Groundskeeper Lead

Stoller Wine Group is seeking an experienced and dependable Estate Landscaper to maintain and enhance the appearance of our winery properties. This position is responsible for the care of landscaping, gardens, irrigation systems, pathways, outdoor gathering spaces, and vineyard-adjacent grounds across multiple locations. The ideal candidate is a self-starter who takes pride in creating beautiful, safe, and welcoming environments for guests, employees, and events.

Essential Duties & Responsibilities

• Maintain landscaping, gardens, lawns, and outdoor spaces across four winery locations.
• Perform mowing, trimming, edging, pruning, planting, fertilizing, and weed control.
• Monitor, troubleshoot, and repair irrigation systems.
• Maintain pathways, patios, outdoor seating areas, and event spaces.
• Operate landscaping equipment, tractors, utility vehicles, mowers, blowers, and other groundskeeping tools safely.
• Conduct regular inspections and proactively identify maintenance needs.
• Support setup and preparation of outdoor spaces for weddings, events, and guest experiences.
• Plant and maintain seasonal flowers, shrubs, trees, and ornamental landscaping.
• Coordinate with outside vendors and contractors when needed.
• Assist with snow, storm, or weather-related property cleanup as necessary.
• Follow all company safety policies and procedures.
• Support sustainability and water conservation initiatives.

Qualifications

• 5 years of professional landscaping, groundskeeping, estate maintenance, or similar experience.
• Possession of a current Oregon Pesticide Applicator License, or the ability to obtain one within six months of hire.
• Specialized training, certification, or demonstrated expertise in horticulture, irrigation, arboriculture, landscape management, or related disciplines.
• Experience maintaining large commercial, hospitality, agricultural, vineyard, or resort properties preferred.
• Knowledge of irrigation systems, basic repair techniques, and irrigation certification.
• Experience operating landscaping equipment and power tools.
• Ability to prioritize tasks across multiple locations.
• Strong attention to detail and pride in maintaining high-quality landscapes.
• Ability to work independently with minimal supervision.
• Strong time management and organizational skills.
• Valid driver's license and acceptable driving record.
• Ability to lift up to 50 pounds and work outdoors in varying weather conditions.
• Experience working at a winery, vineyard, and hospitality property.
• Knowledge of native Oregon plants and sustainable landscaping practices.
• Attention to detail.
• Other assignments as needed.

Success in This Role

The ideal candidate:

• Notices details others miss.
• Takes initiative without being asked.
• Keeps multiple properties looking guest-ready at all times.
• Understands that landscaping plays a critical role in the winery's brand and visitor experience.
• Enjoys working outdoors and contributing to a beautiful environment.

Pay: $21.50 - $27.00 per hour

Expected hours: 40.0 per week

Benefits:

• 401(k)
• 401(k) matching
• Dental insurance
• Employee assistance program
• Employee discount
• Flexible spending account
• Health insurance
• Life insurance
• Paid time off
• Vision insurance

Application Question(s):

• Do you have experience in landscaping, groundskeeping, property maintenance, or a related field?
• Have you operated landscaping equipment such as mowers, trimmers, blowers, or utility vehicles?
• Have you led landscaping or grounds crews before?
• Do you have an Oregon Pesticide Applicator License?
• Can you work independently with minimal supervision?
• Do you have experience with irrigation systems and basic irrigation repairs?
• Do you have a valid driver's license and reliable transportation?

Work Location: In person

Salary : $22 - $27