Director of Software Development

Job Description:

Director of Software Development
Jonas Software
Remote Canada
Compensation & Role Details
Expected Salary Range: $130,000 - $150,000 CAD, depending on experience and qualifications

Role Type: New Role

AI Disclosure: AI is not used to screen, assess, or select applicants for this role

About The Role
The R&D Director leads the technical vision, innovation strategy, and engineering execution for our next-generation suite of cloud software products. This role is accountable for ensuring that all R&D initiatives - spanning software development, architecture, and AI-driven automation - directly advance the company's strategic, financial, and customer objectives.

You'll translate business strategy into scalable, high-performing technology platforms that deliver measurable ROI and sustainable competitive advantage. The R&D Director partners closely with Product, Sales and Customer Service teams to ensure our solutions are not only powerful and modern, but also reliable, efficient, and aligned with customer outcomes.

This is a pivotal leadership role responsible for turning innovation into execution and technology into long-term enterprise value.

Key Responsibilities

• Technology & Innovation Strategy
• Define and lead the long-term R&D vision and technical roadmap aligned with company goals and market direction.
• Architect a scalable, secure, and modern SaaS platform that supports continuous innovation and AI-powered functionality.
• Drive evaluation and adoption of emerging technologies (AI, NLP, workflow automation, LLMs) that create differentiated product value.
• Ensure all major technology investments are justified by measurable ROI and operational efficiency gains.
• Partner with Product to align technology strategy with product vision, pricing, and revenue growth goals.
• Engineering Leadership & Delivery Excellence
• Lead all engineering disciplines - including software development, QA, DevOps, and data science - with focus on performance, quality, and scalability.
• Deliver ≥90% of roadmap commitments on time and in scope while maintaining technical quality, performance, and reliability standards.
• Implement agile delivery frameworks that enhance transparency, predictability, and cross-functional collaboration.
• Establish engineering performance metrics (velocity, uptime, defect rate, code quality) and continuously improve against them.
• Balance innovation, feature delivery, and technical debt reduction to ensure long-term platform stability.
• Organizational Development & Talent Strategy
• Build, mentor, and scale a high-performing R&D organization capable of delivering both innovation and operational excellence.
• Develop engineering leadership bench strength and clear career pathways.
• Promote a culture of accountability, continuous learning, and technical excellence.
• Drive adoption of AI-assisted development and automation tools to improve speed and productivity.
• Optimize team structure and resource allocation to align with company growth and profitability targets.
• Cross-Functional & Executive Collaboration
• Serve as the key technology liaison to Product, Customer Success, and Sales to ensure alignment on strategy, delivery, and outcomes.
• Present R&D priorities, progress, and impact to executive leadership with data-backed insights.
• Partner with Product and Finance to model the business impact of major R&D initiatives and feature investments.
• Support go-to-market readiness by ensuring reliability, scalability, and technical enablement for launches.
• Engage with key customers to validate technical strategy and maintain market relevance.
• Operational Excellence & Continuous Improvement
• Define and implement engineering best practices for code quality, automation, testing, and deployment.
• Institutionalize post-release reviews and data-driven retrospectives to inform continuous improvement.
• Use data and analytics to optimize release cadence, performance, and development efficiency.
• Ensure compliance with industry standards for data security, privacy, and uptime.
• Champion the integration of AI and automation into both product functionality and internal engineering workflows.

Qualifications

• 10+ years of experience in software engineering, including 5+ years leading R&D or Engineering teams in a SaaS B2B environment.
• Proven success managing large-scale development initiatives with measurable business outcomes.
• Expertise in modern cloud architectures, DevOps, and AI/ML implementation.
• Demonstrated ability to align technology strategy with business and financial goals.
• Track record of scaling engineering teams and implementing process excellence.
• Strong executive communication and cross-functional leadership skills.

Business Unit:

Scheduled Weekly Hours:

37.5

Number of Openings Available:

0

Worker Type:

Regular

More About Jonas Software:
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.