Sr Director, Enterprise Ai
$208k - $260k per yearDynatrace
Your role at Dynatrace
The Senior Director of Enterprise AI is accountable for defining, governing, and scaling Dynatrace's enterprise AI strategy to drive measurable productivity, operational efficiency, and competitive advantage across the organization. This role operates at the intersection of business strategy, applied AI, and organizational capability, translating a rapidly evolving technology landscape into a clear, enterprise-wide AI agenda with multi-year impact.
Enterprise AI Strategy and Roadmap
Partner with the VP of AI, Data & Collaboration and executive stakeholders to define, refine, and operationalize Dynatrace’s enterprise AI strategy, ensuring alignment with company priorities and measurable business outcomes.
Develop a forward-looking perspective on generative AI, agentic systems, and workflow automation, translating market and technology shifts into practical strategic direction for the enterprise.
Own the enterprise AI roadmap by identifying, prioritizing, and sequencing initiatives across Operations, Sales, Finance, HR, Legal, Marketing, and IT based on business value, feasibility, and risk.
Lead portfolio-level build, buy, and partner decisions by evaluating SaaS vendors, platform integrations such as ServiceNow, Salesforce, and SAP, and custom-build trade-offs;
bringing well-reasoned recommendations to executive leadership.
Use Dynatrace’s observability platform as a strategic advantage to monitor, measure, and continuously improve the reliability, performance, and business impact of internally deployed AI solutions.
AI Governance and Responsible AI
Mature and own Dynatrace’s enterprise AI governance framework, including acceptable use policies, risk tiering, human-in-the-loop thresholds, and decision authority standards for AI systems across the organization.
Partner with Legal, Risk, Security, Compliance, and Works Council stakeholders to ensure AI deployments meet requirements for data privacy, regulation, security, and labor co-determination.
Design AI risk assessment processes that enable responsible adoption at speed, creating guardrails that protect the organization without slowing practical innovation.
Define data usage policies, model transparency expectations, and audit standards so Dynatrace can demonstrate responsible AI practices to regulators, customers, employees, and internal stakeholders.
Serve as the senior internal voice on AI ethics, fairness, and accountability, building confidence in how AI-enabled decisions are made, reviewed, and governed.
Organizational AI Capability and Maturity
Design and execute an enterprise AI enablement program that includes executive briefings, AI literacy workshops, department-level playbooks, and training curricula to raise AI maturity at every level.
Establish an AI Center of Excellence to standardize delivery practices, capture institutional knowledge, and scale proven AI patterns across departments and workflows.
Define and track enterprise AI maturity metrics, measuring adoption, capability growth, and the organizational shift toward AI-augmented work.
Executive Engagement and Value Realization
Serve as the primary AI thought leader and internal advisor to Dynatrace’s leadership, translating complex AI developments into clear strategic guidance and business cases.
Own portfolio-level AI value realization by defining success metrics such as productivity gains, cycle-time reduction, cost savings, and manual work eliminated;
build executive-facing ROI reporting and communicate impact on a regular cadence.
Stay current on emerging AI technologies, vendors, and industry practices, maintaining a strong external perspective that informs Dynatrace’s internal strategy.
What will help you succeedMinimum Requirements
12+ years of progressive experience in enterprise technology, AI/ML, or digital transformation leadership — with at least 3–5 years in a senior director or equivalent role with demonstrated portfolio ownership.
Preferred Requirements
Demonstrated success shaping and operationalizing enterprise AI strategies that drive measurable impact across global, cross-functional organizations.
Deep knowledge of modern AI technologies including large language models (LLMs), agentic frameworks, retrieval-augmented generation (RAG), vector databases, and automation platforms — with the credibility to evaluate vendor claims and guide architectural decisions.
Experience owning AI governance: building acceptable use policies, risk tiering frameworks, human oversight models, and working with Legal and Compliance on enterprise-wide guardrails.
Demonstrated experience building and leading high-performing teams — including hiring, developing, and retaining AI product managers and technical program leads.
Strong executive presence and communication skills: able to explain complex AI concepts to non-technical audiences, build business cases for AI investment, and present confidently to C-suite and board-level stakeholders.
