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BrainStation

Strategist, Enterprise

Toronto, ON, Canada

Experience: 2–4 years of professional experience in a client-facing role, with exposure to enterprise or corporate clients; experience in consulting, strategy, or advisory roles is a plus
Posting language: English
Posted: Sep 30, 2026

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Original job description

About the Role

As a 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 support senior leaders as they explore 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. You will help clients understand where they stand today, define 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 explain what they mean for a business leader. Working across our teams, you will support discovery, help shape engagements, contribute to workshops, produce the materials that carry an engagement from first conversation to committed program, and help grow the relationships you work on. You will bring a consultant's discipline to this work: you are comfortable working with executives, you can help turn an ambiguous business problem into a structured point of view, and you hold a high standard for the quality of what you produce.

Responsibilities

Build relationships with C-suite executives, business leaders, and the leaders of AI, Product, Marketing, Design, and Data teams, and open strategic conversations about how their organizations build enterprise-wide AI capability
Serve as a day-to-day point of contact for your clients, guiding them through opportunity discovery, keeping them informed and supported throughout the engagement, and helping identify where the relationship can grow
Learn each client's business model, digital operating context, and competitive pressures well enough to recognize where new capability would materially change how their teams perform
Support discovery and current-state assessment across people, process, and technology, including stakeholder interviews, capability and maturity assessments, and analysis of how work gets done
Contribute to the design of target-state capabilities, digital operating models, and ways of working, and help clients sequence the change into a credible transformation roadmap
Contribute to our advisory work on digital and AI innovation, including how AI is changing products, customer experience, and competitive dynamics within a client's industry
Help design, facilitate, and coordinate executive workshops and working sessions that produce decisions and momentum
Structure and author proposals, executive presentations, business cases, and engagement documentation to a standard a senior client audience expects, and support pursuits and follow-on opportunities
Track the AI, digital, and innovation landscape, contribute to BrainStation's point of view, and use our thought leadership platform and events to open new conversations with the market

Requirements

Bachelor's degree or equivalent professional experience
2–4 years of professional experience in a client-facing role, with exposure to enterprise or corporate clients; experience in consulting, strategy, or advisory roles is a plus
Ability to structure complex, ambiguous business problems and communicate a clear point of view
Strong communication skills and a professional presence, with experience working alongside senior stakeholders
Excellent attention to detail, strong organizational skills, and the ability to manage multiple engagements and 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 $70,000 to $80,000. 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.

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More about this job

Responsibilities

You will build relationships with C-suite executives to help organizations develop enterprise-wide AI capabilities and digital operating models. Additionally, you will lead discovery sessions, design transformation roadmaps, and facilitate executive workshops to drive strategic decision-making.

Requirements

Candidates must have a bachelor's degree and 2–4 years of professional experience in a client-facing, consulting, or advisory role. Strong communication skills, the ability to structure ambiguous business problems, and a genuine interest in AI and digital transformation are required.

Skills

Strategic Planning
AI Strategy
Digital Transformation
Business Analysis
Stakeholder Management
Executive Communication
Project Management
Workshop Facilitation
Change Management
Data Analysis
Consulting
Product Strategy
Market Research
Business Case Development

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

Visa sponsorship

Not detected in the job text

Keywords

AI
Digital Transformation
Consulting
Strategy
C-suite
Enterprise
Operating Models
Stakeholder Interviews
Business Cases
Innovation
Customer Experience
Data
Product
Marketing
Design
Change Management
Roadmap
Discovery
Workshops
Thought Leadership
Professional Services
Capability Assessment
Maturity Assessment
Client-facing
Hybrid Work

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