Entry Level Sales Representative

Full-Time | Field-Based | Insurance Sales | Commission-Based | Entry-Level Opportunity

Build Your Career in Insurance Sales

Headwaters Financial Group is looking for motivated and personable individuals to join our team as Entry-Level Field Sales Representatives. This is an opportunity to build valuable sales and customer relationship skills while helping individuals and families explore insurance solutions that fit their needs.

No previous insurance sales experience is required. We provide training and support to help you learn our products, sales process, and customer approach.

What You'll Do

• Meet and speak with potential customers in local communities and residential areas.

• Start conversations, build rapport, and learn about customers' needs and priorities.

• Explain insurance products and coverage options in a clear and easy-to-understand way.

• Ask questions to understand customer needs and identify appropriate solutions.

• Guide qualified customers through the sales process, from initial conversation through application.

• Follow up with prospects and customers as needed.

• Manage your daily schedule, appointments, and assigned territory.

• Keep accurate records of customer interactions and sales activities using a mobile device.

• Work toward individual sales and activity goals while maintaining a professional customer experience.

• Participate in training and continue developing your insurance and sales knowledge.

What We're Looking For

We're looking for someone who is:

• Comfortable meeting and speaking with new people face-to-face.

• Friendly, professional, and able to build rapport quickly.

• A good listener who can ask questions and understand customer needs.

• Self-motivated and comfortable working independently in a field environment.

• Organized and able to manage a daily schedule and customer follow-up.

• Resilient and able to handle occasional rejection professionally.

• Open to learning new products, sales techniques, and industry knowledge.

• Interested in developing a long-term career in sales and financial services.

Requirements

• Must be 18 years of age or older.

• Must be authorized to work in the United States.

• Valid driver's license.

• Reliable personal vehicle for daily local travel.

• Reliable mobile device for communication and record-keeping.

• Ability to work in a field-based, customer-facing environment.

• Willingness to complete required training and meet applicable insurance licensing requirements.

Compensation

Commission-based | Estimated annual earnings of $100,000–$150,000 for top performers

Actual earnings may vary based on individual performance, sales activity, and other factors.

Why Join Headwaters Financial Group?

• Entry-level opportunity with training and support.

• Build real-world experience in insurance and sales.

• Develop communication, presentation, negotiation, and customer relationship skills.

• Work directly with customers and make a meaningful impact.

• Enjoy the independence and variety of a field-based sales role.

• Join a supportive team focused on professional development and long-term growth.

• Performance-based compensation with the opportunity to increase earnings as your sales skills develop.

About Headwaters Financial Group

Headwaters Financial Group is focused on helping individuals and families explore financial and insurance solutions while providing a professional customer experience. Our team values communication, integrity, continuous learning, and strong client relationships.

If you're motivated, enjoy working with people, and are ready to develop your sales career, we'd love to hear from you.