Product & Web Designer

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Actively looking for a new opportunity to work on a team focusing on projects with real business impact? Do you thrive in environments where you can help raise the bar for quality, drive collaboration, and mentor others to reach their full potential? If so, you might be in the right place!

Lightspeed is looking for a Senior Product Designer to join our Capital Advances team. This squad builds and runs the machinery behind Lightspeed Capital, from the moment a merchant applies for an advance, through underwriting, to the advance being issued and repaid. Much of that surface is internal, the tooling and automation our underwriting and operations teams rely on to process advances at volume, sitting alongside the merchant facing moments at either end. The work blends complex operational workflows with high stakes merchant experiences, and there is real room to turn a slow, manual process into a fast and largely automated one. In this role, you'll help define a vision through iterative design and delivery.

The ideal candidate has a proven track record of transforming complex workflows into simple, clear customer journeys with user-friendly interfaces that seamlessly integrate with other workflows. You excel at identifying opportunities to deliver value and thrive in collaborative environments, working closely with engineers and product managers to create exceptional customer experiences.

Location: Please note that Lightspeed is specifically seeking candidates who are based in the Eastern Time Zone (ET), with a requirement for candidates to be located on the East Coast of Canada.

What you’ll be doing:

• Problem Solving: Lead project work from a design perspective with autonomy and authority, facilitating design reviews and working sessions to help the teams deliver the best possible solutions. Being comfortable to work with ambiguity and able to turn nebulous concepts into specific ideas that are useful and delightful product features, as well as finding design moves that support the vision of automating business operation with AI. Ideally has deep domain knowledge and business acumen on lending product business operation, customer onboarding, credit product underwriting process.

• Designing with AI: You treat AI as part of how the work gets done, not a side experiment. We see three places it changes design here: synthesizing complex, varied data into insight that sharpens our read of the problem space, using agentic workflows to spin up working prototypes fast, and staying in the build loop by shaping the prompts and instructions the team uses to develop experiences in production.

• Embedding Systems Thinking: Have UX expertise and deep understanding of design systems, UI design, and how micro-interactions can help users complete a task. Design holistic systems, flows and interfaces across two very different surfaces, the internal tooling our underwriting and operations teams work in every day and the merchant experiences at either end of an advance, keeping them coherent with each other.

• Driving User-Centricity: Draw insights from research and data, and know how to turn those insights into tangible solutions. Learn the day to day of the people who underwrite and service advances as closely as you learn the merchant's, and advocate for both when collaborating with cross-functional teams in product, engineering, risk, and operations.

• Collaboration: Being comfortable working in a fast paced environment and familiar with the agile product development process and model. Work closely with your product and engineering partners in a tight cross-functional trio, design and craft artifact to support and facilitate multi-functional alignment sessions on product and design solutions.

What you need to bring:

• At least 7 years of practical, in-house product, UX/UI design experience. Ideally with experience in designing and supporting development for 0 to 1 product.

• Excellent communication skills. You can bring internal stakeholders on your design journey and explain work with focus and brevity.

• Experience designing complex, workflow heavy products, internal tools, admin consoles, case management, or operational systems, where the user is doing a job rather than browsing.

• Comfort working in a domain with rules you do not get to change. Financial services, lending, risk, payments, or anything else where policy and compliance shape the design space.

• Demonstrable experience putting AI to work in your own design practice, not just experimenting on the side. We want concrete examples: agentic workflows you've built or used to synthesize research, prototype, or contribute to production, and the difference they made to your output.

• A deep, holistic commitment to design quality: balancing 'Fit' (ensuring solutions solve the right problem for the user's context) and 'Craft' (delivering consistent, accessible, and performant experiences), always validating the 'why' behind your designs.

We know that people are more than what’s on their CV. If you’re unsure that you have the right profile for the role... hit the ‘Apply’ button and give it a try!

You’ll enjoy:

• A flexible work environment that empowers you to do your best work

• A culture that celebrates performance

• The chance to make an impact in a team that’s big enough for career growth, but lean enough to make your voice heard

• Career-defining opportunities

Plus benefits designed to keep you happy, healthy and fulfilled.

• Flexible paid time off and remote work policies

• Equity options, because this is your company too

• Contributions to your pension plan. Your future matters

• Training opportunities to grow your skills and career

• Health and wellness credit so you feel your best

• Time off to volunteer and give back to your community

• Interest groups, employee led networks, social committees to sponsored sports teams

• Computer purchase program to get your personal Macbook

• Enhanced parental leave to support growing families

Fuel your growth. Find your people.

