Outside Sales Representative - Roofing & Home Exteriors

Stego Management Services LLC; Charlottesville (VA); On-site; USD 150,000 - 250,000; Full time

Benefits offered by this job

Take-home company vehicle

Health, dental, vision, life insurance

401(k) with 4% match

Education benefits

Discounts on Cenvar home services

Job summary

Stego Management Services LLC is seeking an Outside Sales Representative for roofing and home exteriors in Charlottesville, VA. You will meet homeowners, assess exterior needs, present exterior remodeling solutions, and guide customers through the buying process.

No roofing experience is required; training is provided. You will operate with independence within Cenvar’s proven platform, leveraging leads, financing tools, and CRM support to grow your book of business.

Qualifications

• High school diploma or equivalent.
• Valid driver's license and driving record acceptable under company insurance requirements.
• Willingness to walk on roofs and work in and around residential homes.
• Strong communication skills and ability to explain pricing and financing options.
• Sales or customer service experience is preferred.

Responsibilities

• Meet with homeowners through scheduled sales opportunities.
• Inspect exterior elements (roofs, gutters, siding, windows, doors) and assess needs.
• Explain Cenvar's products, services, scope of work, pricing and financing options clearly.
• Prepare estimates, present solutions, and ask for the sale.
• Manage your sales call schedule, calendar, follow-up, and CRM records.
• Deliver a professional customer experience from first appointment to project handoff.

Skills

Self-motivation

Communication

Goal-oriented

Independent work

Interpersonal skills

Education

High school diploma or equivalent

Tools

CRM software

Job description

Outside Sales Representative - Roofing & Home Exteriors

Stego Management Services LLC Charlottesville, Virginia, United States

About this position

Cenvar is a growing residential exterior remodeling company committed to quality workmanship, exceptional customer service, and investing in our people. Named one of Virginia Business's 2026 Best Places to Work in Virginia, we believe our employees are central to our success. We champion the core values of Grit, Efficiency, Servanthood, Positivity, Integrity, Growth, and Self-Discipline.

Location: Charlottesville, VA
Job Type: Full-time
Compensation: Paid training for the first 3 months, followed by commission-only compensation. Earning potential: 150,000–250,000 USD per year.
Benefits: Take-home company vehicle for work use, health/dental/vision/life insurance, 401(k) with 4% match, discounts on Cenvar home services, and education benefits.

Build Your Income While Helping Homeowners

Are you a competitive, self-motivated salesperson who wants your income to reflect your results?

Cenvar is looking for Sales Representatives who want independence, significant earning potential, and the backing of an established exterior remodeling company. You'll meet with homeowners, evaluate their exterior remodeling needs, present solutions, and guide them through the buying process.

You don't need roofing or construction experience. We can teach you the industry. We're looking for people who can communicate, earn trust, stay organized, follow a proven sales process, and close business.

Every appointment is an opportunity to serve the homeowner, diagnose the exterior, and present the right solution.

A roofing appointment may also uncover a gutter, siding, window, or door opportunity. A siding conversation may lead to gutters, windows, or doors. We train our reps to become full exterior consultants, not one-product salespeople.

The goal is simple: inspect the home, educate the homeowner, present the right options, create value, and ask for the sale.

About the Opportunity

This is not an order-taking role. This is an opportunity to operate like an entrepreneur inside a proven company platform.

Cenvar provides the brand, lead opportunities, products, financing tools, training, technology, installation support, and operational backing.

You own the outcome: your preparation, presentation, follow-up, customer trust, and your paycheck.

Cenvar Provides the Tools to Win

• Company-provided lead opportunities
• Established company brand and reputation
• Structured sales training and ongoing coaching
• Take-home company vehicle for work use
• Roofing, gutter, siding, window, and door product support
• Financing tools
• CRM and sales technologySales materials and resources
• Installation and production support
• Marketing and operational backing
• Career growth opportunities

What You'll Do

• Meet with homeowners through scheduled sales opportunities.
• Inspect the home's exterior, including roofs, gutters, siding, windows, and doors.
• Walk on roofs and enter attics while following required safety procedures.
• Identify homeowner needs and recommend appropriate exterior remodeling solutions.
• Explain Cenvar's products, services, scope of work, pricing, and financing options clearly and confidently.
• Prepare estimates, present solutions, and ask for the sale.
• Manage your sales call schedule, calendar, follow-up, and CRM records with precision and discipline.
• Maximize opportunities during peak seasons and actively work your book of business during slower times.
• Manage your personal performance metrics, including close rate, average job size, and revenue sold.
• Deliver a professional customer experience from the initial appointment through project handoff.
• Coordinate customer handoff with installation and production teams.
• Attend weekly sales meetings and ongoing training.
• Maintain a professional appearance and keep your company vehicle clean and organized.
• Take ownership of your preparation, appointments, follow-up, customer experience, and results.

What Makes You a Strong Fit

You may thrive in this role if you:

• Are self-motivated and proactive.
• Enjoy competition, goals, and measurable results.
• Want your income to reflect the results you produce.
• Move quickly and confidently without needing constant reminders.
• Can work independently while remaining accountable to a team.
• Enjoy meeting and talking with new people.
• Are comfortable meeting homeowners face-to-face and asking for the sale.
• Build trust quickly and communicate confidently.
• Have strong follow-through and organization.
• Are comfortable discussing pricing and financing.
• Are coachable and willing to follow a proven sales process.
• Maintain a professional appearance and customer-first attitude.

What We're Looking For

• Previous sales, customer service, or relationship-building experience is preferred.
• Strong interpersonal communication skills.
• Ability to manage appointments, follow-up, and customer opportunities.
• High school diploma or equivalent.
• Valid driver's license and driving record acceptable under company insurance requirements.
• Ability to meet the company's background-check requirements.
• Physical ability and willingness to safely walk on roofs, enter attics, take accurate measurements, and work in and around residential homes.

Roofing or construction experience is helpful, but not required. We are more interested in your ability to connect with people, earn trust, stay organized, learn our process, and close business.

Ready to Build Your Sales Career?

If you're motivated by independence, customer relationships, competition, and the opportunity to take ownership of your income, we'd like to meet you.