Top 8 Sr. underwriting strategy analyst remote Jobs in Chicago, Il

Sr. Underwriting Strategy Analyst - Remote Opportunity
GuideOne Insurance —Chicago, IL
- $81,000 - $130,000 a year
- Full-time
- Remote
- 5 years
- Finance
- SQL
- Wellness program
- AD&D insurance
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Manager Credit Risk Analysis
Federal Home Loan Bank of Chicago —Chicago, IL
- $125,825 - $221,275 a year
- Full-time
- 5 years
- Office
- Microsoft Office
- Paid holidays
- Health insurance
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Manager Sales Enablement
Federal Home Loan Bank of Chicago —Chicago, IL
- $125,825 - $221,275 a year
- Full-time
- Marketing
- Office
- Finance
- Paid holidays
- Health insurance
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(Remote) Competitive Intelligence Analyst
Fidelity Life Association —Des Plaines, IL
- $92,000 - $118,000 a year
- Call employer
- Remote
- 5 years
- Writing skills
- Mid-level
- Health savings account
- AD&D insurance
Quick Apply
Financial Analyst 1, Logistics Value Add
Realterm —Chicago, IL
- $80,000 - $90,000 a year
- Full-time
- Microsoft Excel
- Bachelor of Science
- Research
- Health insurance
- Retirement plan
10d
Senior Implementation Analyst
BriteCore —Chicago, IL
- Full-time
- Remote
- Computer Science
- Customer service
- SQL
- Paid parental leave
- Disability insurance
Quick Apply
Senior Investment Analyst
The University of Chicago —Chicago, IL
- $127,500 - $160,000 a year
- Full-time
- Background check
- Microsoft Excel
- Writing skills
- Health insurance
- Paid time off
Senior Account Manager - Group Captive Insurance Management
WTW —Chicago, IL
- $110,000 - $150,000 a year
- Full-time
- 5 years
- Computer literacy
- Finance
- Paid jury duty
- Health savings account

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sr. underwriting strategy analyst remote jobs near chicago, il

Sr. Underwriting Strategy Analyst - Remote Opportunity

GuideOne Insurance -
Chicago, IL

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Job Details

Full-time
$81,000 - $130,000 a year

Benefits

Wellness program
AD&D insurance
Paid holidays
Disability insurance
Health insurance
Dental insurance
401(k)
Tuition reimbursement
Paid time off
Vision insurance
401(k) matching
Flexible schedule

Qualifications

Bachelor's degree
Risk management
Financial data analysis tools
Data analysis software
Stakeholder management

Full 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

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.

#GuideOne

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sr. underwriting strategy analyst remote jobs in chicago, il

Sr. Underwriting Strategy Analyst - Remote Opportunity

Manager Credit Risk Analysis

Manager Sales Enablement

(Remote) Competitive Intelligence Analyst

Financial Analyst 1, Logistics Value Add

Senior Implementation Analyst

Senior Investment Analyst

Senior Account Manager - Group Captive Insurance Management

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