Outside Sales Representative

O'LYN Roofing
Norwood, MA

Job Description

Job Description

About Us:

O'LYN Roofing is a trusted family-owned roofing company based in Norwood, renowned for delivering quality roofing, skylight, and gutter solutions. Our commitment to excellence, reliability, and customer satisfaction drives us to create a supportive and rewarding work environment for our team.

We’re seeking a motivated Outside Sales Representative to join our growing team. In this role, you’ll focus on generating high-quality sales, meeting with homeowners onsite, and providing tailored solutions. This is a commission-only position with a proven earning potential ranging from $70,000 for minimal performers to $200,000+ for top performers. You can further grow your income by generating your own leads and prospects.

Key Responsibilities:

  • Engage with Company-Provided Leads: Meet with homeowners and property managers onsite to discuss roofing (new and replacement), roof cleaning, skylights, ice melt systems, gutters, flat/rubber roofing, and ventilation services.
  • Close High-Quality Sales: Deliver exceptional sales performance without the need to manage project logistics.
  • Generate Additional Leads: Cultivate new leads and prospects to maximize earnings.
  • Provide Customized Solutions: Recommend services tailored to customer needs.
  • Sell at Margins That Ensure Success: Ensure jobs can be completed on time and under budget.
  • Maintain Customer Relationships: Follow up with leads and customers to build trust and ensure satisfaction.
  • Hit Sales Goals: Achieve monthly, quarterly, and yearly sales targets.
  • Participate in Team Collaboration: Attend weekly sales meetings and contribute to team goals.
  • Utilize Technology: Use CRM tools, smartphones, or tablets for lead management, data tracking, and contract drafting.
  • Draft, Read, and Understand Contracts: Ensure accurate and professional handling of contractual agreements.
  • Conduct Roof Inspections: Safely inspect roofs to provide accurate service recommendations to customers.

What We’re Looking For:

Experience:

  • 2+ years of proven success in in-home or consumer sales (e.g. roofing, vacuums, home services, remodeling, painting, pest control, HVAC, solar, landscaping, windows, or similar industries).
  • Home improvement industry experience especially in roofing is a plus.

Skills:

  • Strong communication, relationship-building, and organizational abilities.
  • Comfort working with CRM systems and following a structured sales process.
  • Metrics-driven approach to achieving and exceeding sales goals

Requirements:

  • Valid driver’s license with a clean driving record.
  • Ability to pass a background check.
  • Willingness to climb roofs for inspections and work in a fast-paced environment.

Why Join O'LYN Roofing?

  • Earnings Potential: $70,000 – $200,000+ per year (commission-based).
  • Benefits: Medical, Dental, Vision, Paid Onboarding and Training, Employer-Matched 401(k), Company Vehicle, Profit Sharing, and Bonuses.
  • Growth Opportunities: Increase commissions by generating your own pipeline of leads.
  • Work Environment: Collaborative team culture with company-branded apparel provided.

How to Apply:

Ready to take your sales career to new heights? We’d love to hear from you! Click Apply to submit your resume and a thoughtful cover letter outlining your strengths and fit for the Outside Sales Representative position.

O'LYN Roofing is an Equal Opportunity Employer. We value diversity and are committed to fostering an inclusive environment for all employees.

Posted 2026-03-20

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