Top Benefits
About the role
Dig Insights unites strategy, human understanding, and technology to help brands move decisively, in a world that won’t wait. We work with insights and marketing professionals at some of the world’s most well-loved brands, powering their brand and innovation decision-making. Dig One is our agile technology platform, used by our people and our clients, to deliver smarter and faster decisions.
Our clients span verticals including CPG, QSR, retail, technology, financial services, and telecommunications. Our work is led by a team of over 250 strategists, insights consultants, developers, and data scientists. We work for a global client base out of offices in Toronto, Chicago, London, and Singapore.
Since we started in 2010, we’ve been focused on setting a new standard for the insights industry – challenging the traditional model and building for what comes next. That means hiring people who are bright, creative, resourceful, and kind. People who succeed at Dig are curious, question established norms and are passionate about helping our clients to move their businesses forward. If you want to join a team that takes themselves just seriously enough to produce great work, we’d love to welcome you.
As we continue to grow, both geographically and in our expertise, we are looking for people who want to join a high-growth and highly collaborative company.
About the Role As our Strategic Quality Assurance Lead, you won’t just manage processes—you will own the entire quality ecosystem of our platform. We are looking for a heavy-hitting, senior profile who brings immediate initiative, acts as a strategic partner to engineering and product, and builds a long-term foundation for excellence. In this role, leadership goes beyond day-to-day oversight. You will strategically architect and deploy QA resources to ensure that every sprint compounds the long-term quality, stability, and velocity of the product. If you are a proactive problem-solver who challenges the status quo and treats quality as a core business driver, you will thrive here.
Core Responsibilities Strategic Quality Ownership: Define, champion, and execute the overarching quality vision for our entire platform, ensuring QA strategy directly aligns with business and product goals. Resource & Quality Compounding: Strategically manage, scale, and mentor the QA team, optimizing resource allocation to build compounding technical debt reduction and sustainable quality over time. Proactive Problem Solving: Actively identify systemic bottlenecks in the development lifecycle and independently bring structured solutions, frameworks, and modern methodologies to the table. Cross-Functional Alignment: Partner deeply with Engineering and Product leadership to instill a "culture of quality" early in the product lifecycle, influencing roadmap decisions with quality metrics. Automation & Architecture Strategy: Oversee the evolution of our automated testing frameworks, shifting the team toward high-impact automation while maintaining tactical balance with manual exploration where necessary. Metrics & Visibility: Establish clear, meaningful quality KPIs and deliver strategic analysis reports to the executive leadership team to drive data-backed operational improvements.
Experience, Skills, and Requirements Senior Technical Leadership: Minimum of 5+ years of experience in software quality assurance, with a proven track record of owning QA strategy and managing/growing high-performing teams. Strategic Mindset: Proven ability to look at software delivery through a macro lens, balancing immediate release deadlines with long-term platform health. Initiative & Execution: A history of successfully introducing new testing methodologies, CI/CD integrations, or organizational processes from scratch without waiting for a directive. Advanced Automation Mastery: Deep hands-on experience designing, implementing, and scaling modern test automation frameworks (e.g., Cypress, Playwright). Communication & Influence: Exceptional interpersonal skills with the ability to articulate risk, negotiate quality gates, and influence engineering practices across cross-functional teams.
Nice to Have Engineering Background: Proficiency in programming languages (e.g., JavaScript/TypeScript, Python) with a background in software development. Performance & Security: Experience implementing performance, load, and security testing into the automated deployment pipeline. BS/MS degree in Computer Science, Engineering, or a related technical field.
Work Perks: A hybrid-remote work environment, where employees have the flexibility to work remotely or from one of our offices Unlimited vacation policy Reimbursement for health and wellness classes/memberships and continuous learning RRSP / 401K employer matching program Offices in Toronto and Chicago, located steps to public transportation in the downtown core Regular social events such as charity poker nights, trivia events, team building days, and more!
To find out more about us visit us at www.diginsights.com & www.upsiide.com
Our culture is built on 5 core values: Energy, Excellence, Evolution, Equality and Empathy. We believe that our success is dependent on the diverse talents, skills, and ideas of its staff. We are committed to creating an inclusive work environment and encourage applications from all qualified candidates including those in the BIPOC and LGBTQ communities, and from people with disabilities.
We thank you for your interest in Dig Insights, however, only candidates who are chosen for an interview will be contacted.
