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Added 12 mins ago
TJ
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Added 12 mins ago
MF
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Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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We do not use AI in our recruitment process - applications are reviewed by our team to ensure a fair and personalized experience.
Added 12 mins ago
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Added 12 mins ago
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Added 12 mins ago
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BrainStation

Senior Strategist, Enterprise

Toronto, ON, Canada

Full-time

Apply About employer

Applications open in a new tab.

Job details

Job type: Full-time
Apply by: Dec 2, 2026
Posting language: English
Posted: Nov 2, 2026

Original job description

About the Role

As a Senior Strategist, Enterprise, you will work with global organizations as they transform for the AI era. Our clients are leaders in their industries, operating across markets worldwide, and we work with their C-suites and business leaders as well as the executives who run their AI, Product, Marketing, Design, and Data teams. The role operates on two fronts. First, you will help these enterprises build durable, organization-wide AI capability: the skills, processes, tools, and digital operating models their people need to work differently. On the second, you will advise senior leaders on the digital and AI innovation opportunities emerging in their industries, including how AI will reshape the products they build and the customer experiences they deliver.

This is transformation work, and at this level you will own significant parts of it. You will lead discovery, form the point of view on where a client stands and where they need to be, and shape the roadmap that gets them there. You follow developments in AI and digital technology closely and you can translate them into implications an executive will act on. Working across our teams, you will lead workstreams, facilitate workshops, produce the recommendations and materials that carry an engagement from first conversation to a committed program, and take an active role in growing your client relationships. You are comfortable leading conversations with executives, you can turn an ambiguous business problem into a structured point of view on your own, and you hold a high standard for the quality of the work.

Responsibilities

Build and deepen relationships with C-suite executives, business leaders, and the leaders of AI, Product, Marketing, Design, and Data teams, and lead strategic conversations about how their organizations build enterprise-wide AI capability
Act as a trusted advisor to your clients, leading them through opportunity discovery and managing the day-to-day relationship across the life of an engagement
Develop a deep understanding of each client's business model, digital operating context, and competitive pressures, and identify where new capability would materially change how their teams perform
Lead discovery and current-state assessment across people, process, and technology, and synthesize findings into a clear diagnosis
Lead the design of target-state capabilities, digital operating models, and ways of working, and sequence the change into a credible transformation roadmap
Develop and present our advisory point of view on digital and AI innovation, including how AI is changing products, customer experience, and competitive dynamics within a client's industry
Design and facilitate executive workshops and working sessions that produce decisions and momentum
Own the structure and quality of proposals, executive presentations, business cases, and engagement documentation to a standard a senior client audience expects
Contribute to BrainStation's point of view on the AI, digital, and innovation landscape through thought leadership, events, and client conversations

Requirements

Bachelor's degree or equivalent professional experience
3–6 years of professional experience in a client-facing role, with direct experience working with enterprise or corporate clients; experience in consulting, strategy, or advisory roles is a plus
Demonstrated ability to structure complex, ambiguous business problems independently and to develop and defend a clear point of view
Strong executive presence and communication skills, with a track record of presenting to and advising senior stakeholders
Experience leading client workshops, discovery sessions, or working sessions
Excellent attention to detail, strong organizational skills, and the ability to lead multiple workstreams concurrently
A genuine and current interest in AI, digital technology, and how organizations transform their capabilities and operating models
Genuine enthusiasm for in-person work and collaboration; this role follows a hybrid model with four or more days per week in the office
Willingness to travel globally for client work as required

Perks and Benefits

Mentorship Program
Comprehensive Health & Wellness Benefits Package
Retirement Planning
Parental Leave Program
Flexible Working Hours
Work from Home Flexibility
Service Recognition Programs
Socials, Outings & Retreats
Culture of Learning & Development

About BrainStation

BrainStation is the global leader in AI and digital skills training, trusted by the world's leading brands and over 40,000 professionals. Established in 2012, BrainStation empowers professionals and leading companies to build essential skills in AI, Data, Design, Marketing, and Product through live, expert-led training, and partners with organizations to build scalable, enterprise-wide AI capability.

BrainStation is committed to maintaining a diverse work environment and is proud to be an equal opportunity employer. All qualified applicants, regardless of race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status will receive consideration for employment. If you have any accessibility requirements or concerns regarding the hiring process or employment with us, please notify us so we can provide suitable accommodation.

The estimated compensation for this position is $85,000 to $100,000. This is an estimate and a compensation offer will vary based on the applicant's education, experience, skills, abilities, and alignment with market data.

While we sincerely appreciate all applications, only those candidates selected for an interview will be contacted.

Apply About employer

More about this job

Responsibilities

Build trusted relationships with enterprise executives and advise them on AI capability, digital innovation, and transformation opportunities. Lead discovery, assessments, workshops, workstreams, and roadmap development, while producing high-quality client materials and contributing to BrainStation's industry point of view.

Requirements

Requires a bachelor's degree or equivalent professional experience and 3–6 years in a client-facing role, ideally with enterprise clients and consulting, strategy, or advisory experience. Candidates should be able to structure ambiguous problems, advise senior stakeholders, lead workshops and multiple workstreams, and demonstrate current interest in AI and digital transformation; the role also requires at least four office days weekly and willingness to travel globally.

Skills

Strategic Advisory
AI Strategy
Digital Transformation
Enterprise AI Capability Development
Business Problem Structuring
Discovery and Current-State Assessment
Digital Operating Model Design
Transformation Roadmapping
Executive Communication
Workshop Facilitation
Proposal Development
Business Case Development
Workstream Leadership
Thought Leadership

Benefits

Mentorship Program
Health and Wellness Benefits
Retirement Planning
Parental Leave
Flexible Working Hours
Work-from-Home Flexibility
Service Recognition Programs
Social Events, Outings, and Retreats
Learning and Development

Visa sponsorship

Not detected in the job text

Keywords

Artificial Intelligence
Digital Technology
Enterprise AI Capability
Digital Transformation
Digital Operating Models
AI Innovation
Product Innovation
Customer Experience
Executive Advisory
C-Suite Engagement
Enterprise Clients
Discovery
Current-State Assessment
Target-State Capabilities
Transformation Roadmaps
People, Process, and Technology
Competitive Dynamics
Executive Workshops
Strategic Point of View
Business Cases
Proposals
Workstream Management
Thought Leadership
AI
Data
Design
Marketing
Product

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