Crew Leader and Equipment Operator/Driver

1-800-STRIPER of Fairfield County

Ridgefield, CT

JOB DETAILS
SALARY
$27–$33 Per Hour
SKILLS
Construction, Detail Oriented, Driver's License, Equipment Maintenance/Repair, Leadership, Materials Management, Team Lead/Manager, Training/Teaching, Travel Industry, Truck Driver
LOCATION
Ridgefield, CT
POSTED
30+ days ago
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.

About the Company

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1-800-STRIPER of Fairfield County