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.