
Thoughtworks
Chicago, Illinois, USA
10,001+ employees Employees
Offering Lead (Data and AI)
Toronto
Posted on Feb 13, 2026
Job Description
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.
Job responsibilities Market & offering Sensing demand across key accounts and markets. Sharpening positioning, narratives, and “plays” for the offering. Partnering with Marketing and global Data and AI to evolve assets, demos, and stories. Pipeline & pursuits Qualifying opportunities for SPARK involvement. Assigning Offering Architects/strategists and setting pursuit strategy.
Leading solution/value shaping and proposal storyline. Coordinating with sales, Deal Desk, and SPARK leadership on major deals. Client & partner engagement Building executive relationships in priority accounts. Leading high‑stakes conversations that connect modernization/platform journeys to business outcomes. Working with partners (e.g., hyperscalers, modernization partners) where they are integral to the offering’s story.
Internal leadership Co‑shaping CXPD strategy and operating model. Running enablement and communication rhythms for the offering Ensuring knowledge, case studies, and SOW patterns are captured and reused. Job qualifications Technical Skills 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.
Professional Skills 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).
Other things to know Learning & Development There 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. About Thoughtworks 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. #LI-Onsite Salary Benefits: https://www.thoughtworks.com/en-ca/careers/benefits Salary$159,000—$309,000 CADSee here our AI policy.
About Thoughtworks
Thoughtworks is a global technology consultancy that integrates strategy, design and engineering to drive digital innovation. For 28+ years, our clients have trusted our autonomous teams to build solutions that look past the obvious.
Here, computer science grads come together with seasoned technologists, self-taught developers, midlife career changers and more to learn from and challenge each other. Career journeys flourish with the strength of our cultivation culture, which has won numerous...
Job overview
Employment type
Full Time
Experience level
Senior
Work type
On Site
Department
1Y_TWCAD SL DATA
Posted
on Feb 13, 2026
Financials
Type
private
Annual Revenue
--
Market Cap
--
Amount Raised
--
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