Director Software Development
Lightspeedhq
| Company | Lightspeedhq |
| Category | Engineering |
| Location | Toronto |
| Remote | Remote |
| Employment | Not stated |
| Level | Director |
| Salary | Not stated by the employer |
| Posted | 26 May 2026 |
| Last verified | 30 Jul 2026 |
| Source | Employer career page (ashby) |
Description
Hi there! Thanks for stopping by 👋
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).
What you’ll be doing:
Strategic Execution & Delivery
- 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.
People Leadership & Team Development
- 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.
Communication & Influence
- 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.
Technical Leadership & Architecture
- 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.
What you need to bring:
We're looking for a leader who has experience with the following:
- 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.
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