embracing flexibility and adapting designs based on ongoing feedback and development progress.
• Cross-functional Partnership: Engaging proactively with Product Management for strategic alignment and Engineering for technical feasibility and implementation.
• Open Communication: Encouraging open dialogue, constructive feedback, and knowledge sharing among designers and across teams.

📝 Enhancement Note: The company's description emphasizes being "community-driven," "inclusive," and valuing "unique contributions." This suggests a culture that promotes psychological safety, open debate, and a collective approach to problem-solving, which is ideal for a collaborative UX role.

⚡ Challenges & Growth Opportunities

Challenges:

• Balancing Partner Needs with Business Goals: Effectively translating the diverse and evolving needs of technology solution providers into a cohesive and scalable product experience, while aligning with ConnectWise's business objectives.
• Maintaining Design Consistency Across a Broad Product Suite: Ensuring a unified and intuitive user experience across numerous web applications, each with potentially unique functionalities and user flows.
• Driving Data-Informed Design Adoption: Championing the use of data and testing within an agile environment to influence design decisions, potentially overcoming resistance to change.
• Keeping Pace with Evolving Technology and User Expectations: Continuously learning and adapting design approaches to incorporate new technologies, interaction paradigms, and user expectations in the SaaS landscape.

Learning & Development Opportunities:

• Advanced UX Specialization: Opportunities to deepen expertise in areas like UX strategy, advanced research methodologies, or specific interaction design patterns for enterprise software.
• Leadership Development: Potential to move into Lead UX Designer roles, mentor junior designers, or influence the broader design strategy and process at ConnectWise.
• Industry Exposure: Access to industry conferences, workshops, and training to stay current with UX best practices and emerging trends.
• Cross-Disciplinary Learning: Gaining exposure to Product Management, Engineering, and business strategy to develop a more holistic understanding of product development.

📝 Enhancement Note: The blend of "market analysis, customer research, and feedback" with "data-based decision-making" and "testing, and iteration" points to a role that requires both qualitative and quantitative approaches to problem-solving, a common challenge in mature SaaS products.

💡 Interview Preparation

Strategy Questions:

• "Describe a time you had to balance conflicting user needs or stakeholder requirements. How did you approach it, and what was the outcome?" (Focus on your process for negotiation, compromise, and data-driven justification.)
• "How do you approach designing for complex B2B enterprise software compared to consumer applications? What are the key differences, and how do you account for them?" (Highlight your understanding of user roles, workflows, and business impact.)
• "Walk me through a project where data and user testing significantly changed your initial design direction. What did you learn, and how did you incorporate those learnings?" (Emphasize your iterative process and ability to adapt based on evidence.)

Company & Culture Questions:

• "What do you know about ConnectWise and the technology solutions provider industry? How do you see UX playing a role in supporting these partners?" (Research their mission, target audience, and competitive landscape.)
• "Describe your experience working within agile/scrum teams. How do you collaborate effectively with Product Managers and Engineers?" (Showcase your understanding of agile ceremonies and cross-functional communication.)
• "How do you stay updated on the latest UX trends and tools? How do you bring that knowledge back to your team?" (Demonstrate a commitment to continuous learning and knowledge sharing.)

Portfolio Presentation Strategy:

• Curate Selectively: Choose 2-3 strong projects that best represent your skills and experience relevant to ConnectWise's B2B SaaS context.
• Focus on Impact: For each project, clearly articulate the problem, your specific role and contributions, the design process you followed, the solutions you created, and the measurable outcomes or learnings.
• Demonstrate Process: Be prepared to detail your research methods, wireframing, prototyping, and testing approaches.
• Tool Proficiency: Be ready to discuss your use of Figma, Axure, Balsamiq, and Maze, and how these tools facilitated your design process.
• Engage Your Audience: Make it a conversation, not a monologue. Be prepared to answer questions about your design choices and rationale.

📝 Enhancement Note: Given the emphasis on "facilitating the UX design process" and "embedding design-thinking processes," interviewers will likely probe deeply into your methodology, your ability to coach others, and your strategic approach to UX challenges.

📌 Application Steps

To apply for this Senior UX Designer position:

• Submit your application and resume through the ConnectWise careers portal via the provided link.
• Portfolio Customization: Ensure your portfolio prominently features 2-3 detailed case studies that highlight your experience with complex applications, user-centered design methodologies, and measurable results. Tailor project selection to align with ConnectWise's B2B SaaS environment.
• Resume Optimization: Update your resume to clearly articulate your 6+ years of relevant experience, emphasizing keywords such as "User-Centered Design," "UX Strategy," "Interaction Design," "Figma," "Axure," "Agile," and "Data-Driven Decision Making." Quantify achievements where possible.
• Interview Preparation: Practice your portfolio presentation, focusing on storytelling and demonstrating your problem-solving process. Prepare to discuss your experience with design tools (Figma, Axure, Balsamiq, Maze) and your approach to collaborating within agile teams.
• Company Research: Thoroughly research ConnectWise, its products, and the technology solutions provider industry. Understand their mission, values, and target audience to articulate how your skills align with their business objectives and culture.

⚠️ 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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