Vice President - Technology Advisory Partner

Thoughtworks•Chicago, IL

19h•$450,000 - $500,000•Hybrid

About The Position

Thoughtworks is building an AI-native Technology Advisory capability to help enterprise leaders make and execute better decisions at the intersection of strategy, technology, and AI. The Technology Advisor serves as a trusted advisor to senior executives, shaping critical decisions on growth, cost, risk, and transformation. The role combines strategic judgment, technical depth, and AI-enabled delivery, with accountability for measurable outcomes rather than recommendations alone. The position leads small, senior teams and uses AI to increase the speed and effectiveness of delivery. It involves advising CIOs, CTOs, and business leaders; framing problems around decisions, tradeoffs, and economic value; defining value-led technology strategies; and guiding AI adoption, governance, operating model transformation, and future-state technology roadmaps. The role also contributes to long-term client relationships, offer development, thought leadership, and the firm’s market positioning. Thoughtworks describes its work environment as hybrid, with regular travel expected for this industry domain leader role. The company offers career development through interactive tools, development programs, and supportive colleagues. Salary range: $450,000–$500,000 USD.

Requirements

15+ years of experience in technology, consulting, or product leadership.
Background as a senior consultant (for example, at McKinsey, Bain, or Accenture) with delivery credibility, or as a technology/operator leader such as a CTO, Head of Engineering, or Product Leader.
Proven experience leading complex transformations or platform initiatives.

Responsibilities

Own end-to-end impact for client engagements, beyond recommendations.
Define and align on measurable business outcomes, such as revenue growth, cost reduction, and risk mitigation.
Ensure strategy is carried through to execution and close the gap between strategy and delivery.
Serve as a primary advisor to CIOs, CTOs, and business leaders.
Frame problems in terms of decisions, tradeoffs, and economic value.
Challenge assumptions and provide independent, evidence-based perspectives.
Navigate complex stakeholder environments to drive alignment and action.
Define value-led technology strategies that link business goals to capabilities and investments.
Advise on AI adoption, governance, and operating model transformation.
Assess current-state platforms, data, and architecture and define future-state roadmaps.
Ground strategies in execution realities.
Orchestrate work across people and AI agents within the stated three-role model of Client Leader, Engagement Architect, and AI Facilitator.
Deliver with speed, precision, and minimal overhead.
Identify and pursue expansion opportunities based on outcomes delivered.
Build long-term client relationships grounded in trust and results.
Contribute to offer development, thought leadership, and market positioning.
Use AI to accelerate analysis, generate insights, test scenarios, support decisions, identify risks, and develop narratives.
Continuously improve work through AI-enabled workflows.