Strategic Planning Expert (Chicago, IL)

Allstate; United States; On-site; USD 100,000 - 171,000; Full time

Job summary

Allstate is seeking a Cybersecurity Strategic Planning Expert to translate complex cyber risks and initiatives into clear, executive-ready communications for the CISO, ACC leadership, and the Board. The role drives narrative coherence, governance, and prioritization across the cybersecurity program.

You will develop executive presentations, briefings, and reports, coordinating with Legal, Compliance, Internal Audit, and Communications to ensure alignment with enterprise strategy.

Qualifications

• 4+ years in strategy, executive communications, strategic planning, or related roles.
• Experience developing executive presentations, strategic narratives, or Board materials.
• Experience supporting strategy governance, metrics, and cross-functional decision-making.

Responsibilities

• Develop executive-level narratives for CISO, ACC leadership, senior executives, Board and Audit Committee.
• Translate cyber risks and initiatives into concise, decision-ready communications.
• Create executive presentations, briefings, strategic reports and leadership updates.
• Support ACC strategy governance, aligned with enterprise priorities and evolving risk.
• Monitor threats and trends to identify strategic implications and priorities.
• Coordinate cross-functional governance, commitments, dependencies, and risk metrics.
• Measure progress and articulate cybersecurity outcomes with meaningful metrics.

Skills

Business strategies

Enterprise strategies

Process improvements

Strategic objectives

Strategic planning

Strategic thinking

Strategy development

Job description

At Allstate, great things happen when our people work together to protect families and their belongings from life's uncertainties. And for more than 90 years, our innovative drive has kept us a step ahead of our customers' evolving needs. From advocating for seat belts, air bags and graduated driving laws, to being an industry leader in pricing sophistication, telematics, and, more recently, device and identity protection.

Job Description

The Cybersecurity Strategic Planning Expert helps Allstate Cybersecurity & Controls (ACC) leaders turn complex cybersecurity risks, strategies, performance information, and technical initiatives into clear decisions, aligned action, and measurable outcomes. As part of the ACC Strategy team, this role develops compelling narratives and executive-ready communications for the Chief Information Security Officer (CISO), ACC leadership, senior executives, the Board, and the Audit Committee. Operating as a trusted advisor in an evolving and often ambiguous environment, the role brings structure to complex questions, synthesizes technical and business perspectives, and frames priorities, trade-offs, risks, and recommendations in concise, non-technical language. Success is reflected in stronger executive decision-making, consistent strategic narratives, greater visibility into cybersecurity posture and outcomes, clear accountability, and coordinated progress on the highest-priority risks.

Key Responsibilities

• Develop clear, compelling cybersecurity narratives for the CISO, senior executives, Board, and Audit Committee.
• Translate complex cybersecurity risks, strategies, metrics, and technical initiatives into concise, non-technical, decision-ready communications.
• Create executive-level presentations and communications, including briefings, talking points, strategic reports, leadership updates, and Board materials.
• Support the development and governance of the Allstate Cybersecurity & Controls (ACC) strategy, ensuring alignment with enterprise priorities, business strategy, and the evolving cybersecurity risk environment.
• Monitor cybersecurity threats, regulatory developments, technology trends, and business changes to identify strategic implications and emerging priorities.
• Coordinate cross-functional strategic governance, including key commitments, portfolio outcomes, dependencies, risks, metrics, and leadership decisions.
• Measure and communicate strategic progress and cybersecurity outcomes through meaningful metrics, trends, gaps, and indicators of risk reduction.
• Analyze complex and ambiguous business and cybersecurity challenges, combining quantitative and qualitative information to develop practical recommendations.
• Frame strategic options, trade-offs, and recommendations and facilitate leadership discussions around prioritization, sequencing, and risk-informed decision‑making.
• Build alignment across cybersecurity and enterprise partners, including Technology, Enterprise Risk, Legal, Compliance, Internal Audit, and Communications, while strengthening governance practices and team standards.

Required Education and Experience

• 4+ years of experience in strategy, executive communications, strategic planning, management consulting, business analysis, portfolio governance, risk, technology, financial services, or related roles.
• Demonstrated experience developing executive presentations, strategic narratives, briefing materials, or Board-facing content and synthesizing complex technical and business information into clear insights and recommendations.
• Experience supporting strategy development, governance, metrics, portfolio reporting, facilitation, cross-functional decision-making, or senior executive communications.
• Experience in cybersecurity, technology, risk, consulting, financial services, insurance, or another complex regulated environment preferred.
• Must be willing and able to travel into our Chicago, Illinois office on an as needed basis.

Skills

Business Strategies, Enterprise Strategies, Process Improvements, Strategic Objectives, Strategic Planning, Strategic Thinking, Strategy Development

Compensation

Compensation offered for this role is 100,000.00 - 170,500.00 annually and is based on experience and qualifications.

The candidate(s) offered this position will be required to submit to a background investigation.

Company Culture

Joining our team isn't just a job - it's an opportunity. One that takes your skills and pushes them to the next level. One that encourages you to challenge the status quo. One where you can shape the future of protection while supporting causes that mean the most to you. Joining our team means being part of something bigger - a winning team making a meaningful impact.

Legal and Visa

Allstate generally does not sponsor individuals for employment-based visas for this position.

Effective July 1, 2014, under Indiana House Enrolled Act (HEA) 1242, it is against public policy of the State of Indiana and a discriminatory practice for an employer to discriminate again