We’re always looking for new talent as we continue to grow. Even if the right role is not open right now, we still encourage you to apply so we can keep your information on file for future positions and opportunities as they materialize.

Entry Level Painter

Portland, OR, USA - LM-PAINT-ENTRY-001
Lightmen Painting is hiring an entry-level painter to join our team in the Portland area.
This role is for someone who wants to learn the trade the right way, work hard, stay coachable, and grow into a strong long-term painter. You do not need years of experience, but you do need a solid attitude, reliability, and the ability to follow direction.

You will assist with residential and commercial painting projects, including prep work, masking, sanding, caulking, priming, brushing, rolling, cleanup, and jobsite organization. This is a hands-on role for someone who wants real experience in the field, not just a paycheck for standing around.

We are looking for people who show up, work hard, learn fast, and take pride in improving over time. If you want to build actual skill and become valuable in the trade, this is a strong place to start.
  • Willingness to learn and take direction
  • Strong work ethic and dependable attendance
  • Ability to work on your feet for long periods
  • Able to lift ladders, paint, tools, and materials
  • Comfortable working with your hands
  • Good attitude and ability to work with a team
  • Reliable transportation is preferred
  • Valid driver’s license is a plus
  • Basic construction or painting experience is a plus but not required
  • Must be willing to follow safety procedures and jobsite standards
  • Opportunity for raises based on performance
  • Hands-on trade training
  • Opportunity to move into higher-level painter roles
  • Opportunity to grow with a company focused on systems and long-term development
  • Potential for additional responsibilities and leadership growth over time
  • On-the-job training
  • Consistent real-world field experience
  • Clear expectations and room to improve
  • Opportunity to build a career in the painting trade
  • Work with an organized team and established systems
  • Flexible opportunity for someone serious about learning
  • Assist with jobsite preparation and setup
  • Mask, cover, tape, and protect surfaces
  • Sand, scrape, caulk, fill, and prep surfaces for paint
  • Help with brushing, rolling, and basic painting tasks
  • Clean tools, materials, and work areas daily
  • Follow directions from crew leaders and project managers
  • Maintain a clean and professional jobsite
  • Learn proper painting methods, prep standards, and safety practices
  • Show up on time and ready to work
Apply Now

Canvasser / Appointment Setter

Portland, OR, USA - LM-CANVAS-007
Lightmen Painting is hiring a canvasser / appointment setter to help generate local painting leads and book qualified estimates.

This role is for someone who is comfortable talking to people, staying active, handling rejection, and keeping energy up without needing to be pushed every five minutes. Your job is to start conversations, create opportunities, and help get estimate appointments booked.

This is a field and outreach-based role. You may be working neighborhoods, following targeted routes, speaking with homeowners, and helping identify people who need interior, exterior, or cabinet painting services. We want someone who can stay sharp, stay moving, and represent the company professionally.

If you can communicate well, keep a solid attitude, and stay consistent, this role can produce real income and real opportunity.

  • Comfortable speaking with homeowners and starting conversations
  • Able to handle rejection without losing momentum
  • Strong communication skills
  • Good attitude and dependable follow-through
  • Willing to work outdoors and stay active
  • Able to follow routes, scripts, and daily activity expectations
  • Reliable transportation is preferred
  • Valid driver’s license is a plus
  • Canvassing, sales, customer service, or appointment setting experience is a plus but not required
  • Professional appearance and respectful communication required
  • Performance-based earning opportunities
  • Opportunity to grow into lead generation or sales roles
  • Flexible earning potential tied to results
  • Opportunity to build real communication and sales skills
  • Additional upside for strong and consistent performers
  • Flexible schedule
  • Performance-driven income opportunity
  • Clear daily expectations
  • Opportunity to build real sales and lead generation skills
  • Growth path into larger outreach or sales roles
  • Work with an organized company focused on local market growth
  • Canvass targeted neighborhoods and speak with homeowners
  • Start conversations about painting needs and project timing
  • Help identify qualified opportunities
  • Set estimate appointments when homeowners show interest
  • Track conversations, leads, and results daily
  • Follow provided scripts, routes, and expectations
  • Represent the company professionally in the field
  • Stay active, consistent, and productive throughout the day
  • Report outcomes and daily activity clearly
Apply Now

Experienced Painter (3+ Yrs Exp.)

