Employment Opportunities

More Than Just a Job

At Chiles Enterprises, you’re more than just an employee. You’re a Team Member.

We take great pride in providing a pathway to a fulfilling and rewarding career for our Team Members. As a Christ-centered company, we prioritize integrity, compassion, and excellence in all aspects of our operations. Joining our team means becoming part of a supportive community where your talents are valued and your growth is nurtured. 

Whether you’re a seasoned professional or just starting your journey in the lawn care industry, Chiles Enterprises offers opportunities for personal and professional development. Join a company that not only transforms landscapes but also lives, as we work together to make a positive impact on our world, guided by faith and dedication to our values. 

Embark on a journey with a company that appreciates you and your hard work.

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Please Call (540) 748-8357 Before Filling Out The Application Form

Chiles Enterprises Core Values

Chiles Enterprises’ guiding principles embody our company culture, steering our team towards success through neighborly values, collaboration, agility, and a dedication to excellence. 

Love Your Neighbor: Think like customers, but act like owners. Perform quality work as if you are caring for your own property. Be stewards of company and client assets, and understand that profitability creates opportunity.

Collaborate: Rally together as a team to meet goals, accrue knowledge, and embrace comradery.

Be Agile: Stay organized but flexible while pioneering ambition and thinking bigger.

Excellence: Strive to meet or exceed expectations. By doing so, you contribute to the growth of our company and open doors for personal and professional progress.

What Truly Sets Us Apart

Quality People

Our awesome crew prides themselves on incorporating best industry practices and the newest technologies to produce top-quality results for our clients.

Clear Communication

The satisfaction of our customers drives every decision we make. Our goal is to ensure our clients’ peace of mind by prioritizing transparent and reliable communication.

Christ is our CEO

We are guided by prayer and a personal relationship with Jesus Christ. We declare all our success in Him and strive to honor Him in all of our work.

Chiles Enterprises also believes in “Success Sharing.” If you are a dedicated Team Member that helps our company grow and provides exceptional services to our clients, we want to share our company success and profitability with you.

Team Member Benefits

At Chiles Enterprises, we understand the value of investing in our Team Members. That’s why, in addition to competitive compensation, we provide a extensive list of benefits to supplement your wages:

  • Anthem Healthkeepers Medical Insurance: Chiles covers 50% of cost for Team Members and qualifying dependents.
  • Additional Health Insurance Compensation: With each year of employment, Chiles increases its assistance with insurance costs by 3%, ultimately resulting in full coverage of medical insurance expenses.
  • Paid Vacation: After 9 months of employment, Team Members receive 5 paid vacation days and up to 18 days after 48 months.
  • Paid PTO: Team Members receive 4 paid personal days each year.
  • 401K Retirement: After 90 days of employment, Chiles will match 3% of your annual contribution.
  • AFLAC Supplemental Insurance
  • Life Insurance: Team Members are eligible for this benefit immediately after hire.
  • “Spin the Wheel” Loyalty Appreciation Gifts: A $300-$400 per year value with offers, such as a 30% discount for Red Wing Boots, a 50% gym membership cost share, $200 per year for counseling services, Chiles products for personal use at 5% above wholesale price, and more.
  • Referral Program Incentives of $600 per person.
  • Continuing Education Benefits of up to $5,998.

Why Should You Join Our Team?

Since our beginning in 2002, Chiles Enterprises has become an industry-leading company focused on assisting our neighbors, providing quality services, and investing in the growth of good people on our team. 

As a result, we now serve thousands of satisfied clients through the design, installation, and maintenance of landscaping, hardscaping, lawn care, and excavation projects. Our service area includes the Louisa, Lake Anna, and Charlottesville markets, and a large portion of our clientele encompasses high-end residential properties with uniquely beautiful outdoor spaces.

Workplace Benefits

  • A professional, friendly, diverse, and fun work environment
  • A positive company culture with Christian-led management
  • A clean and organized facility with state-of-the-art equipment
  • A clear path for company growth and career advancement
  • A commitment to your professional advancement

Full Time Positions

We’re always looking for honest, reliable, and dedicated Team Members! If you don’t see a position below that aligns with your skill set but you’re eager to work with Chiles, reach out to us. We might uncover an opportunity where your talents can shine!

Click on the job listing to see more details.

