Director Software Development

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Are you actively looking for a new opportunity? Or just checking the market? Well… you might just be in the right place!

We’re looking for a Director, Software Development to lead Engineering for Lightspeed Payments, a key department within Financial Services that has grown 3x in the past couple of years. You will also be a key leader in the Payments group working with cross‑functional leaders & their teams; ensuring alignment of goals across the organization. You will be leading & working closely with a group of talented Engineering Managers, Software Developers;

provide clear direction around where the organization must be heading & ensure the teams are delivering quality outcomes. In addition, you will make sure we are growing a diverse, happy and high‑performing organization.

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

• Navigate ambiguity, bring structure to complex challenges, and drive alignment across teams.

• Work cross‑functionally to bring clarity to priorities and define what needs to be done to drive success.

• Operate closely with the team, wearing multiple hats to ensure critical projects are executed successfully.

• Own the delivery, collaborating closely with Product Managers and business stakeholders to achieve meaningful outcomes.

• Act as a people leader, mentoring and developing engineers into future leaders.

• Hire and grow a high‑performing team, ensuring strong technical and leadership talent.

• Set high standards and elevate the team through coaching, feedback, and hands‑on support.

• Foster a culture of ownership, collaboration, and technical excellence within and beyond the team.

• Extend expertise and influence beyond Payments into the broader Financial Services organization & the Services vertical.

• Ensure clear and concise messaging across stakeholders, particularly around the goals, objectives and priorities.

• Work cross‑functionally with business teams to align on technical and product strategy.

• Influence and drive decision‑making across teams, advocating for best practices in engineering and business execution.

• Architect and scale business systems with a strong understanding of various paradigms, including event‑driven systems.

• Evaluate and guide technical architecture decisions to ensure scalability, reliability, and efficiency.

• Developing a deep understanding of existing systems, guide the teams to continuously evolve their systems/architecture/patterns.

• Drive continuous delivery of value, ensuring high availability and operational excellence.

• Develop quick prototypes to validate ideas or assist with technical spikes.

• Deep knowledge and understanding of software engineering principles, technologies and best practices.

• Has a strong software development background with a history of being an engineer & expertise in multiple mainstream technology stacks (Node, JVM, .NET, etc).

• Expertise in software architecture & design of scalable, maintainable & resilient systems that run on the cloud across regions.

• Expertise in modern software delivery practices (continuous delivery, lean practices, etc).

• Operational Excellence Mindset:
  Experience running & managing operations of business critical systems on the cloud.

• People management: experience in hiring, performance management, and growth.

• Experience leading other leaders in a software engineering organization.

• Experience working with cross‑functional leaders as one unit & setting organizational goals and objectives.

• Experience owning technology/product for a clear line of business or a complete product.

• Experience working in product engineering and/or SaaS software delivery is a plus.

• The hunger to learn across the core areas of your domain, to synthesize insights from your learnings and to leverage those insights in your team.

• Highly collaborative and effective team member.

We know that people are…