LightSpeed Retail

Director, Product Design - Wholesale

LightSpeed Retail$200K — $240K *
Consumer Technology
11 - 15 years of experience
Job Overview by Ladders

Qualifications

  • 12+ years of product design experience on complex, multi-sided platforms, particularly B2B
  • 7+ years in a leadership role, enhancing design quality and team capabilities
  • Strong personal design judgment across product, interaction, and visual design
  • Comfortable leading teams hands-on, staying close to the work
  • Proven ability to influence senior stakeholders through effective communication
  • Deep curiosity about product strategy and purpose behind designs
  • Experience managing ambiguity while keeping teams motivated

Responsibilities

  • Set and drive the design vision for a two-sided B2B platform
  • Raise the quality bar through direct feedback and hands-on involvement
  • Lead and coach designers, promoting their growth and independence
  • Transform ambiguous strategic bets into clear design directions
  • Collaborate with Product and Engineering to shape the roadmap
  • Ensure coherence across a rapidly growing product experience
  • Build and sustain a high-performing, engaged design team

Benefits

  • Flexible paid time off and remote work policies
  • Equity options to share in the company's success
  • Pension plan contributions
  • Opportunities for skills and career training
  • Health and wellness credits
  • Paid volunteer time to give back to the community
  • Employee-led networks and social committees
  • Computer purchase program for personal devices
  • Enhanced parental leave
Full Job Description
We're looking for a Director of Product Design to lead design for Lightspeed Wholesale (NuORDER) - the B2B platform where the world's leading brands and retailers do business together. Behind every beautifully stocked store is an invisible web of buying, selling, and planning between brands and retailers. We're turning that messy, relationship-driven world into a product experience both sides love - and design is at the center of it.

This is a hands-on leadership role. You'll lead a talented team of designers directly, own the design vision and the quality bar for the entire product, and shape strategy as a full member of the Wholesale leadership team. If your best work happens close to the craft - in reviews, in critiques, in the details - rather than a level removed from it, this role was built for you.

Location: Toronto preferred; open to other locations in Ontario and Eastern Canada.

What you'll be doing:
  • Set and drive the design vision for a two-sided B2B platform, connecting design decisions to real outcomes for brands, retailers, and the business.
  • Raise the bar on quality through direction, critique, and hands-on involvement - making the work visibly better and building a shared standard the whole team designs against.
  • Lead designers directly as a coach and player-coach: setting clear goals, giving sharp feedback, growing people into confident, independent contributors, and knowing when to jump in yourself.
  • Turn ambiguity into momentum by taking loosely defined strategic bets and shaping them into clear design direction and phased, shippable work.
  • Partner as equal with Product and Engineering leadership to shape the roadmap - making sure design informs decisions before they're made, not after.
  • Champion coherence across a product experience that has grown fast, unifying fragmented journeys into one consistent, considered whole.
  • Build a healthy, high-performing team - managing capacity and priorities honestly, recognizing great work, and making the design team a place strong people want to join and stay.

What you need to bring:
  • 12+ years of product design experience, including significant work on complex, multi-sided platforms - B2B, marketplaces, or commerce.
  • 7+ years leading design teams, with a track record of raising both the quality of the work and the capability of the people.
  • Strong personal design judgment - you can guide, critique, and elevate work across product, interaction, and visual design, and people seek out your eye.
  • Comfort leading without layers: you've run teams hands-on and stayed close to the work, not just the process.
  • Proven ability to influence senior stakeholders and shape strategy through clear communication and tangible design work.
  • A habit of asking "why are we building this at all?" - deep curiosity about product strategy, not just execution.
  • Experience navigating ambiguity and change while keeping a team focused, motivated, and shipping.

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!

Be a changemaker

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 base compensation for this position to be in the range of $200,000-$240,000 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 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.

About LightSpeed Retail

LightSpeed Retail is a cloud-based point-of-sale and e-commerce software provider for retailers and restaurateurs. The company was founded in 2005 by Dax Dasilva and is headquartered in Montreal, Canada. LightSpeed Retail's platform allows businesses to manage their inventory, process transactions, and analyze sales data. The company's mission is to help businesses grow by providing them with the tools they need to succeed. LightSpeed Retail has raised over $290 million in funding from investors such as Caisse de dépôt et placement du Québec, iNovia Capital, and Accel Partners.
Learn more about LightSpeed Retail
Size
1,000 employees
Market Cap
$18.4 billion
Industry
Founded
2005
5 Year Trend
+48.5%

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