Senior Regional Sales Manager
Develop and execute strategic plans to maximize business opportunities through independent insurance agencies within the assigned territory. Support, measure, and monitor internal and external sales efforts including short-term promotions, social media opportunities, rollovers, co-op, etc.
This is a fully remote/work from home role where you will spend 50% of your time in the field, servicing the Chicago territory. On occasion you may be asked to travel to an office location for in-person engagement activities such as team meetings, training and corporate events.
As a Senior Regional Sales Manager, you'll lead the strategy and execution behind territory growth
working through independent agency partnerships to drive results that align with our long-term business goals. In this role, you will:
Design and implement targeted territory strategies that unlock growth opportunities across your agency network
Strengthen and expand agency partnerships, while identifying and onboarding new agencies
Partner with sales leadership to consistently meet or exceed production goals
Serve as a trusted advisor to agents, providing guidance, support, and responsive service
Collaborate closely with underwriting to align market insights with decision-making and identify areas of opportunity or risk
Analyze territory and agency performance, using data to inform strategy and drive continuous improvement
Develop and lead trainings, sales programs, and engagement initiatives (virtual and in-person) that help agencies grow profitably
You bring a balance of business acumen, industry expertise, and relationship-building strength. You're comfortable operating independently, influencing across teams, and navigating both strategy and execution.
We're looking for:
5+ years of property & casualty insurance experience
Strong knowledge of products, underwriting, and regulatory landscape
A track record of achieving or exceeding sales goals
Excellent communication, negotiation, and analytical skills
Experience collaborating across cross-functional teams
Proficiency in Microsoft tools and data/CRM platforms
Bachelor's degree in a related field (preferred)
CIC or CPCU designation
Valid agent's and driver's licenses
The salary range for this position is $100,000-$120,000. The actual base pay offered to the successful candidate will be based on multiple factors, including but not limited to job-related knowledge/skills, experience, business needs, geographical location, and internal equity. Compensation decisions are made by West Bend and are dependent upon the facts and circumstances of each position and candidate.
West Bend offers a comprehensive benefit plan including but not limited to: Medical & Prescription Insurance, Health Savings Account, Dental Insurance, Vision Insurance, Short and Long Term Disability, Flexible Spending Accounts, Life and Accidental Death & Disability, Accident and Critical Illness Insurance, Employee Assistance Program, 401(k) Plan with Company Match, Pet Insurance, Paid Time Off. Standard first year PTO is 17 days, pro-rated based on month of hire. Enhanced PTO may be available for experienced candidates. Bonus eligible based on performance. West Bend will comply with any applicable state and local laws regarding employee leave benefits, including, but not limited to providing time off pursuant to the Colorado Healthy Families and Workplaces Act for Colorado employees, in accordance with its plans and policies.
West Bend provides equal employment opportunities to all associates and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, and promotion.

Senior Regional Sales Manager
The Silver Lining · Chicago, IL, USA ·
- Pay:
- $100,000-$120,000/yr
- Job type:
- Full Time