The Sales Compensation Strategist manages incentive compensation plans, ensures compliance, conducts analysis, and collaborates with stakeholders to optimize compensation effectiveness.
The Sales Compensation Strategist is responsible for managing and administering Sales Incentive Compensation plans across Chubb Workplace Benefits distribution channels. This position leads compensation plan design, modeling, reporting, process improvement, automation, bonus plan administration, and debt management strategy (including advance rates and bonus debt recoupment).
Responsibilities:
Compensation Plan Design & Modeling
- Lead annual sales incentive compensation design for the Chubb Workplace Benefits distribution channels.
- Design, manage, and administer compensation plans for independent contractor and employee sales personnel, ensuring compliance and alignment with business objectives.
- Develop and model compensation plan designs using advanced Excel techniques.
- Analyze plan scenarios to forecast financial impact and optimize effectiveness.
- Present modeling results and recommendations to sales leadership and finance.
- Collaborate with sales leadership, finance, and HR to align plans with business goals.
- Analyze market trends and benchmark data for competitive compensation structures.
Plan Administration & Management
- Oversee monthly management of compensation plans, including eligibility, calculations, and payouts.
- Manage projects related to Bonus Plan administration, ensuring timely and accurate execution.
- Ensure compliance with company policies and regulatory requirements.
- Address and resolve compensation-related inquiries from sales teams.
Reporting & Analytics
- Prepare and deliver regular reports on plan expenses, effectiveness, and success metrics.
- Provide actionable insights to sales leadership and finance based on data analysis.
- Maintain accurate records and documentation for audit purposes.
Stakeholder Engagement
- Conduct quarterly reviews with sales leadership and finance to assess plan performance and recommend adjustments.
- Communicate plan changes and updates to relevant stakeholders.
Process Improvement & Automation
- Evaluate current bonus calculation and payment processes for inefficiencies.
- Lead initiatives to streamline and automate bonus administration workflows.
- Collaborate with IT and stakeholders to implement automation solutions.
- Monitor and assess effectiveness of process improvements.
Presentation Design & Delivery
- Create clear, compelling presentations to communicate compensation plan designs and recommendations.
- Deliver presentations to sales leadership, finance, and other stakeholders.
- Tailor presentation content and format to suit audience needs.
Debt Management Strategy & Process
- Design and implement debt management strategy for sales compensation, including tracking, reconciliation, and recovery of overpayments, advances, and bonus debt.
- Develop and manage processes for monitoring and recouping compensation-related debts.
- Establish controls and reporting mechanisms for accurate tracking and recovery.
- Collaborate with finance and sales leadership for effective debt resolution.
- Report on debt balances, advance rates, bonus debt recoupment, and recovery efforts.
Continuous Improvement
- Identify opportunities for process improvement and automation in compensation administration.
- Stay current with Industry best practices and regulatory changes.
Qualifications
Skills:
- Attention to detail
- Problem-solving skills
- Ability to work independently and collaboratively
- Strong organizational skills
Education & Experience:
- Bachelor’s degree in Business, Finance, HR, or related field (required)
- 5-7 years of experience in sales compensation, finance, or HR (preferred)
- Advanced proficiency in Excel (complex formulas, pivot tables, data analysis tools)
- Strong data manipulation and modeling skills for compensation plan design
- Experience in designing and delivering professional presentations
- Proficiency in compensation management software
- Excellent communication and stakeholder management abilities
- Demonstrated knowledge of independent contractor and employee compensation plan design and administration
- Experience designing and managing debt management strategies/processes (preferred)
- Strong analytical and problem-solving skills related to compensation and financial reconciliation
The pay range for the role is $98,000 to $142,000. The specific offer will depend on an applicant’s skills and other factors. This role may also be eligible to participate in a discretionary annual incentive program. Chubb offers a comprehensive benefits package, more details on which can be found on our careers website. The disclosed pay range estimate may be adjusted for the applicable geographic differential for the location in which the position is filled.
About Us OUR BENEFITS
As a Chubb corporate employee, you have access to one of the most comprehensive benefit plans in the business, designed to meet your needs and help you reach your financial goals. More details can be found here. Chubb is committed to supporting its employees with a comprehensive compensation package that is appropriate in the market where they work. Below are several of the many benefits we offer our employees:
- Health insurance
- Dental insurance
- Tuition reimbursement
- A company-match 401(k) plan
- Disability insurance
- Life insurance
- Employee referral bonuses
ABOUT CHUBB BENEFITS
Combined Insurance Company of America (Chubb Benefits) is a leading provider of supplemental accident, health, disability, and life insurance products in the U.S. and Canada. Headquartered in Chicago with a tradition of more than 100 years of success, we are committed to making the world of supplemental insurance easy to understand. The company has an A+ rating by the Better Business Bureau and an A + (Superior) financial strength rating by AM Best.
ABOUT CHUBB
Chubb is a world leader in insurance. With operations in 54 countries, Chubb provides commercial and personal property and casualty insurance, personal accident and supplemental health insurance, reinsurance, and life insurance to a diverse group of clients. The company is distinguished by its extensive product and service offerings, broad distribution capabilities, exceptional financial strength, underwriting excellence, superior claims handling expertise and local operations globally.
At Chubb, we are committed to equal employment opportunity and compliance with all laws and regulations pertaining to it. Our policy is to provide employment, training, compensation, promotion, and other conditions or opportunities of employment, without regard to race, color, religious creed, sex, gender, gender identity, gender expression, sexual orientation, marital status, national origin, ancestry, mental and physical disability, medical condition, genetic information, military and veteran status, age, and pregnancy or any other characteristic protected by law. Performance and qualifications are the only basis upon which we hire, assign, promote, compensate, develop and retain employees. Chubb prohibits all unlawful discrimination, harassment and retaliation against any individual who reports discrimination or harassment.
Connect with us on Twitter, Facebook, LinkedIn, and Instagram
#chubbbenefits
Similar Jobs
Artificial Intelligence • Information Technology • Professional Services • Social Impact • Software
Join the AI-enabled Go-To-Market team as a Senior Business Development Representative, focusing on outbound sales, managing AI prospecting tools, and closing business with pro accounts and mid-market enterprises.
Top Skills:
AIHubspot
Artificial Intelligence • Information Technology • Professional Services • Social Impact • Software
Drive new business and expansions in the Media & Entertainment vertical. Manage enterprise accounts, qualify opportunities, run demos, negotiate contracts, coordinate with Customer Success and cross-functional teams, and meet monthly/quarterly quotas while maintaining accurate CRM records and participating in industry events.
Top Skills:
HubspotLinkedIn
Artificial Intelligence • Hardware • Healthtech • Software
As a Senior Software Engineer, you will enhance data pipelines, integrate with EHR systems, and mentor fellow engineers while ensuring scalable and reliable solutions for health technology.
Top Skills:
AWSDynamoDBFargateKinesisLambdaNode.jsPostgresServerless TechnologiesSnsSqsTypescript
What you need to know about the Chicago Tech Scene
With vibrant neighborhoods, great food and more affordable housing than either coast, Chicago might be the most liveable major tech hub. It is the birthplace of modern commodities and futures trading, a national hub for logistics and commerce, and home to the American Medical Association and the American Bar Association. This diverse blend of industry influences has helped Chicago emerge as a major player in verticals like fintech, biotechnology, legal tech, e-commerce and logistics technology. It’s also a major hiring center for tech companies on both coasts.
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory
