About Careertakes

👉 Important disclosure: Careertakes is a third-party recruiting platform supporting this hiring process. If selected, you will be employed directly by our client, a confidential client in the insurance industry.

Applicants for this role may also receive access to additional matched opportunities through the Careertakes platform.

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Position overview

Confidential Client is hiring an Entry-Level Sales Representative for outside, business-to-business (B2B) sales in Grove, OK. This role is ideal for a motivated, coachable person who wants to launch a career in insurance sales with structured training, territory ownership, and commission-based earnings.

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What You’ll Do

As an Entry-Level Sales Representative you will:

• Prospect and develop new business within a designated territory in Grove, OK
• Meet face-to-face with small and medium-sized business owners and key decision-makers
• Conduct B2B outreach including cold calls and follow-up activities
• Present supplemental health and life insurance solutions and coverage options
• Build and maintain strong client relationships and a personal book of business
• Schedule and manage client appointments and field visits
• Track and submit daily sales activity and performance metrics
• Participate in team meetings, coaching sessions, and ongoing training
• Manage your weekly schedule and report to your sales manager
• Respond to client emails and phone calls professionally and promptly

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Requirements

We welcome applicants without prior insurance experience — we hire for attitude and coachability.

Minimum qualifications and attributes:

• Driven, coachable, self-motivated, and comfortable communicating with diverse audiences
• Strong communication, presentation, time-management, and organizational skills
• Ability to work independently and manage a self-directed schedule
• Confidence interacting with business owners and decision-makers
• Valid driver’s license and reliable transportation
• Bachelor’s degree OR a minimum of 4 years of professional work experience after high school (candidates within 6 months of degree completion may be considered; less-experienced candidates with relevant outside sales experience may also be considered)
• Active Health & Life insurance license OR willingness and ability to obtain one (licensing reimbursement available)

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Compensation & Benefits

• Reported earning potential: $42,000–$72,000+ annually (commission-driven)
• Estimated average for this listing: approximately $58,237 per year (estimate)
• Weekly draw pay with commission and bonus eligibility from day one
• Virtual classroom training + hands-on field training and ongoing coaching
• Advancement and leadership development opportunities
• Quarterly and annual incentive trips, cash and stock-share bonus programs
• Designated sales territory and the opportunity to build your own book of business
• Flexible, self-directed work environment

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Schedule & Location

• Full-time | 8-hour shifts
• Role is primarily outside, territory-based B2B sales located in Grove, OK
• Local travel within assigned territory is required

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Why this role

This position is an excellent fit if you want to build a career in sales, insurance sales, outside sales, account management, or business development. You’ll receive structured onboarding, continuous coaching, and the opportunity to directly influence your earnings and career progression through performance.

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Equal Opportunity & Hiring Transparency

Careertakes and our client are Equal Opportunity Employers committed to building a diverse and inclusive workforce. We prohibit discrimination or harassment of any kind. To support a fair and efficient hiring process, AI tools may be used to assist with application review or resume screening. These tools do not replace human decision-making. Final hiring decisions are made by people.

If you have questions about how your data is used, please contact us directly.