Portland, OR, USA - LM-PAINT-PRO-002
Lightmen Painting is hiring an experienced painter with at least 3 years of hands-on field experience.

This role is for someone who already knows how to prep properly, produce clean work, move efficiently, and handle real jobsite responsibility without needing constant hand-holding. We are looking for painters who care about quality, understand professional standards, and can contribute immediately.

You should be comfortable with residential and commercial painting work, including prep, brushing, rolling, masking, spraying, ladders, cleanup, and jobsite professionalism. Cabinet experience, fine-finish work, and exterior repaint experience are all strong pluses.

This is not an entry-level role. We want someone who already understands the trade and wants to work with a company that values consistency, clean work, communication, and production.
  • Minimum 3 years of professional painting experience
  • Strong prep skills including sanding, scraping, caulking, patching, and masking
  • Ability to produce clean brush and roll work
  • Experience with spray equipment and masking is preferred
  • Able to work efficiently while maintaining quality
  • Comfortable on ladders and active jobsites
  • Professional attitude and reliable communication
  • Ability to work independently and with a team
  • Reliable transportation required
  • Valid driver’s license preferred
  • Experience with residential repaints, interiors, exteriors, cabinets, or commercial work is a plus
  • Performance-based pay growth opportunities
  • Opportunity to move into lead painter or crew leadership roles
  • Opportunity to work on higher-value projects
  • Growth within a company focused on systems and long-term development
  • Potential for added responsibilities and advancement over time
  • Competitive pay based on experience and production
  • Opportunity for steady work
  • Growth path into leadership roles
  • Work with an organized company and defined systems
  • Opportunity to work on a variety of residential and commercial projects
  • Team environment with room to grow
  • Complete professional-quality prep and paint work
  • Handle masking, spraying, brushing, rolling, and finish work
  • Maintain clean lines, proper coverage, and strong production standards
  • Work independently when needed and stay productive throughout the day
  • Communicate clearly with team members and leadership
  • Keep jobsites clean, safe, and organized
  • Follow scope of work and project expectations
  • Help maintain quality standards across projects
  • Represent the company professionally on jobsites
Apply Now

Lead Painter

Portland, OR, USA - LM-LEADPAINT-006
Lightmen Painting is hiring a lead painter to help run projects, maintain quality, and keep production moving in the field.

This role is for someone with strong hands-on painting experience who can lead by example, keep jobs organized, communicate clearly, and maintain standards without constant supervision. You should know how to prep properly, paint efficiently, solve field problems, and help less experienced painters stay productive.

The lead painter is not just another body on the job. This person helps set the tone, maintain flow, and protect quality. We want someone who works hard, thinks ahead, communicates like an adult, and takes pride in clean work.

If you know the trade and want more responsibility without being trapped in dumb chaos every day, this role makes sense.
  • Strong professional painting experience
  • Ability to lead small crews or guide other painters in the field
  • Strong prep, brush, roll, and finish skills
  • Spray experience preferred
  • Ability to maintain production while protecting quality
  • Strong communication and reliability
  • Comfortable making field decisions and solving problems
  • Professional attitude with clients and team members
  • Reliable transportation required
  • Valid driver’s license preferred
  • Experience with residential repaints, exteriors, interiors, cabinets, or commercial work is a plus
  • Opportunity for leadership growth
  • Performance-based pay growth opportunities
  • Increased responsibility and influence in field operations
  • Opportunity to help shape quality and production standards
  • Growth path into crew leader, project management, or operations roles
  • Leadership opportunity in the field
  • Competitive pay based on experience and production
  • Opportunity for steady work and increased responsibility
  • Work with a company focused on systems and quality
  • Opportunity to help train and guide other painters
  • Growth path into larger operational roles
  • Perform high-quality painting work in the field
  • Help lead and direct daily jobsite activity
  • Maintain quality standards and strong production flow
  • Assist with jobsite setup, prep, masking, painting, and cleanup
  • Help guide less experienced painters
  • Communicate clearly with leadership and crew members
  • Keep jobsites clean, safe, and organized
  • Solve field issues professionally and efficiently
  • Help ensure projects stay on scope and on standard
Apply Now

