Outside Sales Representative Entry-Level, Insurance
Overview
You'll own a local territory, meeting with small and mid-sized businesses to help employees understand supplemental insurance options that support them during unexpected life events. You'll join a team of former teachers, coaches, and mentors who value encouragement over pressure. This entry-level role includes structured training, field mentorship, and support for obtaining your Health & Life Insurance license. It offers the flexibility of an independent contractor schedule with the stability of a proven system, ideal for educators ready to pivot their people skills into a new career.
What You'll Do8
- 1Connect with local small and mid-sized businesses in your community to introduce supplemental insurance benefits.
- 2Lead clear, educational conversations about benefit options, making complex ideas simple for employees.
- 3Help employees enroll and answer follow-up questions, ensuring they feel supported throughout the process.
- 4Maintain organized notes, scheduling, and client relationships using your own system.
- 5Attend weekly training and professional development meetings to sharpen your communication and sales skills.
- 6Build long-term partnerships through trust and consistency, focusing on repeat business and referrals.
- 7Track your earnings and performance against goals, adjusting your approach based on feedback from your mentor.
- 8Complete the Health & Life Insurance licensing process with support and reimbursement from the agency.
Requirements8
- 1Experience as a teacher, coach, educator, mentor, or trainer, demonstrating strong communication and leadership.
- 2Ability to guide people and explain complex ideas in simple, relatable terms.
- 3Comfort with a flexible daytime schedule and independent work in a local territory.
- 4Clear communication and natural trust-building skills with diverse groups of people.
- 5Openness to obtaining a Health & Life Insurance license, with the agency providing support and reimbursement.
- 6No prior sales experience required; step-by-step onboarding is provided.
- 7Self-motivation to manage your own schedule and persist through learning and development.
- 8Commitment to attending weekly training meetings and following a proven, structured system.
Salary Insight
$65 - $85k per year
Location
Required Skills
Similar open positions
Explore active roles that match your skills and interests.
The Impact Insurance Agency
VerifiedOutside Sales Representative Entry-Level (Insurance)
You will own a local territory of small and mid-sized businesses, introducing supplemental insurance options that support employees during unexpected life events. As an independent contractor, you will manage your schedule while receiving structured training, mentorship, and a proven sales system. This role suits educators and coaches who want to apply their communication skills in a more flexible, financially rewarding setting. Unlike typical sales roles, you will focus on education and relationship-building, not pressure tactics. You will be supported through Health & Life licensing, with a path to leadership.
Executive Financial Partners LLC
VerifiedEntry Level Outside Sales Consultant
We seek dependable goal-oriented individuals dedicated to building a respected career in supplemental health insurance. This entry-level position offers training mentorship and support to help you succeed while serving others.
Alleviation Enterprise LLC
VerifiedEntry Level Sales Representative, Outside Sales & Insurance
You will own a dedicated sales territory in Dallas, selling supplemental insurance to small and medium-sized businesses. You will meet directly with owners and decision-makers, presenting products to groups of 50 to 100+. Backed by Salesforce CRM and a comprehensive training program, you will build your own client portfolio from scratch. This role offers uncapped commissions, performance-based promotions, and a culture that rewards resilience and drive.
Alleviation Enterprise LLC
VerifiedEntry Level Outside Sales Representative
You own a new territory in Nashville, developing a book of business by calling on small and medium-sized businesses face-to-face. You use Salesforce CRM to track leads and manage your pipeline, presenting supplemental insurance products to owners and decision-makers. You collaborate with a competitive team of producers, receiving comprehensive training and monthly performance reviews. This role offers uncapped commissions and fast career growth for driven sellers.
True North Group LLC.
VerifiedOutside Sales Representative, Insurance & Client Relations
You own a territory in Houston, visiting local businesses to sell supplemental insurance and build lasting client relationships. You report to a supportive sales team and manage your pipeline in Salesforce. This role offers flexible hours, weekly draw pay, and immediate bonus eligibility, with a clear path to senior sales or agency leadership. You bring relationship-building energy and a service mindset to protect what matters most to small and mid-sized businesses.
True North Group LLC.
VerifiedSales Representative Entry-Level, Supplemental Insurance
You'll own a local territory, visiting small and mid-sized businesses to offer supplemental insurance that protects employees and their families. You'll train with a proven system, use Salesforce CRM to track activities, and build a client base from scratch. As part of a supportive team, you'll earn weekly draw pay, bonuses, and commissions from day one. This role stands out for its freedom: you set your schedule and grow into leadership roles based on performance.