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, , | Oswald Companies | Full-time
Sales Associate, Employee Benefits – Job Description
Position Summary
Responsible for generating new business opportunities within a defined market while building and growing a personal book of business. This role is accountable for developing and executing a strategic sales plan, achieving annual production goals, and collaborating across internal teams to deliver comprehensive insurance and risk management solutions. The role is both strategic and hands-on, requiring direct sales execution, relationship management, and cross-functional coordination to support organizational growth.
Key Responsibilities
Functional Leadership & Ownership
· Own the development and execution of a personal sales plan aligned to annual production goals.
· Build, manage, and grow a book of business within the defined market.
· Act as a subject matter expert in insurance products and risk management solutions.
· Collaborate with internal stakeholders to align sales strategies with organizational objectives.
Hands-On Execution & Delivery
· Drive new business development through prospecting, networking, and cold outreach.
· Identify decision-makers and secure opportunities for meetings and presentations.
· Conduct detailed needs analysis of prospective clients’ insurance and risk management programs.
· Customize and present insurance solutions tailored to client needs.
Reporting, Quality & Operational Support
· Maintain high levels of sales activity to meet or exceed production targets.
· Ensure accuracy and completeness of client proposals and sales documentation.
· Monitor pipeline activity and proactively address gaps or risks.
· Deliver consistent and high-quality client experiences.
Cross-Functional Partnership & Integration
· Partner with service teams and practice leaders to maximize cross-selling opportunities.
· Collaborate with internal departments to deliver integrated client solutions.
· Ensure seamless handoffs between sales and service teams.
· Support alignment across business units to enhance overall client outcomes.
Growth, Change & Special Initiatives
· Contribute to growth initiatives by expanding market presence and client base.
· Participate in strategic initiatives to improve sales effectiveness and efficiency.
· Adapt to evolving market conditions and organizational priorities.
· Support implementation of new tools, processes, or sales strategies.
Process Improvement & Best Practices
· Identify opportunities to improve sales processes and increase efficiency.
· Leverage industry insights and best practices to enhance sales performance.
· Continuously refine prospecting and relationship-building strategies.
· Promote adoption of effective sales tools and methodologies.
Accountability
· Achieving or exceeding annual sales and production goals.
· Building a sustainable and growing book of business.
· Delivering high-quality, tailored client solutions.
· Maintaining strong internal and client relationships.
· Demonstrating ownership, judgment, and prioritization in all sales activities.
Qualifications
Required
· Proven success in business-to-business sales or similar client-facing role.
· Strong analytical and problem-solving skills.
· Excellent communication and interpersonal abilities.
· Ability to build and maintain professional relationships.
· Highly organized and results-driven.
Preferred
· Experience in insurance, risk management, or related industry.
· Demonstrated success in developing and growing a client portfolio.
· Experience collaborating across multiple business functions.
· Familiarity with sales tools and CRM systems.
Key Competencies
· Relationship Building & Networking
· Sales Strategy & Execution
· Communication & Influence
· Ownership & Accountability
· Results Orientation
· Business Acumen
· Adaptability & Initiative
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