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Top Benefits
About the role
Dig Insights unites strategy, human understanding, and technology to help brands move decisively, in a world that won’t wait. We work with insights and marketing professionals at some of the world’s most well-loved brands, powering their brand and innovation decision-making. Dig One is our agile technology platform, used by our people and our clients, to deliver smarter and faster decisions.
Our clients span verticals including CPG, QSR, retail, technology, financial services, and telecommunications. Our work is led by a team of over 250 strategists, insights consultants, developers, and data scientists. We work for a global client base out of offices in Toronto, Chicago, London, and Singapore.
Since we started in 2010, we’ve been focused on setting a new standard for the insights industry – challenging the traditional model and building for what comes next. That means hiring people who are bright, creative, resourceful, and kind. People who succeed at Dig are curious, question established norms and are passionate about helping our clients to move their businesses forward. If you want to join a team that takes themselves just seriously enough to produce great work, we’d love to welcome you.
As we continue to grow, both geographically and in our expertise, we are looking for people who want to join a high-growth and highly collaborative company.
About the Role As our Strategic Quality Assurance Lead, you won’t just manage processes—you will own the entire quality ecosystem of our platform. We are looking for a heavy-hitting, senior profile who brings immediate initiative, acts as a strategic partner to engineering and product, and builds a long-term foundation for excellence. In this role, leadership goes beyond day-to-day oversight. You will strategically architect and deploy QA resources to ensure that every sprint compounds the long-term quality, stability, and velocity of the product. If you are a proactive problem-solver who challenges the status quo and treats quality as a core business driver, you will thrive here.
Core Responsibilities Strategic Quality Ownership: Define, champion, and execute the overarching quality vision for our entire platform, ensuring QA strategy directly aligns with business and product goals. Resource & Quality Compounding: Strategically manage, scale, and mentor the QA team, optimizing resource allocation to build compounding technical debt reduction and sustainable quality over time. Proactive Problem Solving: Actively identify systemic bottlenecks in the development lifecycle and independently bring structured solutions, frameworks, and modern methodologies to the table. Cross-Functional Alignment: Partner deeply with Engineering and Product leadership to instill a "culture of quality" early in the product lifecycle, influencing roadmap decisions with quality metrics. Automation & Architecture Strategy: Oversee the evolution of our automated testing frameworks, shifting the team toward high-impact automation while maintaining tactical balance with manual exploration where necessary. Metrics & Visibility: Establish clear, meaningful quality KPIs and deliver strategic analysis reports to the executive leadership team to drive data-backed operational improvements.
Experience, Skills, and Requirements Senior Technical Leadership: Minimum of 5+ years of experience in software quality assurance, with a proven track record of owning QA strategy and managing/growing high-performing teams. Strategic Mindset: Proven ability to look at software delivery through a macro lens, balancing immediate release deadlines with long-term platform health. Initiative & Execution: A history of successfully introducing new testing methodologies, CI/CD integrations, or organizational processes from scratch without waiting for a directive. Advanced Automation Mastery: Deep hands-on experience designing, implementing, and scaling modern test automation frameworks (e.g., Cypress, Playwright). Communication & Influence: Exceptional interpersonal skills with the ability to articulate risk, negotiate quality gates, and influence engineering practices across cross-functional teams.
Nice to Have Engineering Background: Proficiency in programming languages (e.g., JavaScript/TypeScript, Python) with a background in software development. Performance & Security: Experience implementing performance, load, and security testing into the automated deployment pipeline. BS/MS degree in Computer Science, Engineering, or a related technical field.
Work Perks: A hybrid-remote work environment, where employees have the flexibility to work remotely or from one of our offices Unlimited vacation policy Reimbursement for health and wellness classes/memberships and continuous learning RRSP / 401K employer matching program Offices in Toronto and Chicago, located steps to public transportation in the downtown core Regular social events such as charity poker nights, trivia events, team building days, and more!
To find out more about us visit us at www.diginsights.com & www.upsiide.com
Our culture is built on 5 core values: Energy, Excellence, Evolution, Equality and Empathy. We believe that our success is dependent on the diverse talents, skills, and ideas of its staff. We are committed to creating an inclusive work environment and encourage applications from all qualified candidates including those in the BIPOC and LGBTQ communities, and from people with disabilities.
We thank you for your interest in Dig Insights, however, only candidates who are chosen for an interview will be contacted.