At Lightspeed, your growth is our priority. We invest in you with continuous learning opportunities, global mobility and benefits designed to support you—all within a driven, diverse and inclusive team that’s passionate about empowering our communities

At Lightspeed, we carefully consider a wide range of factors when determining compensation, including your skill set, qualifications, experience, and market data. These considerations can cause your compensation to vary. We reasonably expect the total compensation for this position to be in the range of $120,000 to $135,000 CAD. Lightspeed also provides a variety of employee benefits including, but not limited to, medical, dental, wellness, life and disability insurance, RRSP plan and match, paid parental leave top-up, and paid time off.

Please note that this compensation information is solely for candidates hired to perform work within Ontario (update to BC if posted in Vancouver) and reflects the amount Lightspeed is willing to pay at the time of this posting. This role represents an existing vacancy at Lightspeed. Lightspeed uses artificial intelligence–enabled tools to support certain aspects of the recruitment process; all hiring decisions are made by our recruiting and hiring teams.

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To all recruitment agencies: Lightspeed does not accept unsolicited agency resumes. If we have not directly engaged your company in writing to supply candidates for a specific vacancy, Lightspeed will not be responsible for any fees related to unsolicited resumes.

Lightspeed is a proud equal opportunity employer and we are committed to creating an inclusive and barrier-free workplace. Lightspeed welcomes and encourages applications from people with disabilities. Accommodations are available on request for candidates taking part in all aspects of the selection process.

Where to from here?

Obviously, this has to be mutually beneficial: we want you to step into a role you love, and we want to offer you a place you’re proud to come to every day. For a glimpse into our world check out our career page here.

Lightspeed is building communities through commerce, and we need people from all backgrounds and lived experiences to do that. We were founded in 2005, in Montreal’s gay village and our original members were all part of the LGBTQ+ community. The ethos of our business has been about inclusion from the very beginning, and we strive to provide a workplace where everyone belongs.

Who we are:

Powering the businesses that are the backbone of the global economy, Lightspeed's one-stop commerce platform helps merchants innovate to simplify, scale, and provide exceptional customer experiences. Our cloud commerce solution transforms and unifies online and physical operations, multichannel sales, expansion to new locations, global payments, financial solutions, and connection to supplier networks.

Founded in Montréal, Canada in 2005, Lightspeed is dual-listed on the New York Stock Exchange (NYSE: LSPD) and Toronto Stock Exchange (TSX: LSPD). With teams across North America, Europe, and Asia Pacific, the company serves retail, hospitality, and golf businesses in over 100 countries.

Lightspeed handles your information in accordance with our Applicant Privacy Statement.

You see software development and team organization not as a rigid set of rules, but as a craft that deserves better tools. You want to design complex, data-rich productivity platforms where information architecture is a first-class problem, and you want to rethink how humans work alongside AI. If you are a designer who values hands-on craft, hates unnecessary bureaucracy, and wants the autonomy to build a team's design process from scratch, this role was built for you.

About JetBrains

We create intelligent software development tools for developers and teams. More than 15 million users, over 300,000 companies, and 88 of the Fortune Global Top 100 companies rely on our products to solve real, complex problems. Our mission is simple: make development teams more productive and AI adoptable at scale.

What you’ll do

YouTrack handles serious complexity – agile boards, backlogs, knowledge bases, helpdesks, and deeply customizable workflows – across teams from two-person startups to global enterprises. We’re at a point where the category's oldest assumptions are worth reconsidering. Issue tracking has relied on the same foundational blocks for years, but AI opens an opportunity to rethink how software can actively help teams get work done.

We need a Lead Product Designer to shape where project management goes next while keeping a massive, mature surface area coherent, legible, and a pleasant to use. In this role, you’ll lead a small design team of two designers, own the overall design quality bar across the product, and act as an individual contributor on our hardest, least-charted problems. You’ll build a fresh design process from scratch with the full backing of a team lead who respects craft and values professional judgment.

Day to day, you will:

• Shape a point of view on how project management and issue tracking evolve in an AI-native world and turn those concepts into tools people can actually use.
• Design how people work alongside AI capabilities in YouTrack, from conversational interfaces to inline assistance and background automation.
• Develop interaction patterns for unsettled problems, including surfacing AI confidence, making actions transparent, and keeping users in control.
• Prototype and test new concepts quickly, separating ideas that feel clever from those that genuinely reduce friction.
• Keep a large, deep product coherent so that boards, helpdesks, reports, and administration feel like a single cohesive engine.
• Partner with product management and engineering to shape roadmap priorities from a design perspective, influencing what gets built and why.

