Landscape Crew Leader

Since 1983, Willow Tree and Landscaping Service has been a cornerstone in the community—transforming outdoor spaces and caring for trees with pride, professionalism, and heart. With deep roots and a growing team, we’re looking for a Landscape Crew Leader who’s ready to dig in (literally and figuratively) and lead by example.

If you thrive in the great outdoors, know your way around a chainsaw or skid steer, and find satisfaction in a job well done, we’d love to meet you.

What You'll Do:

• Lead and inspire a crew of landscapers and arborists to deliver exceptional results every day
• Operate and oversee use of industry-standard landscaping and tree care equipment
• Manage daily job site operations, ensuring safety, quality, and efficiency
• Communicate with clients on-site to provide updates, answer questions, and ensure satisfaction
• Maintain tools, trucks, and gear like a pro—because well-cared-for equipment keeps everyone safe and productive
• Enforce and uphold all safety procedures in line with OSHA and company standards

What You Bring:

• 2+ years of experience leading landscaping or tree care crews
• Strong working knowledge of tree care practices, landscape design principles, and equipment operation
• Valid driver's license (CDL is a big plus!)
• ISA Certification or other relevant credentials are a plus, but not required
• A natural leader with great communication and problem-solving skills
• A strong commitment to safety, teamwork, and delivering quality results

Benefits

Employees who work 30+ hours per week are considered full-time and become eligible for our benefits after just 30 days of employment.

• Competitive pay with opportunities for 40+ hours per week.
• Paid time off (PTO) and holidays for work-life balance
• Overtime opportunities during storm cleanup and peak seasons
• Long-term disability insurance (employer paid)
• Short-term disability insurance (employer paid)
• Basic life & AD&D insurance (employer paid)
• 401(k) retirement plan with up to 4% company match to help you save for the future
• Flexible Insurances Options: Employees can choose the health, dental, and vision plans that best fit their needs and budget, giving control over premiums and out-of-pocket costs.

Health Insurance (Cigna Plans): Employees can choose the plan that works best for them and their families:

• Cigna OAP (Open Access Plus) – broad provider access
• Cigna OAP IN – in-network focused, lower out-of-pocket costs
• Cigna HDHP (High-Deductible Health Plan) – lower premiums with HSA compatibility

Dental Insurance (Cigna Plans): Flexible options to fit coverage needs and budget:

• 2025 Cigna Dental PPO Low Plan – basic coverage at a lower premium
• 2025 Cigna Dental PPO High Plan – enhanced coverage with higher benefits

Vision Insurance (Cigna Plan):

• 2025 Cigna Vision Plan – comprehensive coverage for exams, lenses, and frames

Additional Optional Benefits

• The option of a Health Savings Account (HSA) with $250 employer contribution if on a High-Deductible Health Plan, or a Flexible Spending Account (FSA) for health, dental/vision, and dependent care.
• Pre-tax commuter benefits (parking, transit, vanpool)
• Legal assistance plan
• Supplemental coverage options: critical illness, accident, and hospital indemnity insurance