Mowing Foreman – $23–$28/hr – Lead Your Own Crew (Southington, CT)

The Winterberry Group; Southington (CT); On-site; USD 32,000 - 39,000; Full time

Benefits offered by this job

Paid Time Off

Medical Insurance

Dental Insurance

Vision Insurance

401K match

Job summary

Winterberry Gardens is seeking an experienced Mowing Foreman to lead a small crew servicing residential and commercial properties. This full-time role offers 40+ hours per week with consistent work through the season.

You will lead 1–2 team members, operate walking and riding mowers, and ensure high-quality mowing, weed control, and cleanups across multiple sites while maintaining safety and efficiency. Bilingual Spanish is a plus.

Qualifications

• 3–5+ years of landscaping/mowing experience.
• Previous crew leadership experience preferred.
• Valid driver’s license required.
• Strong communication and reliability.
• Spanish speaking is a plus.

Responsibilities

• Lead and manage a crew of 1–2 team members.
• Operate commercial mowing equipment (60” riders, 52” walk-behind mowers).
• Ensure high-quality work: mowing, weed control, and cleanups.
• Maintain safety standards and efficiency on all job sites.
• Drive truck and trailer to and from job sites.

Skills

Crew leadership

Communication

Reliability

Valid driver’s license

Spanish (nice to have)

Tools

Mowing equipment

Job description

Winterberry Gardens is hiring an experienced Mowing Foreman to lead a crew servicing residential and commercial properties.

This is a full-time role with 40+ hours per week and consistent work throughout the season.

What you’ll do:

• Lead and manage a crew of 1–2 team members
• Operate commercial mowing equipment (60” riders, 52” walk-behind mowers)
• Ensure high-quality work: mowing, weed control, and cleanups
• Maintain safety standards and efficiency on all job sites
• Drive truck and trailer to and from job sites

What we’re looking for:

• 3–5+ years of landscaping/mowing experience
• Previous crew leadership experience preferred
• Valid driver’s license required
• Strong communication and reliability
• Spanish speaking is a plus

What we offer:

• $23–$28/hr depending on experience
• 40+ hours per week
• Paid Time Off
• Medical, Dental, Vision
• 401K match

Immediate opening – looking to hire ASAP!