About the Company

We’re a multi-brand organization providing advanced fleet management software, hardware, and consulting solutions that drive efficiency and profitability for fleet and field service companies worldwide. Our comprehensive approach combines GPS tracking, sensors, and cameras with scalable IoT SaaS software platforms, custom software development, and marketplace integrations. 

Our mission is to truly understand our customers' business needs and implement solutions that address pain points effectively, making fleets safer, more efficient, and more profitable.

We serve a broad spectrum of fleet operations globally, from large enterprises like PepsiCo and Emirates Airlines to government entities and various businesses across waste management, transportation, emergency services, and more.

Established in 2010, we've experienced remarkable growth, now serving over 3,000 customers with our solutions operational in over 3 million vehicles globally.

OUR COMPANY VALUES guide our team and shape our culture.

• 👑 Customer First
• ⚡Speed & Impact
• 🔧 Own It
• 🤝 Trust & Integrity
• 🔁 Learn & Adapt
• 🤜🤛 Stronger Together

We're a team of 120 employees in a hybrid global work environment with headquarters in Toronto, branches in Dubai, New York, and Mexico City, and a remote team scattered across the world. We pride ourselves on long employee retention rates and a strong sense of unity despite geographical distances.

​​We're transitioning to an agile pod framework comprised of Tribes (strategic groupings aligned toward business missions), Chapters (functional groups ensuring quality and development), and Pods (small, cross-functional teams delivering specific outcomes). Each pod is agile, outcome-oriented, and empowered to make day-to-day decisions within its domain. 

Our culture prioritizes customer satisfaction and sales results while fostering continuous self-improvement through regular evaluations and open communication with leadership. We believe in balancing dedication to work with personal well-being, allowing team members to end their day with a clear mind, confident in their contributions and ready to put on their superhero capes the next day to tackle new challenges.

About the Role

We're looking for a remote Lead Product Designer to transform our design practice from execution-focused to strategically-driven while establishing scalable systems for our rapidly growing IoT platform. Our current Designers excel at building individual features but need leadership to think holistically about how decisions propagate between modules.

In this role, you'll turn complex telematics data into clear, actionable interfaces for fleet managers and drivers on web and mobile platforms. You'll create core driver workflows, AI-powered sensor interfaces, and analytics dashboards while ensuring each feature connects intelligently to other product areas instead of existing in isolation.

This position starts as a hybrid player-coach role managing 3 Designers but will evolve into full leadership as our UI/UX surface area expands across web, mobile, cameras, and BLE sensors. You'll work throughout multiple pods, scaling capacity to match growing product complexity while establishing modern practices the team currently lacks.

Our IDEAL CANDIDATE brings 6-10+ years of UI/UX/Product experience with 2+ years leading teams in B2B SaaS environments, preferably in telematics, IoT, or fleet management domains. You can quickly comprehend complex technical systems and transform them into meaningful user experiences. You're a strategic thinker who asks the right questions before executing, prioritizes long-term scalability over quick wins, and creates systematic solutions. Most importantly, you can coach other Designers to think beyond execution and understand how their work impacts the broader product ecosystem, fundamentally shifting team culture from reactive to proactive thinking.

Your performance will be measured by user activation and task completion rates, engagement lift via intuitive workflows, retention improvements through better analytics experiences, and delivery efficiency via reduced design/development rework.

You'll be part of the Designer chapter (a functional group across the organization) while working within the Build tribe's Product Operations pod. This position reports directly to the Head of Product.

You'll be doing things like:

• Core Product Design: Design driver and fleet manager experiences for web and mobile; build vehicle monitoring and workflow management interfaces; create analytics systems for fleet utilization and safety; ensure features connect intelligently across modules rather than exist in isolation; deliver concepts through validated builds; implement role-based permissions.
• Data & Systems Design: Transform complex telematics data into actionable fleet interfaces; design utilization, safety, and maintenance dashboards; establish visualization standards; make IoT sensor data accessible across user roles; ensure data flows intelligently between modules like fuel usage rolling from transactions to trips to asset summaries.
• Design Validation: Build interactive prototypes for user flow testing; enable team prototyping capabilities; test multiple iterations with users rather than simple before/after comparisons; validate through usability testing; instrument UX metrics; execute testing programs that reveal what works and why.
• Platform Consistency: Audit inconsistencies including filtering mechanisms scattered across different product areas; consolidate fragmented patterns between modules; establish unified tokens, components, and accessibility standards; partner with engineering on coded components; create patterns for empty states, errors, and offline experiences.
• Team Leadership: Transform execution-focused Designers into thinkers who question requirements before designing; teach data relationships across modules; coach Designers to consider how work propagates rather than building isolated pages; manage 5 Designers across multiple pods; conduct 1:1s and career development.
• Practice Operations: Implement AI tools and DesignOps systems; coordinate research with PMs; establish workflow standards; scale design capacity across web, mobile, cameras, and sensors; transition from player-coach to full leadership as team improves.

