Strategic Performance & Insights Manager

Jobtailor; Chicago (IL); On-site; USD 120,000 - 160,000; Full time

Job summary

Jobtailor is seeking a senior strategy and business operations professional to connect department priorities with business outcomes and to drive insights that inform executive decisions. You will oversee planning, governance routines, and portfolio visibility while collaborating across teams to accelerate analysis and execution of strategic initiatives.

Demonstrated success in cross-functional environments, with strong storytelling, planning frameworks, and leadership updates.

Qualifications

• Experience in strategy, business operations, legal operations, performance management, consulting, program management, organizational effectiveness, analytics, or a related field.
• Strong analytical skills for turning data, stakeholder input, and business context into practical recommendations.
• Excellent executive communication skills, including storytelling, presentation development, briefing materials, and leadership updates.
• Strong facilitation, stakeholder management, and influencing skills in complex or cross-functional environments.
• Ability to clarify ambiguous work, define ownership, sequence priorities, and drive follow-through.
• Continuous improvement mindset focused on simplifying processes, creating repeatable tools, and measuring impact.
• 7 or more years of related experience.
• Experience developing planning frameworks, OKRs, KPIs, executive reporting, portfolio views, or governance routines.
• Experience working with senior leaders and cross-functional stakeholders in a large or matrixed organization.
• Successful completion of a background investigation.
• Allstate generally does not sponsor individuals for employment-based visas for this position.
• Dedicated, private workspace free from distractions when working from home.
• Reliable internet with minimum speeds of 50 MB download and 5 MB upload.

Responsibilities

• Support planning processes connecting department priorities to business outcomes, OKRs, KPIs, milestones, and decision points.
• Manage work intake, prioritization, and portfolio visibility.
• Analyze quantitative and qualitative data to identify trends, risks, gaps, and improvement opportunities.
• Develop executive-ready insights, recommendations, dashboards, narratives, presentations, and recurring updates.
• Partner across teams to improve governance, handoffs, operating routines, and continuous improvement practices.
• Use AI and emerging tools responsibly to simplify work, accelerate analysis, generate insights, and improve execution.
• Partner with communications, change management, learning, engagement, and adoption teams to activate strategic work effectively.
• Strengthen how priorities are planned, measured, communicated, and improved.

Skills

Analytical Skills

Executive Communication

Stakeholder Management

Continuous Improvement Mindset

Strategy & Ops Experience

Tools

AI Tools

Dashboards

Data Visualization

Presentation Software

Job description

Jobtailor is seeking a senior strategy and business operations professional to connect department priorities with business outcomes and to drive insights that inform executive decisions. You will oversee planning, governance routines, and portfolio visibility while collaborating across teams to accelerate analysis and execution of strategic initiatives.

Demonstrated success in cross-functional environments, with strong storytelling, planning frameworks, and leadership updates.