Job Description: 

Job Summary

The Chief Technology Officer (CTO) will report to the President. This position requires an experienced IT professional who has a demonstrated ability to manage a hands-on technical team, third-party service providers, hosting facilities, and closely coordinate with business and operations teams in support of the company’s production infrastructure and regulatory compliance. Our Chief Technology Officer is not just technology expert, but a visionary leader with a proven track record in implementing cutting-edge technology and ensure the technical excellence and strategic development of your organization. The role requires extensive hands-on knowledge of AWS and outsourced environments.  The role also requires detailed understanding of payment processing and the related operational and regulatory regimes.

The CTO will also be responsible for defining and executing the company’s Artificial Intelligence strategy, including the responsible adoption of machine learning, generative AI, and automation to improve product capabilities, operational efficiency, risk management, customer experience, and developer productivity. This role requires strong judgment around where AI creates durable business value versus experimentation, with a focus on secure, compliant, and scalable implementation in regulated payment environments.

Key Responsibilities

• Managing Vision and Purpose: Inspire a talented team, foster a culture of innovation, and guiding the team towards achieving technological excellence that aligns with business goals.

• Hands-On Involvement: Directly engage hands-on in the code and R&D processes to provide a clear vision and strategy for the organization including reviewing and guiding AI/ML architectures, model integration, and production deployment patterns. . Lead efforts to optimize technology solutions for scalability, performance, and reliability.

• Process and Project Management: Implement and oversee clear processes, day-to-day workflows, annual development plans, ensuring strategic alignment with business objectives and commitment to delivering innovative solutions. Drive continuous improvement initiatives, implementing processes and tools to enhance overall technology efficiency.
• Strategic Agility: Identify and evaluate emerging technologies and trends within the payments space, proposing innovative solutions to enhance organizational capabilities.
• Interdepartmental Collaboration: Work closely with different departments to integrate customer feedback into development strategies, maintaining a customer-centric approach in all innovations.
• Risk Management & Decision Quality: Navigate through technological and business challenges, making informed decisions that balance innovation and risk.
• Building Effective Teams: Participate in the recruitment process to build a capable, diverse team, enhancing the company's technological capabilities.
• Manage the R&D Budget: Work closely with senior leadership to manage the R&D budget to maximize efficiency, growth, and profitability.
• Clear Communication: Articulate complex technical strategies to senior leadership and various stakeholders, ensuring alignment and understanding across all levels of the organization.
• Learning on the Fly & Adaptability: Learns quickly when facing new problems; a relentless and versatile learner. Champion continuous improvement and learning, keeping abreast of technological advancements and industry trends.
• Mentorship & Developing Direct Reports: Cultivate a supportive environment that encourages learning, resilience, and growth among team members.
• AI: Lead the implementation of AI-enabled features (e.g., intelligent routing, anomaly detection, reconciliation automation, LLM-based support tools) while ensuring explainability, auditability, and compliance.
• Data: Oversee the data foundation required for AI success (data quality, pipelines, observability, access controls).

Required Qualifications

• Robust Experience: 10+ years in application development Java), 5+ years in AWS cloud hosting, 5+ years in payment processing, and 5+ years in managerial roles.
• Functional & Technical Expertise: Proficiency in Postgres, Agile, SDLC, git code management (GitHub a plus).
• Compliance: Understand PCI 4.0 compliance requirements and provide leadership during annual audits.
• Strategic Communication: Exceptional communication skills with a knack for making complex technical concepts understandable for diverse audiences.
• Performance Metrics Mastery: Experience in setting and managing KPIs, SLAs, and metrics for mission critical payment websites.

Desired Skills

• Advanced Technologies: Knowledge in Microservices, Docker Containers, alternate databases (Aurora, Postgres, Redshift, ElasticSearch, Redis), CI/CD Pipelines, CDK, and Linux.
• Change Management: Experience in leading and adapting to organizational changes.

About You

• Strategic Vision: You see beyond tech trends and understand the importance of integrating technology with business strategies for market success.
• Customer Focused: Committed to creating products that are not only technologically advanced but also meet real-world customer needs.
• Innovative Managment: A creative problem solver who sees every challenge as an opportunity to drive growth and innovation.
• Compassion Leader: Adept at leading and motivating a diverse team, fostering a collaborative and innovative environment.

Our Commitment

• Resource Support: You will have access to all necessary tools and resources to excel in your role.
• Empowering Environment: We encourage independent thought and value your contributions as part of our collaborative team culture.
• Forward-Thinking: We are dedicated to constant improvement and staying at the cutting edge of technology and market trends.

Compensation and Benefits:

• Competitive Salary and Bonus Plan
• CSI Equity plan
• 401K 
• Medical, dental, vision, and prescription coverage 
• 15 days of vacation / paid time off, increases each year

Conclusion

We are seeking a visionary CTO who can bridge the gap between technology and business, driving innovation that not only aligns with our strategic goals but also resonates with our customers. If you are a seasoned leader with a passion for technology and a talent for strategic planning, we invite you to apply for this exciting opportunity at Constellation Payment Processing.

Our Culture

“I’m willing to let you scratch or dent the car, but I won’t put you in a position where there is significant risk of you totaling it.” - Ray Dalio

If this resonates with you, then you might have the grit we need for this role.

                                                                                    

Business Unit: 

                                                                                    

Scheduled Weekly Hours:

40

                                                                                    

Number of Openings Available: 

1

                                                                                    

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.