Outside Sales Representative - Commercial Estimator

Salary: $60,000 - $100,000

Position: Project Estimator

Reports To: Sales Manager

Department: Sales (Commercial)

Location: Landmark Roofing Headquarters, Field-based (local client visits)

Classification: Full-Time, Commission Only

Position Overview

Landmark Roofing is seeking an experienced Commercial Roofing Estimator to join our growing Commercial Division. This role is responsible for evaluating commercial roofing opportunities, preparing accurate and competitive estimates, and working closely with general contractors, property managers, and commercial clients from bid through project handoff.

The Commercial Estimator plays a critical role in driving profitable growth by combining technical roofing knowledge, strong estimating skills, and relationship-based selling. This position serves as key liaison between Sales, Production, and Operations to ensure projects are scoped correctly and executed efficiently.

Key Duties & Responsibilities

• Perform commercial roof inspections, site walks, and plan reviews for new opportunities
• Analyze drawings, specifications, and scopes of work for commercial roofing projects
• Prepare detailed and accurate estimates using Landmarks estimating tools and pricing models
• Develop and present bids and proposals to general contractors, property managers, and commercial clients
• Follow up on open bids and maintain active communication with stakeholders throughout the sales process
• Manage assigned leads while also developing new commercial relationships and opportunities
• Enter and maintain all project, bid, and client data accurately in the CRM
• Coordinate closely with the Production and Operations teams to ensure a smooth transition after job award
• Attend sales meetings, estimating reviews, and internal trainings as required
  

Requirements

Skills & Qualifications:

• Proven experience in commercial roofing estimating or commercial construction estimating
• Strong understanding of commercial roofing systems , materials, and installation methods
• Ability to read and interpret blueprints, specifications, and bid documents
• Excellent communication, negotiation, and relationship-building skills
• High level of organization and attention to detail
• Proficiency with estimating software and CRM platforms (Acculynx experience preferred)
• Valid drivers license required
  

Preferred Experience:

• 3 + years experience in commercial roofing estimating, commercial sales, or commercial construction
• Hands-on experience estimating systems such as TPO, EPDM, PVS, modified bitumen, metal, coatings, and repairs
• Experience working with general contractors, property managers, and facility owners
• Familiarity with bid platforms, takeoff software, and estimating tools (Excel-based estimating, digital takeoffs, Acculynx preferred)
• Understanding of commercial contracts, scope of work, and project timelines
• Proven track record of producing accurate estimates and contributing to profitable projects
• Experience coordinating with production or operations teams post-award
  

Personal Attributes:

• Self-motivated and accountable; takes ownership of results without needing micromanagement
• Detail-oriented with the ability to balance accuracy and efficiency in a fast-paced environment
• Professional, confident communicator who can represent Landmark Roofing with credibility
• Relationship-driven mindset with the ability to build long-term partnerships
• Organized and disciplined with strong follow-up habits
• Adaptable and solution-focused when faced with changing project requirements
• Team-oriented with a willingness to support company-wide goals beyond individual wins
  

Core Values Alignment

• Transparency - Communicates honestly and clearly with clients, general contractors, and internal teams.
• Respect - Treats clients, vendors, and teammates with professionalism at all times. Values differing perspectives and maintains composure and integrity in every interaction.
• Unique - Brings a consultative, solution-oriented approach to commercial estimating. Thinks creatively to deliver value-driven solutions that differentiate Landmark Roofing from competitors.
• Service - Prioritizes the client experience by being responsive, thorough, and dependable. Takes ownership of projects from bid through handoff, ensuring a seamless and professional handoff.
• Teamwork - Works collaboratively with Sales, Production, and Operations to ensure accuracy, efficiency, and successful project execution. Support team goals over individual wins.

Work Schedule

• Flexible schedule. Typically Monday - Friday, 8:00 AM - 5:00 PM, with some evening or weekend appointments as needed to meet with clients.
• Based out of Landmark Roofing HQ but primarily field-based with travel to clients in the service area.