What you’ll bring

• A deep commitment to craft ownership, holding yourself and your team to high standards without creating bottlenecks.
• Comfort building clear, lightweight processes, without turning them into restrictive bureaucracy.
• The generosity to share knowledge openly and collaborate across a broad, global design community.
• Clarity in your writing and reasoning, with the ability to explain complex design decisions in plain words.
• Comfort with ambiguity and a healthy appetite for finding the right questions before designing the answers.
• Strong opinions, loosely held, with a clear understanding of when to follow platform conventions and when to break them.

What you’ll need

• Successfully led the design of complex, data-rich productivity tools or software systems where information architecture is a primary challenge.
• Proven understanding of how modern AI systems operate beyond single-turn prompts, including agentic workflows and multi-step execution.
• Experience mentoring and leading other designers, giving clear feedback that lands and raises the bar.
• Ability to design unified experiences that cater to small startup teams and large enterprise customers simultaneously.
• A portfolio showing a range of work from precise micro-interactions to large-scale information architecture.

What success looks like

Success means earning the trust of your team and peers through sound interaction choices and clear systemic improvements. You will establish a reliable critique rhythm and a structured way of working that helps your designers grow. Within your first few months, delivering clear patterns for our AI capabilities, paying down accumulated UX debt, and ensuring YouTrack remains both deep and remarkably quick on its feet.

Why join JetBrains?

• Strong base salary. We offer competitive pay that reflects your skills and experience.
• Flexible work schedule. Enjoy the freedom to work from home or from the office.
• Extra time off. More days to relax, recharge, and do the things you love.
• Learning and development opportunities. Access to conferences, courses, and language classes.
• Relocation support. Assistance to help make your move as smooth and stress-free as possible.
• Free meals and snacks. Lunch and refreshments provided to keep you fueled.
• Health and wellness. On-site gyms or sports club stipends.
• Internal events. Company-wide celebrations and team gatherings.

If this sounds like you, we’d love to hear from you.

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Senior Product Designers at Flo play a pivotal role in shaping complex, system-level design solutions that elevate user experiences across the Flo app. This role combines deep expertise in UX thinking, interaction design, systemic thinking, AI tooling and visual craft with the ability to architect scalable frameworks and influence product direction. 

As a senior individual contributor, you will be tackling the most challenging design problems, setting the quality bar for the team, and ensuring designs are accessible, inclusive, and emotionally resonant. You will collaborate with product, engineering, research, medical, legal and content disciplines, leveraging high-fidelity prototypes to drive critical business decisions, raising craft excellence, and contributing significantly to Flo’s overarching vision.

Your Experience

Must have:

• 8+ years of professional experience designing mobile applications.
• Portfolio demonstrating expertise in systemic design, advanced prototyping skills, micro-interactions, and the ability to architect solutions with measurable product impact.
• Experience creating scalable frameworks, contribution to design systems, and interaction models.
• Proficiency in Figma and advanced prototyping tools (e.g., Protopie).
• Experience using motion and animation tools (e.g., Lottie, Rive, After Effects).
• Experience leveraging AI/LLM tools to accelerate design exploration and streamline concept validation (e.g., Claude, Vercel).
• Strong communication and presentation skills; ability to distill complex ideas into clear narratives and influence stakeholders.
• Deeply collaborative, with experience mentoring and raising the craft bar for design teams.

Nice to have:

• Experience designing gamified or behaviour-change-driven experiences.
• Experience working in health tech or regulated industries

What you'll be doing

You'll be responsible for:

• Lead complex design projects (0 → 1), creating scalable frameworks and systems that support growth and innovation.
• Proactively tackle complex and ambiguous challenges, defining requirements and prioritising the most impactful workstreams to deliver clear, compelling, user-centred experiences.
• Design features, e2e flows, and experiments that align with user needs and business goals (e.g., engagement, retention, etc.).
• Produce high-fidelity prototypes and mock-ups using Figma or advanced tools, strategically utilising AI to streamline the concept-to-validation process.
• Develop and evolve interaction models, motion principles, and visual systems that scale across teams and inspire adoption.
• Collaborate closely with product managers, engineers, researchers, and content designers to deliver cohesive solutions.
• Proactively mentor peers, junior designers, and non-designers, providing actionable feedback and upskilling guidance to raise the overall craft bar.
• Advocate for emotionally intelligent, ethical design and ensure accessibility standards are upheld at every stage.
• Be a key contributor to our design system, ensuring accessibility, inclusivity, and scalability in all outputs.
• Integrate AI tools into day-to-day work.

What you'll be measured on:

• Deliver complex design initiatives that significantly improve user engagement, retention, and user satisfaction outcomes.
• Strengthen Flo’s design systems, frameworks, animation and motion principles to enable scalable, high-quality design across teams.
• Raise team capability and craft standards by mentoring peers and contributing to a culture of design excellence.

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