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Remote Strategy Transformation Jobs in Illinois (NOW HIRING)

Kemper

Data Quality Engineer

Downers Grove, IL · Remote

$114K - $137K/yr

Test Environment Strategy and Management Support and contribute to enterprise test environment ... transformation, and integration processes across distributed platforms. * Collaboration and ...

Kemper

Data Quality Engineer

Chicago, IL · Remote

$118K - $141K/yr

Test Environment Strategy and Management Support and contribute to enterprise test environment ... transformation, and integration processes across distributed platforms. * Collaboration and ...

Sterling Engineering Inc.

Director of IT

Chicago, IL · On-site +1

Drive technology lifecycle management, modernization initiatives, and infrastructure transformation ... remote support. * Support zero-trust security initiatives and secure workforce access strategies.

TEKsystems

GCP Program Manager

Chicago, IL · Remote

$76 - $86/hr

REMOTE - working CST hours. Travel to Midwest one a month likely. SUMMARY OF POSITION: This is a ... We accelerate business transformation for our customers. Our expertise in strategy, design ...

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Remote Strategy Transformation information

What is a Remote Strategy Transformation?

A Remote Strategy Transformation role involves leading and managing organizational changes from a remote location, focusing on developing and implementing strategies that drive growth, efficiency, or innovation. Professionals in this field work with stakeholders to assess current business practices, identify areas for improvement, and design transformation initiatives such as digitalization, restructuring, or process optimization. They leverage virtual collaboration tools to coordinate teams, communicate strategy, and monitor progress, ensuring that transformation projects align with company goals and adapt to changing market conditions. This role requires strong analytical, leadership, and communication skills, as well as the ability to manage change in a distributed work environment.

How does a Remote Strategy Transformation professional typically collaborate with cross-functional teams to drive organizational change?

In a Remote Strategy Transformation role, professionals often facilitate virtual workshops, lead strategic planning sessions, and coordinate with stakeholders across departments using digital collaboration tools. Effective communication and project management are essential, as you’ll be aligning diverse teams on transformation goals, tracking progress, and adapting strategies to overcome resistance or unforeseen challenges. Regular check-ins, transparent reporting, and fostering a culture of openness help keep remote teams engaged and ensure successful implementation of transformation initiatives.

What are the key skills and qualifications needed to thrive as a Remote Strategy Transformation professional, and why are they important?

To thrive as a Remote Strategy Transformation professional, you need expertise in strategic planning, change management, and business analysis, often supported by a relevant degree and experience in consulting or transformation projects. Familiarity with digital collaboration tools (like Miro, Slack, and Microsoft Teams), project management platforms (such as Asana or Jira), and certifications like PMP or PROSCI are highly valued. Exceptional communication, adaptability, and problem-solving skills help you engage stakeholders and drive change across virtual teams. These skills and qualities are crucial for successfully leading transformative initiatives and ensuring alignment in remote or distributed environments.

What are the most commonly searched types of Strategy Transformation jobs in Illinois?

The most popular types of Strategy Transformation jobs in Illinois are:

What are popular job titles related to Remote Strategy Transformation jobs in Illinois?

For Remote Strategy Transformation jobs in Illinois, the most frequently searched job titles are:

What job categories do people searching Remote Strategy Transformation jobs in Illinois look for?

The top searched job categories for Remote Strategy Transformation jobs in Illinois are:

What cities in Illinois are hiring for Remote Strategy Transformation jobs?

Cities in Illinois with the most Remote Strategy Transformation job openings:

Remote Strategy Transformation jobs near you
Infographic showing various Remote Strategy Transformation job openings in Illinois as of August 2026, with employment types broken down into 60% Full Time, and 40% Contract. Highlights an 100% Remote job distribution.