Lead Generator / Appointment Setter – Painting Company

Portland, OR, USA - LM-LEADGEN-001
Lightmen Painting is hiring a driven, consistent lead generator to help book qualified painting estimates in the Portland area.
Your job is simple:
  • Start conversations
  • Follow up fast
  • Book qualified estimates
This is not a sit-around-and-look-busy role. We want someone who can communicate clearly, stay consistent without babysitting, handle rejection, and keep activity moving every day.

You will be helping generate real painting leads through a proven 4-channel system that includes Facebook groups, direct messages, local partnership outreach, and classified platforms like Craigslist and Nextdoor.

This is a performance-driven opportunity with real upside for the right person. Strong performers can grow into a more stable long-term role as the company grows. The uploaded playbook frames the role around starting conversations, booking estimates, and consistently producing activity across Facebook, DMs, partner outreach, and classified channels.
  • Strong communication skills
  • Comfortable starting conversations with strangers
  • Able to handle rejection without getting discouraged
  • Consistent follow-through and daily activity
  • Able to work independently without constant supervision
  • Quick learner who applies feedback
  • Professional, clear, and human in written messages
  • Basic comfort using Facebook, direct messages, Craigslist, and similar platforms
  • Reliable phone and internet access
  • Sales, outreach, customer service, canvassing, or appointment setting experience is a plus but not required

    • Performance-based earning opportunities
    • Additional commission opportunities after the trial phase
    • Opportunity to earn extra income by helping promote digital products and training resources
    • High upside for strong performers
    • Opportunity to grow into a larger long-term role as the company scale

The source doc also mentions no cap on earnings during the initial trial phase and additional commission opportunities after the first 30 days.
  • Flexible schedule
  • Real performance-based income opportunity
  • Clear daily targets and simple expectations
  • Hands-on training through Lightmen systems
  • Growth path into a longer-term team position
  • Less micromanagement for high performers
  • Opportunity to build real sales and lead generation skills
  • Reply to people already looking for painters
  • Follow up through direct messages
  • Reach out to local partners such as realtors, property managers, contractors, flippers, and related professionals
  • Refresh and respond through Craigslist, Nextdoor, and similar channels
  • Move conversations toward scheduled estimates
  • Track outreach and daily results
  • Report conversations started, estimates booked, leads that showed, what worked, and what did not
  • Maintain daily activity targets and keep the pipeline moving

The uploaded role outline specifically calls out daily tasks like Facebook replies, DMs, partner outreach, and classified refreshes, along with end-of-day reporting and weekly estimate-booking standards.
Apply Now

Residential Painting Estimator

Portland, OR, USA - LM-EST-RES-004
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
Apply Now

Commercial Painting Estimator

Portland, OR, USA - LM-EST-COM-005
Lightmen Painting is hiring a commercial painting estimator to help price projects, build scopes, and support the growth of our commercial work.

This role is for someone who understands commercial estimating, project scope, production planning, and professional communication. You should be comfortable reviewing plans, walking sites, identifying labor and material needs, and creating estimates that are accurate, competitive, and profitable.

Commercial painting is a different animal than residential. It requires stronger planning, better attention to logistics, and a clear understanding of scope, access, scheduling, and production. We want someone who can think clearly, price intelligently, and help us pursue the right jobs.

The ideal candidate is detail-oriented, experienced, organized, and capable of handling more complex estimating needs without making a mess of the numbers.

