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Mid-Market - Regional Sales Manager

Job in Elsmere, New Castle County, Delaware, USA
Listing for: Amwins
Full Time position
Listed on 2026-11-01
Job specializations:
  • Sales
    Insurance Sales, Outside / Field Sales, Business Development, B2B Sales
Salary/Wage Range or Industry Benchmark: 100000 - 180000 USD Yearly USD 100000.00 180000.00 YEAR
Job Description & How to Apply Below
Position: Small to Mid-Market Benefits- Regional Sales Manager
Regional Sales Manager Raleigh
- Triangle Area, NC

Remote for current residents of North Carolina— based in the territory, with regular in-person broker visits

Amwins Small to Mid-Market Benefits (formerly Amwins Connect) is seeking an accomplished Regional Sales Manager to help accelerate our continued growth in North Carolina.

Amwins Small to Mid-Market Benefits is now one of the largest group brokerage general agencies in the US with national distribution. With double-digit growth and continued expansion across our nationally distributed platform, we are investing in experienced sales professionals to help drive our next stage of growth. By combining seven of our group benefits operating companies, we have created a business with over 100+ years of experience under the Amwins’ brand, Amwins Small to Mid-Market Benefits houses a comprehensive collection of group benefits products available for national distribution.

Products include large and small group medical for fully insured and self‑funded, dental, vision, lifelong‑term insurance plans, specialty and captive programs, and third‑party administrative services. Amwins is the nation’s largest wholesale insurance broker, with $48.8B in annual premium placements. Amwins has expertise across a diversified mix of property, casualty, and group benefits products, and offers value‑added services to support these products, including product development, underwriting, premium and claims administration, and actuarial services.

The Regional Sales Manager is a crucial member of the Amwins Small to Mid-Market Benefits high performing growth and revenue generating team. We are seeking a Regional Sales Manager to play a key role in developing, maintaining, and growing retail broker relationships. The role requires managing, negotiating, and advising brokers with a consultative approach. This is a high‑autonomy, high‑upside opportunity offering true territory ownership, a strong base salary that is not a draw, a 2.5‑year commission guarantee, uncapped commissions and a book‑of‑business bonus—all backed by exceptional sales support and best‑in‑class technology.

Key Responsibilities
  • Generate broker leads, qualify prospects, and manage our portfolio of products and services.
  • Utilize various methods of communication as primary means of contacting and cultivating relationships to include in-person broker visits, presentations, in addition to phone and online communications.
  • Leverage company tools and technology (Salesforce, Employee Navigator, Ease, Benefix, Formfire) to enhance broker relationships and drive sales activities.
  • Create territory/account plans including opportunity development, competitive strategies, and targets.
  • Identify and create new opportunities and work with sales leaders and cross functional teams to continuously increase prospect funnel.
  • Track and communicate market trends to/from the field including competitor data and develop effective counter strategies.
  • Work in a team environment that includes best‑in‑class back‑office support and work to meet annual sales goals and company objectives.
  • Represent Amwins Small to Mid‑Market Benefits by attending meetings, events, and training to maintain a competitive advantage.
  • Proven broker‑facing sales experience with a strong group medical background;
    Experience working with  or similar CRM, with strong knowledge of various sales techniques and pipeline management.
  • Current Life & Health insurance license or attainable within 90 days of start date.
  • Proficient in MS Office software, especially MS Outlook and Excel.
  • Exemplary time management skills.
  • Firm grasp on ACA and local insurance markets.
  • Ability to travel for internal conferences and/or training.
  • Use technology and reporting to drive sales…
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