Senior Director AI, Chief Revenue Organization
Role Overview
Hands-on technical leadership role directing design, engineering, and deployment of generative AI and machine learning across Sales, Marketing, and Customer Success.
Builds production-grade systems intended to drive pipeline growth, deal acceleration, retention, and operational efficiency.
Partners with Sales, Product, and Engineering leaders to translate AI into measurable business value.
Key Skills for This Role
Full Job Posting
Role summary
Hands-on technical leadership role directing design, engineering, and deployment of generative AI and machine learning across Sales, Marketing, and Customer Success.
Builds production-grade systems intended to drive pipeline growth, deal acceleration, retention, and operational efficiency.
Partners with Sales, Product, and Engineering leaders to translate AI into measurable business value.
AI delivery and engineering
- Deliver CRM and customer-workflow AI, including copilots, agents, RAG pipelines, and predictive models.
- Own the lifecycle from data sourcing and model development through evaluation, deployment, and monitoring.
- Guide training and fine-tuning pipelines; build inference systems, embedding pipelines, and vector database integrations.
- Set practices for CI/CD, experimentation, evaluation, and observability.
- Build agent systems for multi-step reasoning, tool use, and enterprise workflow orchestration; establish reusable agent and prompt practices.
Revenue impact and leadership
- Partner with go-to-market leaders on deal strategy and customer engagements; support pipeline growth, deal velocity, and account expansion.
- Translate AI capabilities into conversion, productivity, and customer-retention outcomes.
- Coordinate across Engineering, Data, Product, Sales, and Customer Success to align systems, data, and workflows.
- Lead and grow ML engineering, ML science, and AI architecture teams; establish high engineering standards and scalable delivery models.
Experience and expertise
- 12–15+ years in AI/ML, data science, or distributed systems engineering; 8+ years leading ML or AI engineering teams in platform or infrastructure environments.
- Track record delivering production-grade enterprise AI systems and partnering with Sales, Marketing, or Customer Success.
- Hands-on generative AI, LLM, prompt engineering, fine-tuning, RAG, and agentic AI experience.
- PyTorch or TensorFlow proficiency; cloud experience with AWS, GCP, or Azure and modern data stacks.
- Strong understanding of distributed systems, CI/CD, experimentation frameworks, and observability.
- Strategic and structured problem solving, business acumen, executive influence, and team-building ability.
Additional qualifications
- Salesforce or enterprise CRM experience, internal AI platform or developer tooling experience, and SaaS or enterprise software background are listed as additional attributes.
- Advanced degree in Computer Science, Machine Learning, or related field is listed; bachelor's degree is preferred.
Compensation
- Annual targeted base pay for Toronto is CAD 182,000–CAD 272,000; bonus and equity are not included in this range.
- The posting also lists annual ranges for Redwood City and Dallas in the United States.
- Posting states this is a backfill for an existing vacancy.
Benefits
- Benefits include an Employee Assistance Program and, in Canada, healthcare coverage, retirement or savings plans, vacation, and paid holidays, subject to plan terms and eligibility.
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