Experience building AI centers of excellence, capability programs, or organizational enablement initiatives that measurably increased AI maturity.
Familiarity with enterprise platforms — ServiceNow, Salesforce, SAP, or similar — and an understanding of how AI capabilities are embedded within existing business systems and workflows.
Exposure to data platform architecture (Snowflake, medallion/lakehouse patterns, semantic layers) and how governed enterprise data enables AI at scale.
Track record of leading enterprise transformation through influence — driving adoption, managing change, and building cross-functional alignment without direct authority over every stakeholder.
Experience with build/buy/partner decisions at the portfolio level, including vendor evaluation, contract negotiation support, and post-implementation performance tracking.
Bonus: hands-on experience with observability or monitoring platforms — Dynatrace or similar — applied to AI system performance and reliability.
This is a remote eligible position out of Canada. Candidates are required to work EST hours for this position.
Why you will love being a Dynatracer
Dynatrace is a leader in unified observability and security.
We provide a culture of excellence with competitive compensation packages designed to recognize and reward performance.
Our employees work with the largest cloud providers, including AWS, Microsoft, and Google Cloud, and other leading partners worldwide to create strategic alliances.
You'll get to work at the forefront of innovation with Dynatrace Intelligence—the industry's first agentic operations system. Bringing together deterministic and agentic AI, it helps teams understand what's happening, why it matters, and what to do next— automatically.
Over 50% of the Fortune 100 companies are current customers of Dynatrace.
Compensation and RewardsDOE, salary $208K CAD - $260K CAD, plus Health, Dental, Life, STD, LTD, 401K, PTO. Total compensation may vary depending on candidate experience/education and location.
Dynatrace is an Equal Opportunity/Affirmative Action employer. All qualified applicants will receive consideration for employment without regard to race, sex, color, gender identity, religion, national origin, ancestry, citizenship, physical abilities, age, sexual orientation, creed, disability status, veteran status, pregnancy, genetic status, or any other characteristic protected by law.
#J-18808-Ljbffr
The Senior Director of Enterprise AI is accountable for defining, governing, and scaling Dynatrace's enterprise AI strategy to drive measurable productivity, operational efficiency, and competitive advantage across the organization. This role operates at the intersection of business strategy, applied AI, and organizational capability, translating a rapidly evolving technology landscape into a clear, enterprise-wide AI agenda with multi-year impact.
Enterprise AI Strategy and Roadmap
Partner with the VP of AI, Data & Collaboration and executive stakeholders to define, refine, and operationalize Dynatrace’s enterprise AI strategy, ensuring alignment with company priorities and measurable business outcomes.
Develop a forward-looking perspective on generative AI, agentic systems, and workflow automation, translating market and technology shifts into practical strategic direction for the enterprise.
Own the enterprise AI roadmap by identifying, prioritizing, and sequencing initiatives across Operations, Sales, Finance, HR, Legal, Marketing, and IT based on business value, feasibility, and risk.
Lead portfolio-level build, buy, and partner decisions by evaluating SaaS vendors, platform integrations such as ServiceNow, Salesforce, and SAP, and custom-build trade-offs;
bringing well-reasoned recommendations to executive leadership.
Use Dynatrace’s observability platform as a strategic advantage to monitor, measure, and continuously improve the reliability, performance, and business impact of internally deployed AI solutions.
AI Governance and Responsible AI
Mature and own Dynatrace’s enterprise AI governance framework, including acceptable use policies, risk tiering, human-in-the-loop thresholds, and decision authority standards for AI systems across the organization.
Partner with Legal, Risk, Security, Compliance, and Works Council stakeholders to ensure AI deployments meet requirements for data privacy, regulation, security, and labor co-determination.
Design AI risk assessment processes that enable responsible adoption at speed, creating guardrails that protect the organization without slowing practical innovation.
Define data usage policies, model transparency expectations, and audit standards so Dynatrace can demonstrate responsible AI practices to regulators, customers, employees, and internal stakeholders.
Serve as the senior internal voice on AI ethics, fairness, and accountability, building confidence in how AI-enabled decisions are made, reviewed, and governed.
Organizational AI Capability and Maturity
Design and execute an enterprise AI enablement program that includes executive briefings, AI literacy workshops, department-level playbooks, and training curricula to raise AI maturity at every level.
