Crew Leader and Equipment Operator/Driver
Benefits:
Bonus based on performance
Flexible schedule
Profit sharing
Training & development
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.
Apply Today
If you’re ready to work hard, lead a crew, and grow with a company on the rise, we want to hear from you.