About the group:

Branch is looking for a Principal Product Operations leader with a proven background building scalable processes and growing high-performing teams in a SaaS environment.

This newly created opportunity reports directly to the VP of Product and owns all product operations to drive operational excellence. The ideal candidate brings a demonstrated ability to work horizontally and vertically across the organization — bridging product, data, engineering, and customer-facing teams through strong cross-functional partnerships.

In this role, you will lead cross-functional initiatives and will be responsible for designing and optimizing the end-to-end product development lifecycle, leveraging AI-powered tools and workflow automation to accelerate delivery, eliminate process bottlenecks, and surface actionable insights from data. This includes integrating AI into how we synthesize customer feedback, track roadmap health, and enable teams to make faster, better-informed decisions.

This position sits at the intersection of operational efficiency, customer-centricity, and intelligent automation — ensuring our product teams are equipped to move with speed and precision in a rapidly evolving landscape.

Key Responsibilities

• Build and scale the Product Operations function, including establishing how AI tools augment each operational role and where automation can reduce manual coordination overhead.
• Define and execute the strategic vision for product operations, establishing frameworks that enable product-led growth and operational excellence at scale — with a deliberate roadmap for how AI adoption evolves across the product org over time.
• Own end-to-end product lifecycle operations including planning processes, prioritization frameworks, delivery mechanisms, and post-launch measurement systems .
• Identify, pilot, and operationalize AI-powered tools and agentic workflows across product, engineering, and design teams, evaluating where AI can handle execution, so teams focus on higher-order decision-making.
• Lead cross-functional initiatives spanning product, engineering, GTM, and customer success to accelerate time-to-market and improve feature adoption, using automated coordination and shared intelligence layers to reduce friction across team boundaries.
• Design and operationalize a Voice of the Customer program that integrates quantitative and qualitative signals, including in-app analytics, support data, user research, and revenue impact, and deploy AI to continuously synthesize that signal at scale into prioritized, actionable product insights.
• Partner with Product Leadership and the executive team on strategic planning, resource allocation, and portfolio management decisions.
• Own product knowledge management, ensuring internal teams and customers understand product capabilities and roadmap direction, including building AI-assisted tools for self-serve knowledge access and employee onboarding.
• Establish and report on operational health metrics including delivery predictability, cycle times, adoption rates, and team efficiency indicators, instrumenting dashboards and alerting systems that surface anomalies automatically and reduce reliance on manual reporting.
  
  

You’ll be a good fit if you have:

Required:

• 12+ years in product management, product operations, technical program management, or strategy roles, with 6+ years leading operations or cross-functional teams in a B2B SaaS environment.
• Deep domain expertise in B2B SaaS product operations, preferably in adtech, martech, developer tools, or infrastructure platforms, with an understanding of how AI is reshaping product development cycles and team operating models in these spaces.
• Demonstrated success implementing organization-wide process transformations and change management in companies with 300+ employees or high-growth environments. Experience driving adoption of AI-powered tooling and workflows at scale.
• Strong executive presence with the ability to act as a translator between technical and business stakeholders, influencing leadership decisions and driving alignment across competing priorities using clear, data-backed narratives.
• Hands-on proficiency with the modern product stack: analytics platforms (Amplitude, Mixpanel), collaboration and roadmapping tools (Linear, Jira, Productboard), experimentation frameworks, and data warehousing — plus working familiarity with AI and automation platforms (n8n, Zapier, Make, or comparable tooling).
• Practical AI fluency: experience deploying AI/ML workflows into product development processes, building or shipping products with AI capabilities, and a working understanding of core concepts (LLMs, agents, RAG, prompt engineering) sufficient to evaluate tools, guide implementation, and hold technical teams accountable.
• Proven track record of establishing metrics-driven cultures. Experience designing dashboards, goal frameworks, and operational reporting that surface actionable insights at the leadership level, with increasing emphasis on AI-assisted anomaly detection and automated reporting pipelines.
• Strategic systems thinker who can redesign workflows from a zero-based, outcome-first perspective rather than automating legacy processes. Focus on translating business objectives into operational frameworks while remaining hands-on when needed.
• Exceptional communication skills with the ability to distill complex operational challenges into clear narratives for technical and non-technical audiences.
• Experience leading in fast-paced, high-ambiguity environments with shifting business needs, with particular comfort managing the pace of change that comes with integrating rapidly evolving AI capabilities into existing team workflows and product processes.

This role is 100% remote in Canada. This role does not qualify for relocation or visa sponsorship. 

