Chief Technology Officer – Portfolio (Remote)

TAG Software Group is looking for an experienced Chief Technology Officer.

About Tag Software Group

TAG Software Group is a team of experienced investors and operators dedicated to acquiring, enhancing, and growing mission-critical software companies serving SMB, enterprise, and public sector customers.Founded as part of Valsoft Corporation, TAG provides a permanent home for software companies, we don’t buy to sell. Our focus is on long-term partnerships that protect your legacy, employees, and customers.

Our in-house team delivers an efficient, transparent, and seller-friendly process, ensuring speed and certainty of close. Once part of TAG, your company gains access to proven best practices, dedicated value-creation resources, and the extended ecosystem of our sister companies, including proprietary in-house technology including ValPay and Sadie AI — helping your business reach the next level.

Unlike private equity and venture capital firms, we are Entrepreneurs who Buy, Enhance and Grow Software Businesses. That’s right; we don’t sell businesses. We form a strategic alliance with existing management teams. We recognize the dedication and perseverance required to create a firm and place a premium on customers’ and workers’ well-being over short-term goals.

Tag Software Group is more than just a place to work; we’re a team. We mean it when we say people are our greatest assets, so investing in them is our number one priority. We create an environment where our employees feel first-day-on-the-job excitement, day after day, creating a culture of high performers and collaboration. We celebrate our milestones, and we’re proud of them. We Dream Big, Stay Humble, and Stay Hungry.

The Role:

You have successfully led software developers across a wide range of experience levels and specialties. You bring deep expertise in shaping product strategies in close collaboration with cross-functional leaders. As an empathetic and results-driven leader, you have a proven ability to develop your team while consistently achieving business objectives.

Your decision-making is grounded in data, user insights, and strong product instincts. You’re a trusted partner to teams across the organization—skilled in communication, expectation management, and influencing cross-functional collaboration. You know how to scale an engineering organization, define clear roles and responsibilities, and plan effectively for growth.

You’re proficient in Agile methodologies and have successfully applied these principles to drive productivity and quality improvements. You have hands-on experience with project and issue tracking tools such as JIRA, ensuring efficient collaboration and transparency across distributed teams. You’re familiar with CI/CD pipelines and tools such as GitLab or Jenkins, enabling seamless, automated workflows from development to deployment.

Your background includes strong practical knowledge of version control systems like Git, as well as demonstrable experience in developing and migrating cloud-based solutions, particularly within AWS and Azure environments. You have overseen the adoption of modern development frameworks and technologies to stay at the forefront of innovation and have leveraged AI tools (such as CoPilot) to enhance delivery speed and code quality.

Experience with .NET environments and codebases would be highly beneficial.

Requirements

About You:

• Minimum of a bachelor’s degree in computer science, software engineering, or a related field.
• Minimum 3+ years of proven experience as an engineering manager or senior team leader responsible for direct line management of software engineers.
• Minimum 5+ years of progressive experience in technology leadership, software engineering and architecture, including full-stack development.
• Mandatory domain knowledge in SaaS product development and methodologies.
• Excellent levels of both written and spoken English.
• Legally authorized to work in Canada.

Benefits

Employee Perks

•  Lead an established software company with the backing of a global acquisition group
•  High autonomy within a decentralized operating structure
•  Opportunity to shape and scale a business for long-term success
•  Career growth within a rapidly expanding, entrepreneurial ecosystem
•  Remote work flexibility (location-dependent)

We thank all applicants for their interest; however, only those candidates selected for an interview will be contacted. 

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