Residential Painting Estimator

Lightmen Painting is hiring a residential painting estimator to help inspect projects, build accurate proposals, and win profitable work in the Portland area.

This role is for someone who can communicate well with homeowners, understand scope, identify project needs, and create clear, professional estimates. You must be able to walk a job, ask the right questions, spot issues, and turn that information into pricing that makes sense for both the client and the company.

You will be working on residential painting opportunities such as interiors, exteriors, cabinet refinishing, and related repaint projects. The right person is professional, organized, detail-oriented, and comfortable talking with homeowners while also thinking like a business operator.

This is not just a sales role and not just a technical role. It is both. We want someone who can help close work without pricing jobs like a maniac.

• Experience estimating residential painting projects is strongly preferred
• Strong communication and customer-facing skills
• Ability to measure projects accurately and assess scope
• Understanding of prep work, production, paint systems, and jobsite workflow
• Ability to create organized, professional estimates and proposals
• Strong attention to detail
• Comfortable discussing pricing and project expectations with homeowners
• Reliable transportation required
• Valid driver’s license preferred
• Experience with CRM or estimating software is a plus
• Sales experience is a plus
• Performance-based bonus opportunities
• Opportunity to help build and refine estimating systems
• Growth path into higher-level sales or operations roles
• Opportunity to work with a company focused on long-term structure and growth
• Increased earning potential tied to production and close rate
• Opportunity for strong earnings based on performance
• Flexible schedule depending on workload and appointments
• Work with an organized company focused on systems
• Growth path into larger leadership or operational roles
• Opportunity to help shape residential estimating processes
• Variety of project types including interiors, exteriors, and cabinets

• Meet with homeowners to review painting projects
• Measure and assess residential painting scopes
• Identify prep needs, project challenges, and production factors
• Build clear and accurate estimates and proposals
• Follow up with leads and help move projects toward close
• Communicate professionally and clearly with homeowners
• Track estimate activity, outcomes, and follow-up status
• Help maintain profitable pricing and realistic production expectations
• Represent the company professionally during appointments