  • Experience estimating commercial painting projects is strongly preferred
  • Ability to review scopes, plans, and site conditions
  • Strong understanding of labor, materials, access, prep, and production
  • Ability to create detailed, organized estimates and proposals
  • Strong communication skills
  • Detail-oriented and comfortable working with numbers
  • Reliable transportation required
  • Valid driver’s license preferred
  • Experience with takeoffs, bid review, or construction-related estimating is a plus
  • Knowledge of coatings, substrates, and commercial project workflow is a plus
  • Ability to coordinate with project managers, field staff, or clients professionally
  • Performance-based bonus opportunities
  • Opportunity to support growth in commercial work
  • Opportunity to help build and improve estimating systems
  • Growth path into senior estimating, operations, or sales leadership roles
  • Increased earning potential tied to job quality and profitability
  1. Opportunity for strong earnings based on experience and performance
  2. Work on larger and more technical projects
  3. Growth path into bigger operational responsibility
  4. Organized environment with room to improve systems
  5. Opportunity to help shape commercial estimating standards
  6. Work with a company focused on long-term growth
  • Review commercial project opportunities
  • Walk sites and assess scope, logistics, and production needs
  • Review plans, specifications, and bid details when applicable
  • Build organized and accurate commercial painting estimates
  • Coordinate with leadership on pricing strategy and project fit
  • Help track bids, follow-up, and estimate outcomes
  • Identify labor, material, equipment, and access requirements
  • Maintain clear communication with clients, contractors, and internal team members
  • Help support profitable project selection and execution planning
Apply Now

Experienced Painter – Work-to-Own / Partner Opportunity

Portland, OR, USA - LM-WTO-PARTNER-003
Lightmen Painting is looking for an experienced painter who wants more than just another job.

This role is built for someone with real field experience who wants the opportunity to grow into leadership, run work, build a crew, and potentially move into a work-to-own / partner-style opportunity over time.

We are not looking for someone who just wants to clock in, do the minimum, and disappear. We want someone who thinks bigger, takes ownership, communicates well, understands production, and wants to help build something real.

You should already know how to paint professionally, manage yourself on the job, maintain quality, and carry responsibility. Over time, the right person may have the opportunity to take on more leadership, help manage projects, help drive production, and step into a larger operational role tied to growth and ownership potential.

This is a serious opportunity for the right person. Not for dabblers. Not for drama. Not for people who love excuses more than results.
  • Minimum 3 years of professional painting experience
  • Strong field knowledge in prep, production, and finish work
  • Ability to lead by example and take ownership of results
  • Strong communication and follow-through
  • Professional attitude and reliability
  • Interest in long-term growth and increased responsibility
  • Able to work independently and make sound decisions on the job
  • Comfortable with jobsite leadership and managing workflow
  • Reliable transportation required
  • Valid driver’s license preferred
  • Crew leadership, estimating awareness, or project coordination experience is a strong plus
  • Entrepreneurial mindset is a strong plus
  • Opportunity for long-term growth beyond a standard painter role
  • Leadership path for strong performers
  • Potential future partner-style opportunity for the right fit
  • Higher earning potential tied to performance and responsibility
  • Opportunity to help build systems, crews, and production capacity
  • Real upside for someone who wants ownership, not just employment
  • Strong growth path
  • Real opportunity to increase responsibility and earnings
  • Work with a company focused on systems, production, and long-term opportunity
  • Potential path into leadership and partner-level opportunity
  • Work on meaningful projects with room to expand your role
  • Less ceiling than a typical painter job
  • Perform high-quality painting work in the field
  • Help lead jobs and maintain production standards
  • Assist with jobsite organization, crew flow, and accountability
  • Maintain strong communication with team members and leadership
  • Help solve problems in the field without constant supervision
  • Represent the company professionally with clients and team members
  • Contribute to quality control, efficiency, and job completion
  • Take increasing ownership over projects and outcomes as trust is earned
  • Grow into higher-level responsibility over time
Apply Now
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