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Program Strategist Jobs in Chicago, IL (NOW HIRING)

CNA

Director, Program Manager

Chicago, IL · On-site +1

$97K - $189K/yr

This position leads the strategic management and performance of assigned programs within CNA's P&C Programs unit. The position is accountable for program profitability, growth, and overall business ...

City Colleges of Chicago

Data Strategist

Chicago, IL · On-site

$125K - $161K/yr

... at program, employee, and system-levels. Supports the District Office and colleges in their use of data to inform strategy by providing data analysis, monitoring metrics from various data sources ...

Chicago Public Schools

Data Strategist

Chicago, IL · On-site

$125K - $161K/yr

Collaborate closely with department leaders to develop familiarity and expertise on departmental teams, programs, and operational strategy; utilize department expertise and data to provide input and ...

Chicago Public Schools

Data Strategist

Chicago, IL · On-site

$66K - $87K/yr

Collaborate closely with department leaders to develop familiarity and expertise on departmental teams, programs, and operational strategy; utilize department expertise and data to provide input and ...

LeapPoint

Program Director

Chicago, IL · On-site +1

LeapPoint is seeking a strategic Program Director to lead delivery of our vision of Connected Work ® for the world's biggest brands, where we help clients optimize their content supply chain by ...

Morningstar

Program Manager

Chicago, IL · Hybrid

About the Role We are seeking an experienced, strategic, and results-oriented Program Managerto lead the delivery of complex, high-impact technology programs across the Morningstar Retirement ...

Iatinsurancegroup

compensation Strategist

Naperville, IL · Hybrid

$72K - $157K/yr

IAT Insurance Group has an immediate opening for a Compensation Strategist located in Alpharetta ... Administers the annual Total Cash Compensation Planning program in conjunction with payroll to ...

Morningstar, Inc.

Program Manager

Chicago, IL · On-site

About the Role We are seeking an experienced, strategic, and results-oriented Program Manager to lead the delivery of complex, high-impact technology programs across the Morningstar Retirement ...

Stripe

Risk Strategist, User Risk Strategy

Chicago, IL · On-site +1

$125K - $161K/yr

Experience overseeing execution and delivery of highly strategic programs * Proven ability to take complex issues and turn them into actionable next steps, hold others accountable, and meet deadlines

Cayuse

Technical Program Manager

Chicago, IL

$132K - $172K/yr

Responsibilities Migration Program Strategy & Execution * Own the end-to-end migration program: sequencing, milestones, cohort planning, risk management, and success criteria across all customer ...

Chicago Public Schools

Data Strategist, T&L

Chicago, IL · On-site

$125K - $161K/yr

Collaborate closely with department leaders to develop familiarity and expertise on departmental teams, programs, and operational strategy; utilize department expertise and data to provide input and ...

Chicago Public Schools

Data Strategist, T&L

Chicago, IL · On-site

$66K - $87K/yr

Collaborate closely with department leaders to develop familiarity and expertise on departmental teams, programs, and operational strategy; utilize department expertise and data to provide input and ...

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All JobsProgram Strategist JobsProgram Strategist Jobs in Chicago, IL

Program Strategist information

See Chicago, IL salary details

$122.1K

$180.5K

$244.7K

How much do program strategist jobs pay per year?

As of Jun 12, 2026, the average yearly pay for program strategist in Chicago, IL is $180,473.00, according to ZipRecruiter salary data. Most workers in this role earn between $151,900.00 and $209,100.00 per year, depending on experience, location, and employer.

What jobs pay 2000 a day?

Program Strategists and other high-level consulting or executive roles can sometimes earn $2,000 or more per day, especially with specialized skills, extensive experience, or in industries like finance, technology, or management consulting. Such roles often require advanced certifications, strategic expertise, and a strong professional network.

Which 5 jobs will survive AI?

Program Strategists and other roles that require complex problem-solving, creativity, emotional intelligence, and strategic thinking are less likely to be fully replaced by AI. Jobs involving relationship management, critical decision-making, and specialized expertise tend to persist, especially when combined with skills in data analysis and adaptability. While AI can automate routine tasks, roles that require human judgment and nuanced understanding remain essential.

What job makes 10,000 a month without a degree?

A Program Strategist can potentially earn $10,000 or more per month through freelance consulting, strategic planning, or high-level project management, often requiring strong skills in communication, analysis, and industry knowledge. Success depends on experience, reputation, and the ability to secure high-value contracts or positions, rather than formal degrees alone.

What are the key skills and qualifications needed to thrive in the Program Strategist position, and why are they important?

A Program Strategist typically requires expertise in program development, project management, and data analysis, usually supported by a relevant bachelor’s or master’s degree. Familiarity with project management software (such as Asana or Trello), data visualization tools, and strategic planning frameworks like OKRs or KPIs is often expected. Exceptional communication, stakeholder engagement, and problem-solving skills help candidates excel in this dynamic role. These competencies are vital for designing effective programs, measuring impact, and driving organizational goals in complex, collaborative environments.

What does a program strategist do?

A program strategist develops and oversees plans to achieve organizational goals by aligning projects, resources, and initiatives. They analyze data, identify opportunities, and coordinate teams to ensure programs are effective and meet targets, often using project management tools and strategic frameworks.

What is a Program Strategist job?

A Program Strategist is responsible for developing, planning, and optimizing programs to align with an organization's goals. They analyze data, identify opportunities, and create strategies to improve program effectiveness. This role often involves cross-functional collaboration, ensuring teams work towards a common objective. Program Strategists also monitor program performance and make data-driven adjustments to maximize impact. Their work is essential in driving growth, efficiency, and long-term success.

