Territory Sales Representative

Heritage Insurance•Owasso, OK

About The Position

Guardian Business Group is seeking motivated, customer-focused Territory Sales Representatives to work with small and mid-sized business owners in an assigned territory, providing supplemental insurance solutions for employees. This is an independent contractor opportunity for people interested in building relationships, managing their own schedules, and developing a long-term sales career. Previous sales experience is helpful but not required; training, coaching, and support are provided. The role offers estimated annual earnings of $78,000–$90,000, based on commissions, bonuses, and applicable draw compensation. A weekly draw is available during the first six weeks, commission opportunities begin immediately, and performance-based bonuses and incentives are available. Additional rewards may include incentive travel. Renewal compensation may include potential lifetime vesting after applicable requirements are met. Actual earnings vary based on individual production and other factors. The company provides comprehensive online and hands-on training, licensing support and reimbursement subject to applicable requirements, product and sales training, one-on-one coaching from experienced Sales Managers, ongoing professional and leadership development, and performance-based career advancement opportunities. The position is full-time, Monday through Friday, with flexible scheduling within business and client needs. Occasional weekend activities or travel may be available or required.

Requirements

  • Be motivated and self-directed.
  • Be comfortable communicating with business owners and other professionals.
  • Have strong relationship-building and customer service skills.
  • Be organized and able to manage an independent schedule.
  • Be comfortable working toward performance-based goals.
  • Be willing to obtain the required Health and Life insurance licenses.

Nice To Haves

  • Previous sales or customer-facing experience is preferred but not required.
  • A bachelor's degree or at least four years of post-high-school work experience is preferred. Exceptions may be considered for candidates with relevant sales experience or who are close to completing a degree.

Responsibilities

  • Meet with small and mid-sized business owners throughout an assigned territory.
  • Identify business needs and present supplemental insurance solutions.
  • Build and maintain professional relationships with business owners and clients.
  • Develop and manage an individual book of business.
  • Follow up with prospective and existing clients.
  • Manage daily schedule and sales activities.
  • Participate in team meetings, training, and coaching sessions.
  • Maintain accurate records of sales activity and performance metrics.
  • Work toward individual sales and production goals.

Benefits

  • Weekly draw available during the first six weeks.
  • Commission opportunities begin immediately.
  • Performance-based bonuses and incentives.
  • Opportunities for incentive travel and additional rewards.
  • Renewal compensation, including potential lifetime vesting after meeting applicable requirements.
  • Comprehensive online and hands-on training.
  • Licensing support and reimbursement, subject to applicable requirements.
  • One-on-one coaching from experienced Sales Managers.
  • Ongoing professional and leadership development.
  • Career advancement opportunities based on performance.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service