Direct Sales Representative

Build Your Career. Build Your Income. Help Protect American Families.

Heritage Insurance is looking for motivated, driven individuals to join our team as Direct Sales Representatives. If you're competitive, people-focused, and ready to take control of your earning potential, this could be the opportunity you've been looking for.

Estimated Annual Earnings: $75,000–$100,000+

This is a field-based, outside sales opportunity where you'll work directly with small and medium-sized business owners and decision-makers in your assigned territory. You'll help businesses and their employees access supplemental insurance solutions while building your own client base and long-term book of business.

At Heritage Insurance, your growth is tied to your effort, consistency, and performance. We provide the training and support you need to succeed while giving you the opportunity to build a rewarding sales career.

Why Join Heritage Insurance?

• Weekly draw pay, commissions, and performance bonuses

• Commission eligibility from the start

• Quarterly and annual incentive trips

• Cash bonus opportunities

• Stock share opportunities

• Flexible scheduling

• Assigned sales territory

• Comprehensive virtual and hands-on sales training

• Dedicated field training and mentorship

• Ongoing professional development

• Advanced sales and leadership training

• Career advancement based on personal performance

What You'll Do

As a Direct Sales Representative, you'll develop relationships with business owners and decision-makers while growing your territory and client base.

Your responsibilities will include:

• Meet face-to-face with small and medium-sized business owners and decision-makers

• Present supplemental insurance products and solutions based on client needs

• Prospect for new business through businesses, referrals, and existing client relationships

• Build and maintain your own book of business

• Follow up with prospective and current clients

• Respond to client emails and phone calls

• Schedule appointments and conduct follow-up meetings

• Participate in team meetings, training, and manager calls

• Maintain consistent daily sales and prospecting activity

• Track and submit daily sales metrics and activity

• Set and communicate your weekly working schedule with your sales manager

• Develop long-term professional relationships with clients and business owners

No Insurance Sales Experience? That's Okay.

We're more interested in who you are and what you're capable of becoming than whether you've sold insurance before.

Our training program combines virtual classroom instruction with hands-on training alongside an experienced sales trainer in your assigned territory. You'll receive guidance on prospecting, needs-based selling, presenting solutions, overcoming objections, closing, follow-up, territory development, and building long-term client relationships.

This opportunity can be an excellent fit for candidates who have experience in:

• Outside sales

• Field sales

• B2B sales

• Territory sales

• Business development

• Account management

• Customer service

• Recruiting

• Retail or other performance-driven environments

It's also a great opportunity for sales professionals who have outgrown call centers, retail sales, or traditional door-to-door sales and are ready for greater independence, earning potential, and career growth.

Who We're Looking For

We're looking for individuals who are:

• Positive, energetic, and professional

• Goal-oriented and motivated by achievement

• Confident communicating with business owners and decision-makers

• Strong communicators, both written and verbal

• Comfortable building relationships and connecting with different types of people

• Resilient and able to handle rejection and objections

• Self-motivated, disciplined, and able to work independently

• Competitive and committed to personal growth

• Coachable and willing to learn

• Accountable for their activity and results

• Passionate about helping others

If you have a history of exceeding expectations, setting ambitious goals, or performing at a high level, we'd love to meet you.

Licensing & Education

• Active Health & Life General Lines license, or willingness and ability to obtain a Health & Life Producer License

• Licensing reimbursement available

• Bachelor's degree OR a minimum of 4 years of professional post-high-school work experience

• Candidates within 6 months of completing their degree may be considered

• Candidates with less than 4 years of professional experience may be considered if they have relevant or specialized outside sales experience

Position Details

Job Type: Full-Time
Estimated Annual Earnings: $75,000–$100,000+
Schedule: Flexible, 8-hour shift
Work Setting: Field Sales / Outside Sales / Territory Sales
Sales Type: Business-to-Business (B2B)
Industry: Insurance / Supplemental Insurance

Build Your Territory. Grow Your Book of Business. Own Your Success.

If you're ready to move beyond traditional sales roles and build a career where your effort directly impacts your earning potential, Heritage Insurance wants to hear from you.

Learn more about Heritage Insurance and our mission to provide reliable protection for American families at Heritage Insurance.

Apply today and take the next step toward building your future in direct sales.