Establish an AI Center of Excellence to standardize delivery practices, capture institutional knowledge, and scale proven AI patterns across departments and workflows.
Define and track enterprise AI maturity metrics, measuring adoption, capability growth, and the organizational shift toward AI-augmented work.
Executive Engagement and Value Realization
Serve as the primary AI thought leader and internal advisor to Dynatrace’s leadership, translating complex AI developments into clear strategic guidance and business cases.
Own portfolio-level AI value realization by defining success metrics such as productivity gains, cycle-time reduction, cost savings, and manual work eliminated;
build executive-facing ROI reporting and communicate impact on a regular cadence.
Stay current on emerging AI technologies, vendors, and industry practices, maintaining a strong external perspective that informs Dynatrace’s internal strategy.
What will help you succeedMinimum Requirements
12+ years of progressive experience in enterprise technology, AI/ML, or digital transformation leadership — with at least 3–5 years in a senior director or equivalent role with demonstrated portfolio ownership.
Preferred Requirements
Demonstrated success shaping and operationalizing enterprise AI strategies that drive measurable impact across global, cross-functional organizations.
Deep knowledge of modern AI technologies including large language models (LLMs), agentic frameworks, retrieval-augmented generation (RAG), vector databases, and automation platforms — with the credibility to evaluate vendor claims and guide architectural decisions.
Experience owning AI governance: building acceptable use policies, risk tiering frameworks, human oversight models, and working with Legal and Compliance on enterprise-wide guardrails.
Demonstrated experience building and leading high-performing teams — including hiring, developing, and retaining AI product managers and technical program leads.
Strong executive presence and communication skills: able to explain complex AI concepts to non-technical audiences, build business cases for AI investment, and present confidently to C-suite and board-level stakeholders.
Experience building AI centers of excellence, capability programs, or organizational enablement initiatives that measurably increased AI maturity.
Familiarity with enterprise platforms — ServiceNow, Salesforce, SAP, or similar — and an understanding of how AI capabilities are embedded within existing business systems and workflows.
Exposure to data platform architecture (Snowflake, medallion/lakehouse patterns, semantic layers) and how governed enterprise data enables AI at scale.
Track record of leading enterprise transformation through influence — driving adoption, managing change, and building cross-functional alignment without direct authority over every stakeholder.
Experience with build/buy/partner decisions at the portfolio level, including vendor evaluation, contract negotiation support, and post-implementation performance tracking.
Bonus: hands-on experience with observability or monitoring platforms — Dynatrace or similar — applied to AI system performance and reliability.
This is a remote eligible position out of Canada. Candidates are required to work EST hours for this position.
Why you will love being a Dynatracer
Dynatrace is a leader in unified observability and security.
We provide a culture of excellence with competitive compensation packages designed to recognize and reward performance.
Our employees work with the largest cloud providers, including AWS, Microsoft, and Google Cloud, and other leading partners worldwide to create strategic alliances.
You'll get to work at the forefront of innovation with Dynatrace Intelligence—the industry's first agentic operations system. Bringing together deterministic and agentic AI, it helps teams understand what's happening, why it matters, and what to do next— automatically.
Over 50% of the Fortune 100 companies are current customers of Dynatrace.
Compensation and RewardsDOE, salary $208K CAD - $260K CAD, plus Health, Dental, Life, STD, LTD, 401K, PTO. Total compensation may vary depending on candidate experience/education and location.
Dynatrace is an Equal Opportunity/Affirmative Action employer. All qualified applicants will receive consideration for employment without regard to race, sex, color, gender identity, religion, national origin, ancestry, citizenship, physical abilities, age, sexual orientation, creed, disability status, veteran status, pregnancy, genetic status, or any other characteristic protected by law.
