Entry Level Sales Professional
The Entry Level Territory Sales Associate at Confidential Client is responsible for managing and growing a sales territory by engaging directly with business owners and decision-makers to sell supplemental insurance products. This role requires strong sales skills, adaptability, and self-motivation to generate leads, conduct presentations, and close sales while working independently in the field. The position offers comprehensive training, performance-based incentives, and opportunities for professional growth within a competitive and supportive team environment.
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, Insurance (Supplemental Insurance Products & Services).
Applicants for this role may also receive access to additional matched opportunities through the Careertakes platform.
What You’ll Do
Confidential Client is hiring an Entry Level Sales Professional to work outside in an assigned sales territory selling supplemental insurance products and services. This is a field sales role focused on building relationships with small and medium-sized businesses, meeting with owners and benefits decision-makers, and presenting benefit solutions to groups and individuals.
- Work in your assigned territory doing outside sales and in-person outreach
- Generate new business through cold calls, warm leads and scheduled appointments
- Meet with business owners, benefits managers and employee groups (sometimes 50–100+ people) to present product solutions
- Build and maintain your own book of business and manage follow-ups to close sales
- Track and submit daily sales activity and metrics
- Coordinate with your sales manager to set monthly and quarterly targets and review progress
- Set weekly working hours and manage your own schedule within territory expectations
Compensation & Perks
- Estimated base salary: $69,690 per year (estimated) — plus commission and bonus potential
- Weekly draw pay with commission eligibility from start
- Quarterly and annual incentive trips, cash bonuses, and stock-share bonuses
- Licensing reimbursement for Health & Life producer license (if not already licensed)
- Virtual classroom training plus hands-on territory training
- Clear advancement and leadership development based on performance
- Increased schedule flexibility once you build a book of business
Who You Are / Qualifications
- Entry-level candidates encouraged — Bachelor’s degree or minimum 4 years of professional post–high school work experience preferred. Candidates within 6 months of degree completion or with relevant outside sales experience will be considered
- Already licensed in Health & Life general lines OR willing and able to obtain the Health & Life producer license (licensing reimbursement offered)
- Comfortable with cold calling, in-person meetings, and presenting to groups and individuals
- Self-motivated, competitive, resilient, and able to manage a territory independently
- Strong communication and time-management skills; able to submit daily activity reports and meet sales targets
Training & Career Path
- Virtual and field-based onboarding to learn products, sales process, and compliance
- Ongoing professional development, advanced sales training, and leadership programs
- Performance-based promotion opportunities and clear path to higher earnings and leadership roles
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.
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