Sr. Underwriting Strategy Analyst - Remote Opportunity

GuideOne Insurance

Chicago, IL • On-site, Remote

$81K - $130K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 5 days ago

Job description

The Senior Underwriting Strategy Analyst supports the Director of Underwriting Strategy in driving portfolio performance, optimizing underwriting, and advancing strategic initiatives across the underwriting lifecycle. This role blends analytics, underwriting expertise, and cross-functional leadership to improve risk selection, profitability, and operational efficiency.
Accountabilities:
Underwriting Strategy & Portfolio Management
  • Support development and execution of underwriting strategies aligned to growth, profitability, and risk appetite goals
  • Analyze portfolio performance trends (loss ratio, hit rate, retention, pricing adequacy) and recommend actionable improvements
  • Monitor underwriting guidelines and identify opportunities for refinement based on emerging experience and market dynamics
  • Assist in segmentation strategies to optimize risk selection and pricing precision

Data Analysis & Insights
  • Conduct advanced data analysis to identify drivers of loss, profitability, and underwriting performance
  • Develop dashboards, scorecards, and reporting frameworks for leadership visibility
  • Partner with actuarial, data science, and finance teams to evaluate pricing models and assumptions
  • Translate complex data into clear, actionable recommendations for underwriting leadership

Underwriting Governance & Execution
  • Support governance frameworks including referral processes, authority structures, and underwriting controls
  • Perform audits and quality assurance reviews to ensure adherence to underwriting guidelines
  • Identify process gaps and recommend enhancements to improve consistency and decision quality

Cross-Functional Collaboration
  • Partner with Product, Actuarial, Claims, Distribution, and Operations to align strategy and execution
  • Contribute to product development, coverage enhancements, and market positioning initiatives
  • Support field underwriting teams with insights, tools, and strategic guidance

Process Improvement & Transformation
  • Identify and lead initiatives to streamline underwriting workflows and reduce friction
  • Support automation, digitization, and decision-support tool development
  • Drive continuous improvement in underwriting efficiency and scalability

Strategic Projects
  • Lead or support high-impact initiatives such as:
    • New program or segment launches
    • Profitability remediation strategies
    • Expansion into new markets or distribution channels
  • Prepare executive-level presentations and strategic recommendations

Skills & Requirements
Qualifications:
Required
  • Bachelor's degree in Finance, Economics, Risk Management, Data Analytics, or related field
  • 5+ years of experience in underwriting, underwriting strategy, or analytics within insurance
  • Strong understanding of underwriting principles, pricing dynamics, and risk selection
  • Advanced analytical skills (Excel, SQL, or similar tools; Tableau/Power BI preferred)
  • Demonstrated ability to translate data into business strategy

Preferred
  • Experience in commercial lines
  • Exposure to predictive modeling, pricing analytics, or portfolio optimization
  • Project management experience leading cross-functional initiatives
  • Professional designations (CPCU, ARM, ACAS/FCAS, etc.)

Core Competencies
  • Strategic thinking and problem-solving
  • Strong business and financial acumen
  • Executive communication and storytelling
  • Collaboration and stakeholder influence
  • Detail orientation with a results-driven mindset

Pay Range:
Anticipated Hiring Range:
  • $81,000 - $130,000 commensurate with experience

Get to Know GuideOne:
At GuideOne, we believe that our people are our greatest asset, and we foster a sense of collaboration among our team members so they can learn from and inspire one another to deliver excellence in risk solutions and services to our customers. For more than 75 years, we've established a reputation as a trusted partner in the communities where we live and work, and with our steadfast commitment to help make positive change possible, we're excited to see what we can accomplish during the next 75. Explore our values and culture, and learn why GuideOne might be a great fit for you!
GuideOne is proud to offer a robust benefits suite that includes:
  • Competitive base salary plus incentive plans for eligible team members.
  • 401(K) retirement plan that includes a company match of up to 6% of your eligible salary.
  • Free Basic Life and AD&D, long-term disability and short-term disability insurance.
  • Medical, dental and vision plans to meet your unique healthcare needs.
  • Wellness incentives
  • Generous time off program including; personal, holiday, and volunteer paid time off.
  • Flexible work schedules and hybrid/remote options for eligible positions.
  • Educational assistance program.

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