Amwins
Direct Greenhouse career site

Small to Mid-Market Benefits- Regional Sales Manager

Location
Charlotte, NC
Listed
Today

Regional Sales Manager

Remote - based in the territory, remote for South Carolina residents.

Amwins Small to Mid-Market Benefits (formerly Amwins Connect) is seeking an accomplished Regional Sales Manager to help accelerate our continued growth in Greenville and Upstate, SC.

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. We are privately held, with 43% of the company owned by employee shareholders-giving our employees a significant ownership stake and meaningful voice in the future of the business. We have over 65+ operating companies across 5 divisions, over 175+ locations around the world, and 8.4K employees.

Our benefits division is the largest in the world, with $12.1B 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.

Position Overview

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.

Position requires market-based knowledge to provide brokers with tailored employee benefit solutions, including fully insured and self-funded programs across all benefit lines. The duties include cultivating new broker partnerships by generating broker leads, qualifying prospects, and managing our portfolio of products and services.

Responsibilities

  • Build productive, long-lasting relationships by identifying and evaluating broker needs through education, advising, and growing brokers' revenue with a consultative approach.
  • Work with brokers to develop insurance solutions that will meet their clients' needs.
  • 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.
  • Understand technology solutions available in the employee benefit marketplace including Benefit Administration systems and underwriting tools.
  • 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.
  • Consult with brokers and carriers to provide underwriting information to the carrier.
  • Develop deep relations with carrier partners.

Qualifications

  • Proven broker-facing sales experience with a strong group medical background; ancillary benefits experience is a plus.
  • Track record of over-achieving goals.
  • Solutions-oriented mind-set.
  • Experience working with Salesforce.com 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.
  • Effective communication, negotiation, and interpersonal skills.
  • Self-motivation and achievement driven.
  • Exemplary time management skills.
  • Firm grasp on ACA and local insurance markets.
  • Ability to travel for internal conferences and/or training.

Core Competencies

  • Expertise: Develops job knowledge and expertise through continual professional development. Use technology and reporting to drive sales objectives.
  • Brand Ambassador: Represents the Amwins Small to Mid-Market Benefits brand during all customer and prospect interactions.
  • Educator: Educates customers on the product, service and solution strategy that will benefit them financially and professionally.
  • Strategic Focus: Monitors industry competitors, new products, and market conditions.
  • Team oriented/strong interpersonal skills. Comfortable working with dynamic and diverse customers, and able to handle personalities and situations with a positive can-do attitude.

The Amwins Advantage: Benefits & Perks Available to Full-Time US Based Employees

  • Medical, Dental, Vision available your first day of employment
  • Choice of medical plans through Blue Cross Blue Shield; Kaiser available for CA employees
  • Mental health support including:
  • Virtual therapy
  • Digital coaching
  • 24/7 EAP counseling
  • Company-paid Basic Life & AD&D Insurance, Short-Term Disability, and Employee Assistance Program
  • Health Savings Account with company contributions
  • Health Care FSA, Dependent Care FSA, and Commuter Benefits
  • Parental Leave and Adoption Assistance
  • Voluntary coverage options:
  • Life Insurance
  • Critical Illness
  • Accident
  • Identity Theft Protection
  • Retiree medical benefits available for Medicare-eligible retirees
  • 401(k) with company match
  • Generous Paid Time Off and Company Holiday Schedule
  • Collaborative, continuing education focused work environment
  • Career advancement opportunities
Read the original posting

From Amwins's careers page, first listed on Rolev.ai on November 12, 2026. Rolev.ai is not the employer.

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Common questions

Where is the Small to Mid-Market Benefits- Regional Sales Manager job at Amwins located?

This Small to Mid-Market Benefits- Regional Sales Manager position at Amwins is located in Charlotte, NC. Always check Amwins's application page for specific state eligibility or relocation policies.

How do I apply for the Small to Mid-Market Benefits- Regional Sales Manager position at Amwins?

This listing links directly to Amwins's Greenhouse application page. You can apply directly on Amwins's site, or use Rolev.ai to check your resume fit, generate a zero-hallucination tailored resume and cover letter for this posting, and autofill the Greenhouse application form in 1 click with the Rolev.ai Chrome extension. You always review the form and press Submit yourself.