Landscape Construction Crew Leader – Special Projects

Location: Windsor, CT

Company: Four Seasons Landscaping, Inc.

About Us

Four Seasons Landscaping, Inc. is a family-owned commercial landscaping company with over 45 years of experience serving commercial, private, municipal and institutional clients. Our operations are organized into four divisions:
Landscape Maintenance
, Landscape Construction
, Site Excavation
, and Snow & Ice Management
. What sets Four Seasons apart is our ability to manage every phase of a project in-house, from site excavation and landscape construction to long-term landscape maintenance, giving our clients the convenience and confidence of working with one experienced partner instead of multiple vendors.

We pride ourselves on operational excellence, long-term client relationships, and a hands-on leadership approach.

Position Overview

The Landscape Construction Crew Leader – Special Projects is responsible for managing and leading a crew in the installation of high-quality commercial landscape construction projects from start to finish. This role is hands-on and field-based, requiring strong leadership skills, solid landscape construction knowledge, and the ability to safely and efficiently operate equipment.

During the winter season, this position transitions into a Snow Removal Area Manager role, supporting snow operations and ensuring safe, well-maintained properties.

• Ability to independently lead, supervise, oversee and work alongside a landscape construction crew of 1 – 2 people
• Plan and execute daily work schedules to ensure efficient job progression
• Read and interpret landscape plans, planting specifications, details, and job specifications
• Operate small landscape construction equipment including skid steers, mini loaders, excavators, and other machinery
• Ensure work is completed safely, efficiently, and to company quality standards
• Train and mentor crew members on installation techniques, equipment operation, and safety procedures
• Coordinate material deliveries and ensure proper use and storage of materials
• Monitor jobsite conditions and proactively resolve issues
• Complete daily reports including reviewing daily time sheets for accuracy, production tracking, and job notes via Aspire CRM
• Maintain company trucks, trailers, and equipment; report maintenance needs promptly
• Communicate daily with management regarding job progress, staffing, and materials
• Represent the company professionally with clients, inspectors, and other contractors
• Attend weekly Foremen & Managers Meeting and additional trainings as scheduled

• Serve in a Winter Crew Leader – Sidewalk Services role during snow and ice events, including nights, weekends, and holidays as needed
• If needed, operate snow removal equipment including plow trucks, loaders, skid steers, and snow pushers
• Oversee assigned snow routes, sites, or areas to ensure timely and thorough service
• Supervise sidewalk crew members and subcontractors during snow operations
• Monitor weather forecasts and respond proactively to changing conditions
• Perform quality control checks to ensure properties meet company and client standards
• Communicate with management during events regarding conditions, staffing, and site issues
• Assist with post-storm reporting and documentation for accurate and timely billing purposes.

• Maintain OSHA 10 certification or obtain OSHA 10 within required timeframe
• Enforce PPE usage and safe work practices year-round
• Conduct daily jobsite safety checks and ensure equipment is operated by qualified personnel
• Report all incidents, injuries, and unsafe conditions immediately
• Participate and facilitate in weekly/quarterly safety trainings and weekly tailgate talks

• Previous landscape construction experience required
• Prior foreman or crew lead experience preferred
• Ability to work independently and oversee a small crew
• Proficient in small equipment operation
• Basic knowledge of landscape operations and plant material
• Strong working knowledge of landscape construction methods
• Proven ability to operate landscape and snow removal equipment safely
• Experience with Aspire…