#J-18808-Ljbffr
Vacancy posted 44 minutes ago
Similar jobs that could be interesting for youBased on the Sr Director, Enterprise Ai in Winnipeg, MB vacancy
- ...and significant sustained investment in AI, Patra partners with agencies, brokers, MGAs... ...Architecture function establishes the enterprise architecture, platforms, governance, and... ...Data Architecture function, operating at a Sr. Director-level scope with responsibility for its strategy...Senior
- Lead enterprise AI architecture at Sun Life, shaping Generative AI and Agentic AI strategy across global operations in a hybrid model. Define standards, roadmaps, and governance for responsible scale.As Director, Domain Enterprise Architect, you will serve as Sun Life’s senior...Senior
- Transform AI delivery across Cenovus by leading enterprise prioritization, capacity management, and value characterization from the Calgary-headquartered energy... ...Reporting to Business Transformation leadership, this Director turns enterprise priorities into an AI program...Suggested
- Establish enterprise Responsible AI architecture principles.You are as unique as your background, experience and point of view. Here, you’ll be encouraged... ...around the world.Job Description: Role Summary The Director, Domain Enterprise Architect (Artificial Intelligence - AI)...SeniorLong term contractWork at officeFlexible hours
- ...nesto, Canada's leading digital mortgage lender, is hiring a Director of AI Delivery to lead Maestro deployments across bank clients. This hybrid role is based in Toronto or Montreal with occasional travel. You will own the end-to-end delivery plan, chair evaluation reviews...Suggested
- ...Sun Life is seeking a Director, Domain Enterprise Architect (AI) to lead the enterprise AI architecture domain. You will shape strategy, standards, roadmaps, governance, and investments to scale AI responsibly across global operations. You will partner with business and...
- Amii, based in Edmonton, is seeking a Director of Business Development to lead a high-performance KAM team, drive pipeline velocity, and personally close strategic partnerships. This data-driven leader translates market insights into high-converting opportunities while maintaining...
- ...organizations on audit, tax, and advisory work. Their Data & AI practice is one of the fastest growing parts of... ...put AI to work at scale. They are looking for a Director to lead the growth and delivery of Google Gemini Enterprise solutions, owning client engagements from AI...Senior
- ...firms to lead the growth and delivery of Google Gemini Enterprise solutions. You will own client engagements from AI strategy through enterprise-wide implementation... ...to build and take joint offerings to market. As Director, you will guide AI strategy, design governance, and...Senior
$250k - $283k per year
...RoleAs a CBRE Alliance Senior Director, you are the architect of our most... ...of operational excellence and enterprise growth, orchestrating the teams... ...to apply for ERS. Applicant AI Use DisclosureWe value human... ...being offered for the Alliance Sr Director position is between $250...SeniorLong term contractWork at office- ....Ignite your future with IMAX.About the Role:We are seeking a Sr. Manager, Enterprise Transformation to drive cross-functional initiatives that accelerate... ...fuel growth, and leverage emerging technologies — especially AI — to create lasting competitive advantage.The role combines...SeniorInternshipLocal area
- Our CompanyGet AI-powered advice on this job and more exclusive features. A fast-growing start-up headquartered in San Francisco... ...be a middleman, Result-driven Position: Senior Sales Director - Fintech Enterprise FocusWe are seeking a highly experienced Senior Sales...SeniorLong term contractFull timeContract workLocal areaWorldwide
$140k per year
...use your skills with us and contribute to something meaningful and enduring. The OpportunityWe are seeking a Senior Manager, Enterprise Architecture to join our Information Technology organization, based in Toronto/Sudbury, ON. This is a permanent, hybrid...SeniorPermanent employmentWork at office- ...About the Role: As a CBRE Alliance Senior Director, you are the architect of our most strategic client partnerships. You operate at the nexus of operational excellence and enterprise growth, orchestrating the teams and processes that transform mission-critical relationships...SeniorLong term contract
- A career as a Senior Director, Enterprise Architecture & Ontology within the Enterprise Architecture team at National Bank means acting as the Senior Director responsible for Enterprise Architecture and Integrated Enterprise Knowledge. It means contributing to the definition...SeniorFlexible hours
$162.89k - $183.26k per year
