Outside Sales Representative - $100K+ | Paid Training | San Antonio & Surrounding Areas

Heritage Roofing & Construction

$100K *
Real Estate & Construction
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Valid driver's license required.
  • Must own a pickup truck or obtain one within 60 days.
  • Ability to work outdoors and climb roofs.
  • Strong communication skills essential.
  • Positive attitude and coachable demeanor necessary.

Responsibilities

  • Meet with homeowners in storm-affected areas.
  • Generate new business through door-to-door canvassing.
  • Conduct roof and property inspections for storm damage.
  • Document potential damage with photos and notes.
  • Educate homeowners on the insurance restoration process.
  • Collaborate with insurance adjusters as needed.
  • Manage roofing projects from inspection to completion.

Benefits

  • Medical insurance after 60 days.
  • Dental insurance after 60 days.
  • Vision insurance after 60 days.
  • Paid training provided.
  • Uncapped earning potential available.
  • Leadership development opportunities offered.
  • Incentive trips and company events for top performers.
Full Job Description
Outside Sales Representative - Roofing & Restoration
San Antonio, TX | Paid Training | $100K+ First-Year Earning Potential

This is a high-income outside sales and project coordination opportunity with paid training, strong mentorship, uncapped commission, and a clear path to leadership.

No roofing experience is required. We'll teach you the industry, the sales process, and how to manage projects from start to finish.

If you're confident, coachable, enjoy working with people, and want your income to reflect your effort, this could be the opportunity you've been looking for.
What You Can Earn
  • First-year team members regularly earn $100,000+
  • Top performers earn $300,000+ annually
  • Uncapped commission
  • Paid training with base pay + per-claim pay + commission
  • Performance-based truck allowance
  • Incentive trips, contests, bonuses, and team events
  • Opportunities to advance into leadership and management

There is no fixed ceiling on your earning potential. The more you produce, the more you can earn.
Paid Training & Field Development

New hires receive structured, paid training designed to help them learn the industry, understand Heritage's sales process, and build confidence in the field.

You'll work alongside experienced Heritage leaders and team members while developing the skills needed to:
  • Self-generate new business
  • Conduct inspections
  • Understand storm damage
  • Work with homeowners
  • Navigate the insurance restoration process
  • Manage projects from start to finish
  • Deliver a strong customer experience

This is hands-on training built around real-world production, coaching, and field experience.
What You'll Do

This is an active, field-based role where you'll work directly with homeowners and manage the customer experience throughout the restoration process.

You will:
  • Meet with homeowners in storm-affected neighborhoods
  • Generate new business through door-to-door canvassing
  • Perform roof and property inspections for storm damage
  • Take photos and document potential damage
  • Educate homeowners on the insurance restoration process
  • Meet with insurance adjusters when needed
  • Help homeowners navigate their roofing project
  • Coordinate projects from initial inspection through completion
  • Build relationships and generate referrals
  • Provide an exceptional customer experience
Who Does Well in This Role?

You do not need roofing experience to succeed here.

Some of our strongest performers come from backgrounds such as:
  • Sales
  • Military
  • Athletics
  • Hospitality
  • Restaurants
  • Retail
  • Customer service
  • Construction
  • Automotive sales
  • Fitness
  • Management

What matters most is your work ethic, attitude, competitiveness, and willingness to learn.
We're Looking for People Who Are
  • Highly motivated and competitive
  • Comfortable talking to new people
  • Coachable and willing to learn
  • Goal-oriented and driven by results
  • Confident working independently
  • Comfortable working outdoors
  • Comfortable with heights and climbing roofs
  • Interested in building a long-term career
  • Excited by the opportunity to earn based on performance
Requirements
  • Valid driver's license
  • Must have a pickup truck or ability to obtain one within 60 days
  • Ability to work outdoors and climb roofs
  • Strong communication skills
  • Positive attitude and willingness to be coached
  • Commitment to helping grow the San Antonio market
Benefits
  • Medical insurance after 60 days
  • Dental insurance after 60 days
  • Vision insurance after 60 days
  • Paid training
  • Uncapped earning potential
  • Leadership development opportunities
  • Incentive trips and company events
  • Performance-based advancement
Why San Antonio?

San Antonio and the surrounding area offer strong opportunity for motivated sales professionals in roofing and storm restoration.

Heritage is growing its San Antonio team, giving new hires the opportunity to get in early, establish themselves in the market, and grow alongside the company.

This is more than a sales job.

It's an opportunity to build a six-figure career, develop leadership skills, and take control of your earning potential.

If you're hungry, competitive, and ready to work, apply today and help us build Heritage San Antonio.

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