Principal, Strategic Planning & Integration

Allstate • McCullom Lake, IL

2d • $177,000 - $243,750 • Hybrid

About The Position

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.

Core Engineering & Platforms (CEP) provides foundational (Core) capabilities, applying a disciplined Engineering first mindset, and advancing scalable, reusable Platforms across the ecosystem This role ensures critical priorities do not operate in silos, acting as the connective tissue, bringing cohesion across CEP by connecting work, signals, and outcomes across a wide set of product domains without introducing additional friction.

Streamlining how CEP engages customers across products and services while cultivating strategic vendor partnerships that span multiple technology domains.

The role elevates how CEP communicates its strategy and impact—curating clear, enterprise-relevant narratives for topics such as OKR progress, Operational Risk and Return Committee, technology execution review and board-level discussions that reflect plan of intent, progress to outcomes, and value delivered.

Requirements

• Bachelor's degree is preferred or equivalent combination of education and experience.
• 10+ years of progressive experience leading strategic initiatives within complex technology-driven organizations, with expertise in industries undergoing large-scale digital transformation, such as financial services, insurance, technology, consulting, or other highly regulated environments.
• Enterprise Strategic Planning & Execution: Demonstrated ability to develop and operationalize enterprise technology strategies, translating complex business objectives into actionable plans that drive measurable organizational outcomes.
• Executive Influence & Organizational Leadership: Proven success in building alignment and influencing senior leaders and cross-functional stakeholders in complex environments, driving decisions and results without direct authority.
• Technology & Product Partnership Experience: Strong understanding of technology and product operating models, with experience partnering across engineering, product, and business teams to prioritize initiatives and deliver strategic value.
• Strategic Storytelling & Communications: Exceptional ability to synthesize complex information into clear, compelling narratives and executive communications that inform decision-making and inspire organizational alignment.

Nice To Haves

• People Leadership & Talent Development: Track record of building, developing, and leading high‑performing large organizations; establishes clear decision rights, accountability, and operating cadence while developing future leaders and succession pipelines.
• Operational Expertise: Brings strong operational expertise, with a proven ability to optimize processes, drive execution against strategic outcomes, and deliver consistent, high-quality results across complex environments.
• Strategic Thinking & Innovation: Demonstrates strong strategic thinking and problem-solving skills, with the ability to assess complex business challenges, identify innovative solutions, and drive continuous improvement initiatives. Applies forward-looking insights and analytical rigor to optimize processes, enhance performance, and support long-term organizational objectives.
• Business Acumen & Analytical Rigor: Advanced business acumen with strong analytical skills; uses data, insights, and technology fluency to inform decisions and foster a culture of disciplined execution.
• Innovation & Process Orientation: Natural process innovator with strong learning agility and a continuous‑improvement mindset.
• Influence: Proven capability to successfully influence decision-makers and collaborators at all levels - upward, downward, and laterally. Able to build alignment, negotiate effectively, and drive outcomes without relying solely on positional authority.
• Change Leadership: Proven ability to lead large, multi‑location teams through significant changes, including business transformations, systems implementations, and organizational integrations.

Responsibilities

• Lead coordinated planning and execution at scale - Lead Planning & Integration across CEP in environments with a high number of distributed product teams, partnering with digital products teams to ensure backlogs are sequenced when needed and consumable across domains (e.g., infrastructure as code transformation or large-scale efforts like large vendor exit requiring coordinated movement across infrastructure, platforms, and product teams). Accelerating delivery on critical outcomes.
• Strengthen product partnership and customer signal curation - Partner with Digital Product Managers to support how the voice of the customer is captured, shaped, and reflected in CEP priorities—particularly in the absence of a business architect construct. Streamline engagement to reduce repeated asks and fragmented input across initiatives.
• Elevate workforce planning and future readiness - Align workforce planning and capability development by aligning future skill needs and organizational capacity to expected demand, reducing reactive hiring and improving long-term scalability. Influencer stewardship, specialized onboarding bootcamps/spark zones for infra.
• Align strategic vendor engagement to enterprise priorities - Support engagement and alignment with key strategic external partners against ATS priorities, ensuring clarity of expectations and value delivery.
• Shapes a clear consistent strategic narrative that connects directly to enterprise value - Curate clear, consistent storytelling of CEP strategy, progress, and impact across OKR tracking, ORCC, and board-level materials—ensuring alignment between what is happening and how it is communicated externally.

Benefits

• Allstate provides a comprehensive technology setup, including a laptop, monitors, headset, keyboard, and mouse.
• Employees eligible to work from home also receive a monthly connectivity reimbursement to help offset internet costs.

What This Job Offers

• Job Type: Full-time
• Career Level: Principal