Job DescriptionDirector, Enterprise Applications Office of the Chief Information Officer, Corporate... ...to the Chief Information Officer, the Director, Enterprise Applications will shape... ...open job competitions and does not use AI technology in any part of the recruitment...SeniorLong term contractFull timeWork at officeFlexible hours2 days per week- ...of employees. We are looking for a Senior Director, Product Management, Payroll to own the strategy... ...strategic direction for payroll, using AI as a lever both in the product and in how... ...track record bringing AI to market in enterprise products: identifying high-value use cases...Senior
- ...keep reading. You'll also lead Product Marketing, including our Director, Product Marketing & Editorial, so the story we tell in a TV spot... ...power of retention/churn/reactivation. A point of view on how AI is changing brand & creative production, content and discovery (...SeniorFreelanceInternshipManual laborWork at officeRemote workShift workDay shift
- Director of Sales, Enterprise based in Canada. The Director of Sales, Enterprise will lead enterprise revenue growth across North America, driving new business acquisition and expanding relationships with strategic customers. This leadership role combines sales strategy,...SeniorFull timeContract workInternshipRemote work
$140k - $155k per year
The Greater is looking for a Sr. Director, Strategy & Foresight to join our team. This is a senior strategy role for someone who understands... ...: The Greater is a strategy consulting firm and social enterprise with a deep specialization in sport and entertainment. We help...SeniorAfternoon shift3 days per week- The Opportunity Associated Engineering, a proudly Canadian, Employee‑owned Company is seeking an experienced and dedicated Director, Enterprise Application to join our team in our Vancouver office. The Director, Enterprise Applications provides strategic, architectural, operational...SeniorLong term contractContract workInternshipWork at officeLocal areaFlexible hours
- Lead enterprise sales transformation from Mississauga, using strategic leadership and AI-enabled offerings to modernize commercial growth. This permanent role is hybrid, requiring two to three office days weekly.As Director of Sales, you will own revenue performance across a...SeniorPermanent employmentWork at office
- Shape enterprise applications at CAA Club Group through portfolio leadership, architecture decisions... ...cloud-native technology modernization.As Director of Application Delivery and Support, you... ...cloud, containers, microservices, and AI-enabled capabilitiesRequirements: Proven...
- Lead enterprise data governance at Nutrien, strengthening data ownership, quality, and controls globally. Shape standards supporting analytics, AI, and digital products.Reporting to the Senior Director, Data Office, this director-level role builds and leads Nutrien’s global...SeniorWork at office
- ...all stakeholders. Help us raise the expectation of what an agriculture company can be and grow your career with Nutrien. The Senior Director, Aviation Operations is an active flying leadership role and the successful candidate will be expected to maintain flight currency...Senior
- What You'll Be Doing As a member of CIBC's Enterprise Services Engineering team, you'll play a key role in shaping and supporting our enterprise scheduling capabilities.As an Enterprise Scheduling Engineer, you'll provide technical leadership, standards, and best practices...SeniorRemote work
- ...shapes what we build next.ABOUT THE ROLE: The Starlink Enterprise Sales team is hiring a results-driven Sr. Sales Manager to drive Starlink adoption across... ...This role reports directly into the Enterprise Sales Director - Canada and will play a key part in building Starlink...SeniorRelocationWeekend work
- ...organizations manage quality and compliance worldwide. About the RoleWe are seeking an experienced, results-driven Director of Sales, Enterprise to lead and grow our enterprise sales business across North America. In this role, you will be responsible for driving...SeniorContract workInternshipWorldwide
- ...encouraged, talent and teamwork are celebrated, and results and success are rewarded. We have an opening for a full-time Senior Director of Finance position in our head office located in Richmond, BC. This position will report to the CEO. This is a hybrid position,...SeniorOngoing contractLong term contractFull timeFor contractorsWork at officeRemote work
- What is the Opportunity?The Sr. Director, Nuclear Fabrication is the executive leader accountable for defining and delivering Aecon’s nuclear fabrication strategy and performance across Canada and the U.S. This role owns end‑to‑end fabrication capability—market positioning,...SeniorLong term contractContract workLocal area
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Sr Director, Enterprise Ai. Be the first to apply!
Related searches
- business strategy manager Winnipeg, MB
- directeur général d'entreprise Winnipeg, MB
- business director Winnipeg, MB
- business manager Winnipeg, MB
- business continuity manager Winnipeg, MB
- chargé d'affaires Winnipeg, MB
- directeur commercial Winnipeg, MB
- business project manager Winnipeg, MB
- business relationship manager Winnipeg, MB
- IT business relationship manager Winnipeg, MB