What are some of the typical challenges faced by Program Strategists, and how do they impact day-to-day work?

Program Strategists often face challenges such as balancing multiple projects with competing priorities, aligning diverse stakeholder interests, and adapting strategies in response to shifting business goals. These challenges require strong organizational skills and the ability to quickly reassess plans or resources as needed. Successfully navigating these issues means being proactive in communication, regularly reviewing progress, and collaborating closely with cross-functional teams. Overcoming these obstacles not only ensures programs stay on track but also positions you as a valuable contributor to your organization’s long-term success.

What are popular job titles related to Program Strategist jobs in Chicago, IL? For Program Strategist jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Program Strategist jobs in Chicago, IL look for? The top searched job categories for Program Strategist jobs in Chicago, IL are:
Program Strategist jobs near you
Infographic showing various Program Strategist job openings in Chicago, IL as of June 2026, with employment types broken down into 1% As Needed, 77% Full Time, 17% Part Time, 4% Contract, and 1% Nights. Highlights an 94% Physical, 4% Hybrid, and 2% Remote job distribution, with an average salary of $180,473 per year, or $86.8 per hour.
Director, Program Manager

Director, Program Manager

CNA

Chicago, IL • On-site, Remote

$97K - $189K/yr

Full-time

Posted 3 days ago

Job description

You have a clear vision of where your career can go. And we have the leadership to help you get there. At CNA, we strive to create a culture in which people know they matter and are part of something important, ensuring the abilities of all employees are used to their fullest potential.
This position leads the strategic management and performance of assigned programs within CNA's P&C Programs unit. The position is accountable for program profitability, growth, and overall business performance, partnering closely with Program Administrators to define and execute strategies that drive sustainable, profitable growth.
This position serves as a key liaison across underwriting, product, actuarial, and claims to ensure strong program execution, operational effectiveness, and alignment with CNA's broader business objectives.
JOB DESCRIPTION:
Essential Duties & Responsibilities
Performs a combination of duties in accordance with departmental guidelines:
Drive Program Strategy & Profitability
  • Own the financial performance of assigned programs, including profitability, growth, and portfolio health
  • Develop and execute new and renewal business strategies aligned to profit and growth objectives
  • Leverage data, analytics, and portfolio insights to identify opportunities and drive performance improvements

Lead Program Administrator Relationships
  • Serve as the primary relationship leader with Program Administrators, establishing clear goals, expectations, and performance accountability
  • Develop and maintain strategic engagement plans to drive alignment and long-term partnership success
  • Communicate CNA's priorities and performance expectations through regular, structured interactions

Oversee Underwriting & Program Governance
  • Establish and maintain underwriting guidelines, policies, and procedures for assigned programs
  • Provide oversight of underwriting quality, referrals, and decision-making to ensure adherence to CNA standards
  • Lead internal and external audits, ensuring compliance with regulatory and company guidelines

Drive Cross-Functional Execution
  • Partner with product, actuarial, claims, compliance, and operations teams to support program strategy and execution
  • Ensure alignment across functions to optimize underwriting outcomes and customer experience
  • Support product development and innovation efforts for new and existing programs

Optimize Operations & Processes
  • Identify and implement process improvements to enhance efficiency, scalability, and service delivery
  • Drive operational consistency across programs while enabling flexibility for program-specific needs

Manage End-to-End Program Performance
  • Oversee all aspects of program execution, including underwriting, pricing, marketing, compliance, and service delivery
  • Monitor performance trends and proactively address risks or gaps impacting program success

May perform additional duties as assigned.
Reporting Relationship
VP, P&C Programs
Skills, Knowledge & Abilities
Skills, Knowledge & Abilities
Industry Knowledge
Knowledge of the insurance industry as a whole, specifically the P&C Programs sector
Program & Portfolio Management
Strong ability to manage program performance using financial and operational metrics to drive profitable growth
Underwriting & Technical Expertise
Technical and product specific expertise, underwriting skill and knowledge of insurance and underwriting principles, practices and procedures. Experience with ISO and proprietary forms and rating plans for both admitted and non-admitted business.
Data-Driven Decision Making
Ability to analyze complex data and translate insights into actionable business strategies
Governance & Risk Management
Strong understanding of compliance, audit processes, and risk controls within underwriting programs
Cross-Functional Leadership
Experience collaborating across internal business units to deliver business results
Operational Excellence
Demonstrated ability to handle multiple and varied assignments, and to improve processes, workflows, and operating models to increase efficiency and effectiveness
Relationship Management
Advanced communication, networking ability and relationship-building skills with both internal and external partners
Change Agility
Exhibits change agility, quickly adjusting strategies and behaviors to support evolving business priorities
Education & Experience
Bachelor's Degree or equivalent work experience. Typically a minimum of 10 years' experience in the underwriting or market facing area with proven track record of results.
In certain jurisdictions, CNA is legally required to include a reasonable estimate of the compensation for this role. In District of Columbia, California, Colorado, Connecticut, Illinois, Maryland, Massachusetts, New York and Washington, the national base pay range for this job level is $97,000 to $189,000 annually. Salary determinations are based on various factors, including but not limited to, relevant work experience, skills, certifications and location. CNA offers a comprehensive and competitive benefits package to help our employees - and their family members - achieve their physical, financial, emotional and social wellbeing goals. For a detailed look at CNA's benefits, please visit cnabenefits.com.
CNA utilizes AI-enabled technology during the recruiting process. For more information, please visit our careers page.
CNA is committed to providing reasonable accommodations to qualified individuals with disabilities in the recruitment process. To request an accommodation, please contact leaveadministration@cna.com

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