Skills & Qualifications

• 6-10+ years in UI/UX/Product Design roles across multiple companies, with 2+ years leading design teams.
• B2B SaaS background in telematics/IoT/fleet management (highly preferred due to domain complexity) or data-dense domains (FinTech, Analytics, eCommerce)
• Shipped web and mobile applications (native and responsive)
• Led design system implementation and ownership
• Coach Designers to question requirements and understand cross-module data relationships before executing
• Demonstrated ability to think holistically about product ecosystems rather than isolated features
• Data visualization for B2B dashboards and analytics platforms
• Experience leading design initiatives across multiple product teams or business units
• Proficient in Figma (components, tokens, variables)
• Usability testing and analytics-driven iteration
• Collaborate effectively on PRDs and requirements with leadership
• Prototyping and user research experience
• Track record of scaling design practices in high-growth environments

Bonus if you also have:

• Telematics, IoT, or fleet management domain knowledge
• Multi-product B2B SaaS environments
• Driver-facing mobile applications
• Product discovery research experience
• AI-powered features and design tool automation experience
• Support for user interviews and research activities
• Design QA with coded component libraries
• Accessibility expertise (WCAG 2.2 AA)
• Mapping/GIS interfaces
• Ability to quickly comprehend complex technical domains
• Familiarity with our tools: Figma, Zoho Sprints, ClickUp, Storybook, Lookback/Maze, ChatGPT, Claude Code

Position Details

• Working Hours: Fixed 9-hour shift, 8AM-5PM Eastern Time Zone (Toronto time), inclusive of a 1-hour break
• Full-time vs Part-time: Full-time (40 hours/week, plus an additional 5 hours of break time allocated throughout the week). Exclusivity required.
• Education: Undergraduate degree preferred or equivalent experience
• Level: Senior (6+ years or relevant experience)
• Compensation: ~CAD $1,844–$2,514 (TRY 55K–75K) per month, based on experience. Structured as a Consultant Agreement (independent contractor), meaning you'll be responsible for your own taxes, benefits, and insurance.
• Location: Remote

Benefits of working with us: 

• 🚀 Work directly with a forward-thinking international company
• 🏡 Work from the comfort of your home
• 🏆 Incredibly talented teammates
• ⚖️ Structured work schedule: 9 hours a day (including 1-hour break), 5 days a week
• 💰 Above-market compensation
• 💻 Remote-first company culture
• 🧠 Lots of learning & growth opportunities
• 🇨🇦 Compensation anchored to the Canadian dollar
• 🤖 Work with cutting-edge AI tools and automation platforms
• 🌍 Global impact across 3+ million vehicles and 3,000+ customers
• ⚡ Own strategic design decisions for a rapidly growing product line
• 🏗️ Lead and mentor design teams in an innovative pod structure
• 📈 Shape the future of telematics and IoT integration in fleet management
• 🎯 Transform design culture from execution-focused to strategy-driven
• 🔧 Build design systems that scale across multiple product lines

Not sure you meet all the requirements? Apply anyway! We value diverse experiences and hire for potential.

If you don't hear back within 4 weeks, assume you weren't selected, but Goodwork may still reach out about other remote roles.

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Additional keywords: Design Team Management, Design System Architecture, Fleet Technology Design, Telematics UX, IoT Interface Design, B2B Dashboard Design, Product Design Leadership, Design Practice Management, Cross-Platform Design, Design Strategy, User Experience Leadership, Design Operations, Product Design Management, Design System Implementation, Senior UX Leadership