Director of Technology Strategy & Performance
- Make it human. We care about the people that make up our customers, colleagues, and communities.
- Make it about others. We do what's best for our customers and collaborate to drive progress.
- Make it happen. We work with intention toward a common purpose and forge ways forward together.
- Make it better. We create fulfilling purpose-driven careers by learning from the world and each other.
- This role is not eligible for employment visa sponsorship *
- Strategic Planning & Roadmap Leadership
- Design and maintain a multi‑year strategic roadmap for the technology organization
- Act as a subject‑matter expert in industry and technology trends; advise leadership on opportunities and risks affecting the internal technology strategy.
- Partner with IT Leaders to translate strategic priorities into actionable plans, deliverables, and measurable outcomes.
- Serve as a change leader across IT and the business; coach key stakeholders on communication, escalation pathways, and change management approaches.
- Partner with key business stakeholders to actively stay aware of internal pain points, market trends, and evolving external regulations and policies which could impact IT governance, ways of working, services, and products
- Technology Strategy Governance & Executive Materials
- Lead the continued refinement and communication of executive-ready Future-Proof Technology Strategy for Technology Management and Board materials, including hosting and facilitating strategy working sessions.
- Serve as an internal SME with the business units and enterprise functions - leading analytical efforts, framing problems, identifying insights, and producing data‑driven recommendations.
- Report and present key strategies to relevant leadership and stakeholders to ensure alignment on priorities and direction.
- IT Operating Rhythm & Execution Alignment
- Design and manage the operating cadence for the IT organization, including planning cycles, performance reviews, and governance forums.
- Aggregate critical insights across technology domains (infrastructure, data, apps, security, IT operations) to provide the CIO and IT leadership team with a concise, strategic view of priorities, risks, and key decisions.
- Ensure follow‑through on commitments, action items, and cross‑functional initiatives, driving execution discipline across IT.
- Ensure consistency and quality of KPIs, performance narratives, and technology‑aligned business outcomes presented to the CIO and other executives.
- Directly responsible for IT financial operations and reporting (FinOps) and coordination with enterprise Finance regarding IT financial performance
- Lead annual multi-year investment planning for IT in coordination with the IT leadership team and their respective business units and corporate functions
- Relationship & Stakeholder Management
- Partner with business units and enterprise teams to understand strategic needs and translate them into actionable IT solutions.
- In partnership with Enterprise Communications, facilitate executive‑level communication plan, ensuring clarity of decisions, priorities, and progress on key initiatives.
- Represent the CIO and IT department in management committees and enterprise forums.
- Primary point of contact and partner with support functions such as PMO, Sourcing, and Finance.
- 5+ years in management consulting, corporate strategy, business operations, PMO/portfolio leadership, or Chief of Staff roles supporting CIO, CTO, COO, or similar executives.
- Demonstrated success building executive‑level materials for C‑suite and Boards.
- Experience working within or advising large IT organizations—preferably in financial services, insurance, or other regulated environments.
- Proven ability to drive strategic planning, organizational alignment, and complex cross‑functional initiatives.
- Exceptional ability to simplify complexity, synthesize large amounts of information, and identify the “so what.”
- Strong facilitation skills with the ability to lead large‑scale strategic sessions and senior‑level discussions.
- High emotional intelligence, sound judgment, and ability to navigate competing stakeholder priorities.
- Strong understanding of enterprise technology functions, digital transformation, operating models, and portfolio management.
- Comfort interpreting KPIs and analytics across applications, infrastructure, cyber, data, and delivery teams.
- Ability to assess risks, evaluate tradeoffs, and create structured, data‑driven recommendations.
- Competitive Compensation & Total Rewards Incentives
- Comprehensive Healthcare Coverage
- Multiple 401(k) Savings Plan Options
- Auto Enrollment in Employer-Directed Retirement Account Feature (100% employer-funded!)
- Generous Paid Time Off – Including 12 Paid Holidays, Volunteer Time Off and Paid Family Leave
- Disability, Life, and Long Term Care Insurance
- Tuition Reimbursement, Student Loan Repayment and Training & Certification Support
- Wellness support including gym membership reimbursement and Employee Assistance Program resources (work/life support, financial & legal management)
- Caregiver and Mental Health Support Services
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