Entry-Level Outside Sales Representative – Paid Training

Why Join Heritage?

High Earning Potential

• First-year team members regularly earn $100,000+
• Top performers earn $300,000+ annually
• Uncapped commission
• Performance incentives and contests
• Opportunity to increase earnings as you grow and perform

At Heritage, your income isn’t limited by an hourly wage or traditional salary structure. Your results directly impact what you can earn.

Paid 180-Day Training Program

We invest heavily in training because we want our team members prepared to succeed long term. All Nashville hires will complete a paid 180-day training program in Dallas, Texas before returning to help launch the Nashville market.

During Training, You’ll Receive

• Weekly base pay
• Per-claim compensation
• Commission on completed projects
• Hands-on field training
• One-on-one coaching from experienced leaders
• Sales and communication training
• Roofing and storm restoration education
• Project management training
• Ongoing professional and leadership development

You won’t be expected to figure it out on your own. You’ll learn the business alongside experienced team members before transitioning back to Nashville.

Get In Early in the Nashville Market

We’re building our Nashville team from the ground up. That means strong performers have the opportunity to establish themselves early, grow with the market, and position themselves for future advancement.

Career Paths Can Include

• Senior Sales Representative
• Assistant Team Leader
• Team Leader
• Future market leadership opportunities

Advancement is based on performance and leadership ability—not tenure.

About the role

As an Outside Sales Representative, you’ll work directly with homeowners throughout Nashville and surrounding communities.

Responsibilities

• Meet with homeowners in storm-affected neighborhoods
• Generate new business through face-to-face outreach and referrals
• Perform complimentary roof and exterior property inspections
• Identify and document potential storm-related damage
• Take photos and gather project information
• Educate homeowners on the roofing and insurance restoration process
• Meet with insurance adjusters when needed
• Maintain consistent communication with customers
• Coordinate restoration projects from inspection through completion
• Build strong customer relationships
• Generate referrals and repeat business
• Deliver an exceptional customer experience

This is a field-based position where you’ll spend your time meeting people, building relationships, and creating your own opportunities.

Who We're Looking For

You do not need roofing experience to succeed at Heritage.

Some Of Our Strongest Team Members Have Backgrounds In

• Sales
• Hospitality and restaurants
• Retail
• Customer service
• Military
• Athletics
• Automotive sales
• Fitness
• Construction
• Business development
• Entrepreneurship
• Management

We hire for attitude, work ethic, competitiveness, and coachability and train the technical skills.

You May Be a Great Fit If You Are

• Highly motivated
• Competitive
• Coachable and eager to learn
• Confident talking to new people
• Goal-oriented
• Comfortable working independently
• Driven by performance
• Customer-focused
• Comfortable working outdoors
• Willing to generate your own business
• Looking for a career with long-term growth potential

Requirements

• Valid driver’s license
• Must have a pickup truck or ability to obtain one within 60 days
• Comfortable working outdoors
• Comfortable climbing ladders and inspecting roofs
• Strong communication skills
• Willingness to work in a performance-driven environment
• Ability to complete the required 180-day paid training program in Dallas, TX

Why Nashville?

Heritage is entering Nashville with the goal of building a strong, long-term presence throughout Middle Tennessee. For the right person, joining during the market launch creates an opportunity to get in early, establish yourself, build a strong customer base, and grow alongside the company.

You’re not simply stepping into another sales position. You’re joining a new market where your performance can help shape what comes next.