Director of Software Development

Role Description

We are seeking a hands-on Director of Software Development to lead the design, development, and delivery of next-generation software products. This individual will combine strong technical expertise with leadership skills to implement agile processes, modernize architecture, and guide a small but high-impact development team toward predictable, scalable, and high-quality delivery. You will play a pivotal role in shaping both the product and engineering culture — balancing execution with strategy. Initially, you’ll contribute directly to the codebase, especially around architectural foundations, frameworks, and development standards.

Key Responsibilities

• Leadership & Process
  • Establish and lead agile development processes (Scrum/Kanban), implementing sprint planning, retrospectives, and velocity tracking.
  • Define and enforce engineering best practices, including coding standards, peer reviews, documentation, and CI/CD integration.
  • Mentor developers and foster a culture of accountability, continuous improvement, and innovation.
  • Partner closely with Product Management and Operations to translate business goals into technical plans and deliverables.
  • Own the end-to-end SDLC and drive measurable improvements in quality, reliability, and time-to-market.
• Technical Ownership
  • Lead architectural and framework decisions across the stack (frontend, backend, APIs, database, integrations).
  • Design and evolve scalable, maintainable, and secure application architectures.
  • Contribute code to critical components, especially in early-stage architecture and core system design.
  • Guide database schema design, performance optimization, and data integrity practices.
  • Collaborate with DevOps to enhance CI/CD pipelines, cloud deployment automation, and environment consistency.
  • Drive adoption of testing frameworks, unit testing, and automated QA pipelines.
• Strategic Contribution
  • Build and scale a high-performing team aligned with business growth and product strategy.
  • Participate in long-term architectural planning and technology roadmap development.
  • Evaluate emerging technologies and tools to improve productivity and maintain technical competitiveness.
  • Partner with leadership on capacity planning, budgeting, and risk mitigation for ongoing and future initiatives.

Qualifications

• 10+ years of professional software development experience, including 3+ years in a leadership role (Tech Lead, Architect, or Director).
• Proven experience designing and delivering full-stack web applications (front-end frameworks like Angular, React, or Vue + back-end such as Node.js, Python/FastAPI, .NET, or Java).
• Strong architectural, design, and database modeling skills (SQL and/or NoSQL).
• Demonstrated success implementing or maturing Agile processes within small to midsized teams.
• Hands-on experience with CI/CD pipelines, version control (Git), and deployment automation.
• Strong understanding of software quality practices including automated testing and code reviews.
• Excellent communication and leadership skills; ability to balance technical depth with business context.

Nice-to-Have Qualifications

• Experience with AWS cloud services (EC2, RDS, S3, CloudFront, ECS/EKS, etc.).
• Background in test automation frameworks (e.g., PyTest, Jest, Cypress, Selenium, or similar).
• Familiarity with containerization and orchestration (Docker, Kubernetes).
• Experience with observability tools (Grafana, Prometheus, Datadog, etc.).
• Prior SaaS, multi-tenant, or high-availability system experience.

Personal Attributes

• Pragmatic, execution-driven, and comfortable being “hands-on.”
• Collaborative and able to mentor without micromanaging.
• Strong systems thinker — able to design for both current needs and future scalability.
• Passionate about improving process maturity, code quality, and team culture.
• Thrives in fast-paced environments with small, cross-functional teams.

Business Unit

LilYPad - USA

Scheduled Weekly Hours

40

Number of Openings Available

1

Worker Type

Regular

Company Description

Jonas Software is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. Within these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain.

Jonas’ vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of “Software for Life.” We are committed to technology, product innovation, quality, and exceptional customer service.

Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees.

Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We’re a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.