Roofing Sales Specialist

Roofing Sales Specialist

Location: Portland, Maine

Reports To: General Manager / Director of Operations

Position Overview

Casco Bay Cleaning Services is seeking an experienced, self-motivated Roofing Sales Specialist to generate new business, evaluate client roofing needs, and sell roofing installation, replacement, and repair services to residential and commercial customers across the Portland, Maine area.

This role combines consultative sales with technical roofing knowledge. The Roofing Sales Specialist will be responsible for developing and following up on leads, performing on-site roof inspections, preparing accurate estimates and proposals, closing sales, and handing off sold projects to operations so work is completed to Casco Bay's quality, safety, and client-service standards.

The ideal candidate has a proven roofing or home-improvement sales record, understands a variety of roofing systems and Maine weather challenges, and is comfortable both building customer relationships and getting on a roof when needed.

Key Responsibilities

Sales & Business Development

• Generate and follow up on leads from inbound inquiries, referrals, repeat customers, door-to-door and local outreach, and online sources.
• Build and maintain relationships with property managers, realtors, builders, insurance agents, contractors, and other referral partners.
• Conduct consultative sales meetings with homeowners, business owners, and property managers to understand needs, budget, and timeline.
• Prepare and present clear, accurate proposals for roof replacements, new installations, repairs, and maintenance agreements, and negotiate and close sales.
• Meet or exceed assigned monthly and annual sales targets and maintain a healthy sales pipeline.
• Track leads, estimates, follow-ups, and closed sales in the company's CRM, and report regularly to management on pipeline and results.
• Represent Casco Bay Roofing professionally at community events, trade shows, and in the field to grow brand awareness and referrals.

Technical Roofing Assessment & Estimating

• Perform on-site inspections of asphalt shingle, standing seam and other metal, EPDM, TPO, modified bitumen, and other low-slope and specialty roofing systems.
• Identify leaks, storm and ice dam damage, ventilation problems, decking deterioration, and moisture intrusion, and recommend appropriate repair or replacement solutions.
• Measure roofs and calculate materials, labor, and project costs to produce competitive, profitable estimates.
• Explain product options, manufacturer warranties, and system differences to customers in clear, non-technical terms.
• Document roof conditions with photos, notes, and reports to support proposals and insurance claims.
• Work with suppliers and manufacturers on product selection, pricing, availability, and warranty requirements.
• Verify that sold scopes of work, materials, and permits comply with local building codes and manufacturer specifications.

Customer Service, Project Handoff & Safety

• Hand off sold projects to operations with complete scope, materials, pricing, and customer expectations documented to support smooth scheduling and installation.
• Serve as the customer's point of contact from first inquiry through contract signing, and stay engaged as needed through project completion.
• Communicate professionally with clients, crew leads, and internal management regarding schedules, scope changes, and any concerns.
• Respond promptly to emergency calls, storm damage, active leaks, and urgent service requests, and coordinate temporary repairs or tarping with operations.
• Assist customers with insurance claim documentation and adjuster meetings when needed.
• Follow company safety procedures during site visits, including fall protection, ladder safety, proper PPE use, and awareness of weather and jobsite hazards.
• Follow up after project completion to confirm customer satisfaction and request reviews and referrals.

Qualifications & Requirements

• Experience: 3 years of sales experience in roofing, construction, or home improvement, with a demonstrated record of meeting or exceeding sales targets.
• Industry Experience: At least 1–2 years of hands-on roofing experience or inspection and estimating experience preferred.
• Technical Knowledge: Strong working knowledge of roofing materials, installation methods, flashing, ventilation, and waterproofing for asphalt shingle, metal, flat/low-slope, and other roofing systems.
• Demonstrated ability to measure roofs, prepare estimates, and build accurate proposals using estimating or measurement software.
• Strong communication, presentation, and negotiation skills with a customer-first approach.
• Strong organizational and time-management skills with the ability to manage multiple leads, appointments, and projects at once.
• Proficiency with CRM systems, smartphones and tablets, and standard office software.
• Working knowledge of OSHA fall protection standards; OSHA 10 certification preferred.
• Physical Requirements: Ability to climb ladders, walk roofs, and work at heights, lift up to 50 lbs., and stand, kneel, and walk for extended periods in varying weather conditions.
• Driver's License: Valid driver's license and reliable transportation required for travel between client locations in the Portland/Maine service area.

Benefits & Compensation

• Compensation of $50,000 – $60,000 annually, heavily commission-based, with earnings driven by sales performance
• Health, dental, and vision insurance options
• Paid Time Off (PTO) and holidays
• Opportunities for professional growth and leadership development

Pay: $50,000.00 - $60,000.00 per year

Benefits:

• Dental insurance
• Health insurance
• Paid time off
• Vision insurance

Application Question(s):

• How many years of roofing sales experience do you have?
• How many roofing or home-improvement sales did you close in your last role?
• How many years of experience do you have preparing roofing estimates or proposals?
• Which roofing systems (e.g., asphalt shingle, metal, EPDM, TPO) and which estimating, measurement, or CRM software have you used?

Work Location: On the road

Salary : $50,000 - $60,000