In accordance with applicable law, the following represents a reasonable estimated compensation range for this role: the estimated pay range for this role, if based in Canada is 175,000 CAD to 227,000 CAD. Please note that this information is provided for those hired in Canada only. Compensation for candidates outside of Canada will be based on the candidate’s specific work location. Actual compensation will be determined based on skills, experience, and geographic location and may be more or less than the amount shown above. This role additionally includes a 10% annual bonus tied to company goals. 

The Team:

Our Business Applications and Analytics team plays a pivotal role in driving business success through data-driven decision-making and operational excellence. This dynamic team manages enterprise-wide applications, including ERP, CRM, and BI systems. By harnessing the power of data and advanced analytical tools, we provide valuable insights that inform strategic initiatives, optimize processes, and enhance overall performance.  

Position Overview:  

Diligent is ‘All-In’ on AI and is seeking a dynamic and strategic AI leader to join our team as an AI Solutions Architect. As part of the Business Applications and Analytics team, this crucial role is designed to accelerate our Internal AI capabilities across multiple business functions, including Marketing, GTM/Sales, Customer Success & Support, Finance, HR, Legal, and Product and Engineering teams. 

The primary goal of this position is to identify, prototype, deploy, and scale AI technologies and solutions that drive greater operational efficiency and effectiveness. The ideal candidate will be a technically adept individual with business acumen, able to bridge the gap between robust technical implementations and business needs, with the ability to partner with various business leaders to spot and act on opportunities for AI-driven transformation and innovation. 

Key Responsibilities:

• Partner with business leaders to understand challenges, identify AI opportunities, and implement effective AI/GenAI solutions.
• Lead the ideation, prototyping, deployment, and scaling of AI/GenAI technologies and agentic solutions tailored to business needs.
• Develop and communicate strategic frameworks and roadmaps for AI initiatives aligned with business goals.
• Champion best practices in AI/ML and GenAI development—including responsible AI, privacy, security, and ethical guidelines.
• Collaborate with cross-functional teams to integrate AI tools within core business processes, ensuring seamless, high-value adoption.
• Stay abreast of AI best practices, tools, and methodologies and introduce them to the organization.
• Drive AI and Data literacy across the company through training, workshops, and continuous education initiatives.
• Ensure compliance with data protection and privacy regulations in all AI implementations.
• Monitor and evaluate the performance and effectiveness of AI solutions and continually refine them.
• Collaborate with stakeholders to define and achieve key performance indicators (KPIs) and return on investment (ROI) for AI projects.
• Advocate and implement AI ethical guidelines and best practices.

Required Qualifications:

• Solid Foundations: Bachelor’s degree in Computer Science, AI/ML, Data Science, or a related technical field.
• Practical Tinkerer: 5+ years in a technical role (software, data, DevOps, etc.), with hands on experience building end-to-end prototypes using GenAI tools (GPTs, Hugging Face, open-source LLMs, LangChain, Scikit-learn, etc.).
• Curious Explorer: Demonstrates a hands-on approach to learning in prompt-engineering, fine-tuning, RAG pipelines, or API Integrations, with a commitment to rapid failure, iteration, and sharing findings.
• Data Wrangler: Possesses the ability to source, clean, and transform raw data, including spreadsheets, logs, APIs, or CRM exports, into structured inputs for AI experiments and prototypes.
• Code Crafter: Capable of writing scripts or small applications to connect models, cloud services, or data sources. Prior experience with TensorFlow, PyTorch, Azure, AWS, or GCP is beneficial, but willingness to learn is equally important.
• Business Translator: Experienced as a technical sales engineer or solutions consultant, capable of turning AI experiments into compelling stories and metrics that resonate with non-technical stakeholders.
• Responsible AI Mindset: Demonstrated experience in addressing privacy, security, bias, and ethics in professional work, with a strong familiarity with industry-specific data privacy, AI ethics, and compliance requirements.
• Team Player: Essential qualities include clear communication and a growth mindset, as you will collaborate with marketers, sales professionals, engineers and leaders.

Preferred Qualifications:

• Demonstrates strong knowledge of AI use cases, including NLP, computer vision, data analytics, predictive modelling, and translating technical capabilities into business value, along with proficiency in large language models (LLMs), prompt engineering, RAG architectures, MLOps, LLMOps, and GenAI application deployment.
• Advanced programming and data engineering skills, with Python preferred, and experience in cloud-based AI solutions (AWS, GCP, Azure).
• Ability to architect and deploy enterprise-scale AI solutions, collaborating across sales, product, and implementation teams to ensure adoption and measurable ROI.
• Strategic thinker with strong analytical and problem-solving skills, capable of driving measurable business outcomes through AI/GenAI.