Crew Leader and Equipment Operator/Driver

1-800-STRIPER® of Fairfield County; Ridgefield (CT); On-site; USD 37,195 - 45,460; Full time

Benefits offered by this job

Paid training

Overtime opportunities

Company vehicle provided

Job summary

1-800-STRIPER® of Fairfield County is seeking a Crew Leader to oversee striping operations across commercial parking lots in Southwest Connecticut. This hands-on leadership role requires operating equipment, driving a company truck, and guiding a small crew to deliver quality work on active sites.

You’ll lead, train, and support crew members, manage materials, and ensure safety, efficiency, and adherence to specs while working outdoors during peak season.

Qualifications

• Valid driver’s license (clean record) required.
• Experience operating equipment or working in construction/outdoor environments.
• Ability to lift 60 lbs and work outdoors.
• Strong work ethic and attention to detail.
• Comfortable leading a team and making on-site decisions.

Responsibilities

• Lead and manage a small crew on job sites.
• Operate striping and maintenance equipment.
• Drive and maintain a company box truck.
• Ensure jobs are completed safely, efficiently, and to spec.
• Handle basic equipment maintenance and inspections.
• Manage materials and truck inventory.
• Train and support crew members.

Skills

Driver's license

Equipment operation

Team leadership

Physical stamina

On-site decision making

Tools

Box truck driving

Job description

Crew Leader – Equipment Operator / Driver

Pay: $27–$33/hour + Overtime

Location: Fairfield County, CT (local travel, company vehicle provided)

Seasonal Full-Time (May–Nov) | Day and Night Shift

About The Role

We’re growing fast and looking for a Crew Leader to help run striping operations across commercial parking lots in Southwest Connecticut.

This is a hands-on leadership role—you’ll operate equipment, drive a company truck, and lead a small crew to deliver high-quality work on active job sites.

If you like working outdoors, taking ownership, and being part of a growing company, this is a strong opportunity to step into a leadership track.

What You’ll Do

• Lead and manage a small crew on job sites
• Operate striping and maintenance equipment
• Drive and maintain a company box truck
• Ensure jobs are completed safely, efficiently, and to spec
• Handle basic equipment maintenance and inspections
• Manage materials and truck inventory
• Train and support crew members

Schedule

• Typical hours range: 10:00 AM – 2:00 AM
• 50+ hours/week during peak season
• Nights and weekend availability required

What We’re Looking For

• Valid driver’s license (clean record required)
• Experience operating equipment or working in construction/outdoor environments
• Ability to lift 60 lbs and work in outdoor conditions
• Strong work ethic and attention to detail
• Comfortable leading a team and making decisions on-site

Nice to Have (Not Required)

• Commercial driving experience
• Striping, paving, or sealcoating experience (Will train on the job.)

Why Join Us?

• Competitive hourly pay + overtime opportunities
• Leadership role with growth potential as we expand locally
• Paid, hands-on training
• Work with a growing brand in a high-demand industry
• Tight-knit, team-focused environment

About Us

1-800-STRIPER is a national leader in parking lot striping with over 20 years of experience. We’re bringing that proven model to Fairfield County and building a strong local team focused on quality and efficiency.