Hardscape Technician

Has to perform tasks such as: pavement systems, retaining walls, water features, low-voltage lighting, utilities, concrete, carpentry and stonework, install interlocking paver patios, install stones, wood, or segmental block retaining walls. Needs to be able to operate a variety of equipment included, but should not be limited to: back hoes, track loaders, excavators, trenchers, tillers, straw blower, chain saws, electric saws and other miscellaneous small hand tools. To work with us, following requirements are a must: to works as a team member as needed, good oral and written communication skills, job planning skills and mechanical aptitude is a must. Also, driver’s license is required. To apply, first call (540) 748-8357
Click on the job listing to see more details.

Hardscape Installers

Has to assist the Project Manager with constructing all assigned projects. Construction Tasks are: perform demolition, excavation, trenching, grading, and drainage work, construct gravel and concrete foundations and footers, build paver and natural stone patios, retaining and sitting walls, fire pits and fireplaces, and outdoor kitchens and grill islands, install landscaping and outdoor lighting. To work with us, individual needs to fulfill following requirements: experience in residential hardscape and masonry construction, dry-laid pavers and segmental wall construction, experience in stone and brick veneer, mortared flatwork, and dry-stacked stone walls and edging, drivers license, own transportation. To apply, first call (540) 748-8357
Click on the job listing to see more details.

Construction Worker/Laborer

Needs to be able to do following tasks: loading equipment and material on to trailer and properly securing for transportation, assist in installing steel casing in Bore pit, hand digging test holes to find utilities without damaging any unknown utilities, spotting operators while digging trenches, bore pits and receiving pits or digging for any other repairs, maintaining a clean jobsite removal of all trash from work day as well as mud off of roads if necessary, grading, seed and straw if requested when finished. Must have reliable transportation and drivers license. To apply, first call (540) 748-8357
Click on the job listing to see more details.

Landscape Maintenance / Mulching Team Leader

Leads landscape maintenance team by attending weekly leadership meetings, overseeing quality, keeping records, and insuring weekly goals are met. Supports landscape maintenance operations by spreading mulch, edging mulch beds, pruning shrubs and trees, cleaning out weeds and debris. Must have the ability to push/pull/lift 50lbs and safely work in multiple terrains and temperature extremes. All full-time positions include full benefits listed above. To apply, first call (540) 748-8357
Click on the job listing to see more details.

Mowing Team Leader

Oversees quality, keeps records, and insures weekly goals are met for their crew. Supports mowing operations by safely operating commercial mowers, string trimmers, and backpack blowers. Must have the ability to push/pull/lift 50lbs and safely work in multiple terrains and temperature extremes. All full-time positions include full benefits listed above. To apply, first call (540) 748-8357
Click on the job listing to see more details.

Plant Installation, Hardscape, and Construction Team Leaders

Oversees the performance and quality of light excavating, segmented retaining walls, patios, walkways, firepits, tree and shrub planting, grading, drainage/erosion solutions, sodding, and other similar tasks. Experience in one or more of the following areas are preferred but not required: Leadership/management/supervision, landscaping, excavating, hardscaping, masonry, or equipment operating. All full-time positions include full benefits listed above. To apply, first call (540) 748-8357
Click on the job listing to see more details.

Landscape Maintenance Team Member

Supports landscape maintenance operations by spreading mulch, edging mulch beds, pruning shrubs and trees, cleaning out weeds and debris. Must have the ability to push/pull/lift 50 lbs and safely work in multiple terrains and temperature extremes. Full and part time positions available. All full-time positions include full benefits listed above. To apply, first call (540) 748-8357
Click on the job listing to see more details.

Mowing Team Member

Supports mowing operations by safely operating commercial mowers, string trimmers, and backpack blowers. Must have the ability to push/pull/lift 50lbs and safely work in multiple terrains and temperature extremes. Full and part time positions available. All full-time positions include full benefits listed above. To apply, first call (540) 748-8357
Click on the job listing to see more details.

Landscape Installation Team Member

Supports landscape installation efforts of light excavating, segmented retaining walls, patios, walkways, firepits, tree and shrub planting, grading, drainage/erosion solutions, sodding, and other similar tasks. Experience in one or more of the following areas are preferred but not required: Landscaping, excavating, hardscaping, home improvement, construction, masonry, or equipment operating. All full-time positions include full benefits listed above. To apply, first call (540) 748-8357

How to Apply

We accept physical and digital applications!

To apply online, simply click the Online Application Form button below. You can also download and print an application form, which can be emailed to service@chilesgm.com or hand delivered to our office at
845 Ellisville Drive, Louisa, Virginia 23093.

Chiles Enterprises is a drug and alcohol-free workplace. All applicants must pass a pre-employment drug screen as well as random drug screenings throughout their employment. Applicants must also pass a background check and have a driver’s license as well as an insurable driving record.

Team Members

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