LightSpeed Retail

Senior Staff Software Developer

LightSpeed Retail • $120K — $160K *
US-AnywhereRemote in Canada
Enterprise Technology
5 - 7 years of experience
Reposted 5 days ago
Job Overview by Ladders

Qualifications

  • Extensive experience as a staff engineer, managing operational incidents and designing systems effectively.
  • Deep technical proficiency in relevant tech stacks and full-stack architecture.
  • Hands-on familiarity with AI-assisted coding and deployment strategies.
  • Strong communication skills, able to convey technical complexities simply for stakeholders.
  • Principled approach to technical leadership, with a data-driven mindset.

Responsibilities

  • Own technical delivery of event-based payment systems processing millions of transactions.
  • Establish standards for AI-enabled workflows and ensure operational excellence.
  • Guide architectural decisions from proof of concept to production implementations.
  • Co-author technical roadmaps and manage technical backlogs collaboratively.
  • Mentor engineers, fostering a culture of continuous improvement.
  • Drive engineering velocity by creating shared frameworks and automated solutions.

Benefits

  • Join a fast-paced, high-growth company.
  • Work on transaction systems for global merchants.
  • Continuous professional growth alongside strong talent.
  • Equity and flexible/hybrid remote work in an inclusive environment.
  • Opportunities for skill development and diversity within the team.
  • Comprehensive health benefits and support programs.
Full Job Description
We're looking for a Senior Staff Software Engineer to join our Payments team in Canada & US. In this role, you aren't just building features, but you will architect resilient systems. You will own the technical delivery of mission critical systems that process millions of daily transactions, ensuring settlement accountability and operational excellence at a global scale.

For this role, you should be located in Canada, and able to work within EST/EDT hours. We offer a choice of fully remote, partially remote or fully office-based work environments (incities with local offices).

What you'll be responsible for
  • High leverage Engineering : Own the technical delivery of mission critical, event based payment systems handling millions of daily transactions; You are responsible for the expansion and blast radius of architectural decisions across the organization.
  • Operational excellence : Define "what good looks like" by establishing modern standards of AI-enabled workflows, high-availability and resilient deployments, metric driven stewardship(SLOs) required for global scale payments systems reliability.
  • Architectural Pragmatism : Navigate from POC and experimentation to production via the path of least resistance exploring multiple solutions, recommending the most effective paths with bold bets and clear, iterative line of sight. You balance the rapid business value with long term system health.
  • Trusted Advisory : Shape engineering and product strategy jointly, not only as a bridge between cross functions but as a co-author of technical roadmaps, a guardian of technical backlogs and a driving force behind engineering standards and cross team prioritization.
  • Mentorship and upleveling: Level up the organization by coaching and mentoring the engineers, fostering a culture of continuous learning.
  • Engineering productivity : Drive engineering velocity by owning platforms, shared frameworks and automated guardrails that become building blocks to reduce complexity at the edges while compounding productivity.

What you'll be bringing to the team
  • Staff-Level Experience : Extensive experience as a staff engineer, with a proven track record of operational through large scale incidents and system failures, emerging with stronger architectures, sharper runbooks and lasting institutional knowledge.
  • Systems Thinking : Deep proficiency in at least one relevant tech stack combined with systems level mindset for complex full stack architectures.
  • Modern Tooling : Hands on experience with AI-assisted coding and deployment strategies to drive efficiency without sacrificing quality.
  • Communication: The ability to simplify complex technical tradeoffs for stakeholders and peers. You proactively identify and communicate associated risks, holding a firm but flexible point of view to navigate them with a data driven approach.

Who you are
  • Principled but pragmatic technical lead : You have strong opinions weakly held, ready to pivot when data shows a better path for the customer
  • Continuous force multiplier: You not only solve problems but build systems, tools and people around you
  • Owner & Advocate : You act with a sense of urgency and always walk backwards from the customer, treating the codebase, business strategy and stakeholders as your own.
  • Boundary-spanning problem solver : You naturally operate across squads, the problems that excite you are the ones whose solutions become primitives, platforms or patterns.
  • Fintech or High scale tech experience (nice to have) : Previous experience at a fintech or tech company, specifically having worked in places that require deep intuition for data integrity and building of automated reconciliation systems that are auditable by design

What's in it for you?
  • Join a fast-paced, high-growth company.
  • Work on systems that handle billions of dollars in transactions for our merchants globally.
  • Surround yourself with strong talent and enjoy continuous professional growth.
  • Great benefits and perks, including equity and flexible/hybrid remote work options, in a diverse and inclusive environment.
  • Development of very high traffic products, used at global scale.
  • Opportunities to learn and expand your skill set
  • Become a valued part of the diverse and inclusive Lightspeed family.

... and enjoy a range of benefits that'll keep you happy, healthy and (not) hungry:
  • Lightspeed equity scheme (we are all owners)
  • Flexible paid time off policy
  • Health Insurance
  • Health and wellness benefit of $500 per year
  • Paid leave and assistance for new parents
  • Mental health online platform and counseling & coaching services
  • Volunteer day


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.

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
Consumer Technology
Founded
2005
5 Year Trend
+48.5%
* Ladders Estimates

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