Design Manager, UX Design Team Ontario

At Redwood, we empower our customers with lights-out automation for their mission-critical business processes.

Redwood Software is the leader in full stack automation fabric solutions for mission-critical business processes. With the first SaaS-based composable automation platform specifically built for ERP, we believe in the transformative power of automation. Our unparalleled solutions empower you to orchestrate, manage and monitor your workflows across any application, service or server — in the cloud or on premises — with confidence and control.

Redwood’s global team of automation experts and customer success engineers provide solutions and world-class support designed to give you the freedom and time to imagine and define your future. Get out of the weeds and see the forest, with Redwood Software.

• One Team. One Redwood
• Make Your Own Weather
• Obsess over Customer Success
• Work the Problem
• Be Curious
• Own the Outcome
• Respect Each Other

As UX Design Manager, you will build and lead Redwood's UX design function, starting with a team of 2 designers focused on Run My Jobs . You'll establish design excellence, drive the creation of our design system, and ensure our enterprise automation platform delivers exceptional user experiences. You'll work closely with product management and engineering leadership to embed UX best practices throughout the product development process while managing and mentoring your design team.

• Build, manage, and mentor a team of 2 UX designers (with potential for growth)
• Provide clear direction, allocate work, and ensure quality of design deliverables
• Conduct 1-on-1s, performance reviews, and career development planning
• Make personnel decisions (hiring, performance management, compensation recommendations)
• Foster a collaborative, high-performing design culture aligned with Redwood's values
• Remove blockers and create conditions for team success
• Balance team workload across product priorities and initiatives
• Drive end-to-end UX design for Run My Jobs  features and workflows
• Establish design processes that integrate seamlessly with agile product development
• Champion user-centered design practices across product and engineering teams
• Partner with product management to define feature requirements and success criteria
• Ensure design work meets quality standards and ships on schedule
• Contribute hands-on design work as needed to support team delivery

• Lead the creation of Redwood's design system from the ground up
• Evaluate existing design artifacts and evolve them into a cohesive system
• Establish design standards, component libraries, and interaction patterns
• Define design tooling strategy and drive adoption across the organization
• Ensure accessibility, consistency, and scalability in design solutions
• Partner with engineering on design system implementation and maintenance

• Establish user research practices and integrate insights into product decisions
• Build empathy for enterprise users across product and engineering teams
• Plan and conduct research activities (interviews, usability tests, field studies)
• Synthesize research findings into actionable recommendations
• Partner with customer success and sales to gather user feedback

• Partner with product management and engineering leadership on roadmap planning
• Present design work and strategy to executive stakeholders
• Collaborate with marketing and customer success on design-related initiatives
• Represent UX perspective in product, technical, and strategic discussions
• Leverage AI tools daily to enhance team productivity, design exploration, and workflow efficiency
• Establish AI usage best practices for the design team

• 5-7 years of UX design experience with 2+ years managing designers
• Proven track record of building or scaling design teams and establishing design practices
• Strong portfolio demonstrating hands-on design excellence across research, interaction, and visual design
• Deep experience designing complex B2B SaaS or enterprise software products
• Experience building or contributing to design systems at scale
• Daily hands-on experience using AI tools (ChatGPT,…