AI-Driven Technology Advisory VP — Shape Decisions, Deliver Impact

Thoughtworks

San Francisco (CA)

On-site

USD 450,000 - 500,000

Full time

1 hour ago
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Job summary

Thoughtworks in San Francisco 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 leads small, senior teams, delivering outcomes rather than outputs, and works directly with CIOs and business leaders to frame problems, assess options, and drive rapid, accountable transformation.

Qualifications

  • 15+ years in technology, consulting, or product leadership.
  • Experience advising senior executives.
  • Ability to lead small, senior teams.
  • Proven track record delivering measurable outcomes.

Responsibilities

  • Own end-to-end impact for client engagements (not just recommendations).
  • Define and align on measurable business outcomes (e.g., revenue growth, cost reduction, risk mitigation).
  • Ensure the “last mile” is delivered—closing the gap between strategy and execution.
  • Serve as a primary advisor to CIOs, CTOs, and business leaders.
  • Frame problems in terms of decisions, tradeoffs, and economic value.
  • Challenge assumptions and bring independent, evidence-based perspectives.
  • Navigate complex stakeholder environments to drive alignment and action.

Skills

Strategic judgment
Technical depth
AI-enabled delivery
Team leadership
Decision framing
Evidence-based thinking
Client advisory

Job description

Thoughtworks in San Francisco 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 leads small, senior teams, delivering outcomes rather than outputs, and works directly with CIOs and business leaders to frame problems, assess options, and drive rapid, accountable transformation.

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