Entry-Level Outside Sales Representative

Heritage Insurance•Trenton, MO

About The Position

Heritage Insurance is hiring an entry-level outside sales representative to develop insurance sales skills and build a business in an assigned territory. The representative will work directly with small and medium-sized business owners and key decision-makers, learning insurance sales, business development, client relationship management, and territory development. No extensive insurance sales experience is required. The company provides comprehensive training, hands-on field coaching, ongoing professional development, and advanced sales training. Heritage Insurance specializes in supplemental insurance products intended to help individuals, families, and employees protect themselves against unexpected expenses and financial challenges. The role offers the opportunity to provide clients with supplemental insurance solutions, education, service, and support while developing a career in the industry. This is a full-time outside-sales, business-to-business position with 8-hour shifts and a flexible, self-directed work environment. Compensation is described as $42,000–$72,000+ annual earning potential, with weekly draw pay and eligibility for commission and bonuses from the start. Licensing reimbursement is available.

Requirements

  • Strong work ethic and desire to succeed.
  • Comfort meeting and speaking with new people.
  • Strong verbal, written, and presentation skills.
  • Ability to overcome challenges and remain persistent.
  • Organization and ability to manage one's own schedule.
  • Ability to work independently without constant supervision.
  • Self-motivation and results orientation.
  • Positive, outgoing, and energetic personality.
  • Comfort communicating with business owners and decision-makers.
  • Willingness to learn and continuously develop sales skills.
  • Valid driver's license and reliable transportation.
  • Willingness and ability to obtain an insurance license if not already licensed.

Nice To Haves

  • Active Health & Life insurance license preferred.

Responsibilities

  • Identify and develop new business opportunities within an assigned territory.
  • Prospect for potential clients and conduct business-to-business outreach and cold calling.
  • Schedule and conduct appointments with prospective and existing clients.
  • Meet face-to-face with business owners and key decision-makers.
  • Learn and present supplemental insurance products and coverage options.
  • Identify client needs and provide personalized coverage solutions.
  • Build and maintain long-term professional relationships.
  • Follow up with prospective and existing clients.
  • Call on new businesses, referrals, and existing clients who may need additional service.
  • Build and maintain a personal book of business.
  • Respond professionally to client emails and phone calls.
  • Participate in scheduled team meetings, coaching sessions, and training.
  • Manage a weekly schedule and submit it to the sales manager.
  • Track and submit daily sales activity and performance metrics.
  • Work toward individual and team sales goals.

Benefits

  • Weekly draw pay.
  • Commission and bonus eligibility from the start.
  • Virtual classroom training.
  • Hands-on sales training in the assigned territory.
  • Ongoing professional development.
  • Advanced sales and leadership training.
  • Advancement and promotion opportunities based on performance.
  • Quarterly and annual incentive trips.
  • Cash bonus opportunities.
  • Stock share bonus opportunities.
  • Designated sales territory.
  • Opportunity to build and maintain a personal book of business.
  • Flexible, self-directed work environment.
  • Licensing reimbursement.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service