Director Software Development

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