Lead the Data and AI offering across North America by shaping go‑to‑market strategy, qualifying and driving pursuits, influencing solution and proposal design, building executive client relationships, enabling staffing and delivery alignment, and maturing offering assets, playbooks, and internal enablement to drive measurable business outcomes and expansion.
The Data and AI Offering Lead is an expert on Data Modernization focused on building and growing a portfolio of work across North America.
They act as a “leader among leaders” on Data and AI pursuits and engagements, shaping opportunities, influencing delivery, and ensuring the offering delivers measurable business outcomes for clients and for Thoughtworks.
- Market sensing & go‑to‑market
- Track market demand patterns and portfolio performance for Data and AI offerings; identify priority accounts and sectors aligned to Thoughtworks Strategy.
- Define and refine the go‑to‑market strategy and narrative for the offering (positioning, messaging, value propositions, and “why now” story).
- Partner with marketing and global leaders to drive thought leadership, campaigns, and enablement content for the offering.
- Pipeline ownership & pursuit leadership
- Qualify pursuits for Data and AI involvement, ensuring they align to strategic priorities and the right offering(s).
- Lead offering positioning, solution shaping, remaining accountable for the overall pursuit strategy and outcomes.
- Lead or co‑lead the proposal strategy: structure the client storyline, articulate business value, and guide commercial shape in partnership with account leadership and sales.
- Ensure Data and AI deals have appropriate coaching and oversight (e.g., working with department leadership, marketing, finance and staffing).
- Client engagement & value articulation
- Build and deepen executive‑level client relationships in priority accounts, acting as a trusted advisor on all Data and AI Offerings.
- Build the technical and business world while developing a deep understanding of a Client’s strategy, structure and business model.
- Demonstrate thought leadership in Data Modernization applying industry trends, competitive landscape and Thoughtworks unique methodology to inform our clients product strategy and roadmaps.
- Solution, proposal & deal shaping
- Partner with solutions architects to shape solutions and scope.
- Validate delivery assurance (staffing, skills, accelerators, partners) and ensure alignment with the operating model and risk appetite before deals are taken to closure.
- Ensure proposals leverage Data and AI assets, accelerators, and playbooks and contribute back new learnings into the asset base.
- Staffing & mobilization influence
- Work with the Head of Service Line and staffing partners to propose optimal talent configurations for pursuits and engagements (roles, seniority mix, service‑line representation), aligned to Data and AI leverage guidance.
- Participate in pursuit staffing by identifying the right SMEs and pursuit team members; and in engagement staffing by helping pre‑align best candidates ahead of formal staffing cycles.
- Delivery awareness & expansion
- Stay informed on delivery for Data and AI engagements aligned to their offering (progress, risks, scope changes, value realized) and use this insight to shape expansion opportunities.
- Partner with the Industry Markets on “land and expand” paths—using early wins to unlock follow‑on phases that deepen offering adoption.
- Offering evolution, content & enablement
- Own or co‑own the maturation of the offering in region (playbooks, demo scenarios, case studies, repeatable SOW patterns, pricing patterns).
- Lead internal enablement for their offering (e.g., market calls, Data and AI forums CLT briefings) to ensure sales, delivery, and partners understand what to sell, when, and how.
- Contribute to knowledge management: ensure content is discoverable, current, and aligned across internal and external audiences.
- Internal leadership & collaboration
- Operate as part of the Data and AI leadership team, helping shape strategy, targets, and operating model improvements.
- Collaborate closely with market sales, other service lines to design cross‑offering plays and to resolve pipeline, staffing, and account‑ownership tensions.
Technical SkillsProfessional Skills
Other things to know- You have a passion and perseverance for creating best in class software products that deliver outstanding customer experiences and business outcomes.
- Extensive experience in consultative sales, solution shaping, and/or account leadership within Product Development and Technology.
- Seasoned Data Modernization thinker with the ability to shape an engagement, translate into a roadmap with clear business and customer outcomes.
- Proven track record of leading complex pursuits and working as a peer with senior client stakeholders (VP/C‑suite) and internal leadership in a matrix environment.
- Demonstrated ability to influence without formal authority, orchestrate diverse teams (sales, delivery, partners), and maintain clarity under ambiguity.
- Excellent storytelling, facilitation, and negotiation skills, with comfort operating in high‑stakes, time‑boxed situations (RFPs, QBRs, executive workshops).
Learning & Development
About ThoughtworksThere is no one-size-fits-all career path at Thoughtworks: however you want to develop your career is entirely up to you. But we also balance autonomy with the strength of our cultivation culture. This means your career is supported by interactive tools, numerous development programs and teammates who want to help you grow. We see value in helping each other be our best and that extends to empowering our employees in their career journeys.
Thoughtworks is a dynamic and inclusive community of bright and supportive colleagues who are revolutionizing tech. As a leading technology consultancy, we’re pushing boundaries through our purposeful and impactful work. For 30+ years, we’ve delivered extraordinary impact together with our clients by helping them solve complex business problems with technology as the differentiator. Bring your brilliant expertise and commitment for continuous learning to Thoughtworks. Together, let’s be extraordinary.
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Salary
Benefits: https://www.thoughtworks.com/en-ca/careers/benefits
Salary
$159,000—$309,000 CAD
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Thoughtworks Toronto, Ontario, CAN Office
180 John Street, Toronto, Ontario, Canada, M5T 1X5
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