Senior Product Designer, Proposals

📍 Job Overview

Job Title: Senior Product Designer, Proposals

Company: Roofr

Location: Remote - Canada

Job Type: Full-Time

Category: Product Design / User Experience

Date Posted: 2026-08-04T13:51:04

Experience Level: Mid-Senior Level (4+ years)

Remote Status: Fully Remote

🚀 Role Summary

• Drive the end-to-end product design process for the Proposals product squad, ensuring user-centered solutions that meet business objectives.

• Conduct comprehensive user research, prototyping, and usability testing to inform design decisions and iterate on product features.

• Collaborate closely with Product Managers, Engineers, and other stakeholders to translate complex problems into intuitive and delightful user experiences.

• Champion user advocacy, ensuring all design decisions are rooted in customer needs and feedback, aligning with Roofr's customer-obsessed culture.

• Integrate AI tools strategically into the design workflow to enhance efficiency, ideation, and research synthesis without compromising design quality.

📝 Enhancement Note: This role is situated within a "Product Squad" model, indicating a highly collaborative and agile environment focused on specific product areas. The emphasis on "Proposals" suggests a critical function within Roofr's CRM, directly impacting sales conversion and customer engagement. The explicit mention of AI integration signifies a forward-thinking approach to design processes, requiring candidates to be comfortable with emerging technologies.

📈 Primary Responsibilities

• Lead the entire design lifecycle for the Proposals product squad, from initial concept and user research through to high-fidelity prototypes and post-launch analysis.

• Initiate and execute user research activities, including interviews, surveys, and usability testing, to gather actionable insights and validate design hypotheses.

• Develop detailed wireframes, user flows, and interactive prototypes to effectively communicate design concepts and test user interactions.

• Apply strategic thinking to product feature development, ensuring design solutions are aligned with Roofr's overarching business goals and market strategy.

• Contribute to the continuous improvement of the design team's culture through active participation in design critiques, brainstorming sessions, and knowledge-sharing initiatives.

• Foster strong collaborative relationships with product management and engineering teams to ensure seamless execution of design solutions and timely delivery of features.

• Advocate for the end-user by translating customer feedback and observed behaviors into design improvements that enhance usability and drive adoption.

• Leverage AI tools within the design process for tasks such as rapid prototyping, research synthesis, and ideation to accelerate design velocity.

• Contribute to and utilize established design systems to ensure consistency and scalability of design elements across the product suite.

📝 Enhancement Note: The responsibilities highlight a blend of strategic product thinking and hands-on design execution. The emphasis on "owning the end-to-end design process" for a specific squad suggests a high degree of autonomy and accountability. The inclusion of "evaluating metrics when available" points to a data-informed design approach, crucial for demonstrating impact in a GTM context.

🎓 Skills & Qualifications

Education: While no specific degree is mandated, a Bachelor's or Master's degree in Design, Human-Computer Interaction (HCI), Computer Science, or a related field is often preferred for senior roles and can be beneficial. Equivalent practical experience will also be considered.

Experience: 4+ years of professional experience in product design, with a proven track record of supporting full product life cycles from conception to launch and iteration.

Required Skills:

• Extensive experience in end-to-end product design, including user research, wireframing, prototyping, and visual design.

• Demonstrated ability to conduct user research using various methodologies (e.g., interviews, surveys, usability testing) and translate findings into actionable design insights.

• Strong proficiency in design and prototyping tools (e.g., Figma, Sketch, Adobe XD, InVision).

• Excellent visual design skills with a strong understanding of typography, color theory, layout, and attention to detail.

• Strategic thinking capabilities to align design solutions with business objectives and market demands.

• Superior communication and presentation skills, with the ability to articulate complex design concepts and advocate for design decisions effectively.

• Proven ability to collaborate effectively with cross-functional teams, including product managers, engineers, and customer-facing departments.

• Adaptability and comfort with integrating AI tools into the design process to enhance speed and efficiency.

• A proactive growth mindset, continuously seeking to improve design processes, tools, and personal skills. Preferred Skills:

• Experience designing for the construction technology (ConTech) industry or similar SaaS platforms.

• Prior experience working in fast-paced, high-growth startup environments.

• Familiarity with or experience contributing to design systems.