Outside Sales Representative

Cleft of the Rock•Florissant, MO
•Hybrid

About The Position

Cleft of the Rock is seeking an Outside Sales Representative to build long-term relationships with businesses and individuals and help clients choose supplemental insurance options that meet their needs. The representative visits businesses, meets with decision-makers, and presents to employees. The position involves building and maintaining a book of business, following up on leads, scheduling appointments, and supporting clients throughout the process. The representative works with a manager to set goals and track progress. The role offers hands-on training and ongoing mentorship, weekly draw pay plus commissions and performance bonuses, incentive trips, cash rewards, stock opportunities, and a flexible schedule as the client base grows. The listed compensation is $75,000–$95,000 per year. The work is remote/hybrid with in-person business-to-business sales, Monday–Friday, with weekends as needed.

Requirements

  • Be passionate about helping others and building meaningful relationships.
  • Be self-motivated, independent, and resilient.
  • Be professional, approachable, and confident presenting to groups.
  • Hold a Health & Life license or be willing to obtain one; reimbursement is provided.

Responsibilities

  • Meet face-to-face with business owners, managers, and employees in the assigned territory.
  • Lead presentations for small groups and larger teams of 1–100+ employees.
  • Build and maintain a personal book of business.
  • Follow up on leads, schedule appointments, and support clients throughout the process.
  • Work with a manager to set goals and track progress.

Benefits

  • Hands-on training and ongoing mentorship.
  • Weekly draw pay plus commissions and performance bonuses.
  • Incentive trips and cash rewards.
  • Stock opportunities.
  • Flexible schedule as the client base grows.
  • Collaborative and caring team environment.
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