Quick Summary
Overview
CDL-A Regional Retail Delivery Driver | DOLLAR TREE - Windsor, CT Earn an average of $1,600–$1,850 per week, with annual earnings averaging approximately $104,000 and top performers earning $2,
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Earn an average of $1,600–$1,850 per week, with annual earnings averaging approximately $104,000 and top performers earning $2,500+ per week. Starting in Windsor, CT, drivers deliver retail freight throughout the Northeast. Drivers in the local area may be able to return home for a 10-hour break between loads, depending on customer needs; otherwise, weekly home time is provided for a 34-hour reset.
- Average weekly pay: $1,600–$1,850
- Average annual pay: Approximately $104,000
- Top performers: $2,500+ per week
- All-in pay: Up to $1.89 per mile, including CPM and accessorial pay
- Base CPM: $0.73–$0.76, based on experience
- Additional pay:
- $240 per fully unloaded trailer
- $75 per backhaul
- $250 for NYC borough deliveries using 26-foot pup trailers
- Sign-on bonus: $2,500, paid in installments:
- $250 after the first load
- $250 after 30 days
- $250 after 60 days
- $500 after 90 days
- $250 after 120 days
- $250 after 150 days
- $750 after 180 days
- Training: 1–3 days of ride-along training at $150 per day
- Home time: Weekly 34-hour reset; local drivers may get home daily for a 10-hour break when customer needs allow
- Schedule: Night, weekend, and holiday driving required
- Dedicated regional retail delivery account
- 100% touch freight with live unloading at stores
- Unload boxes individually using rollers
- Occasional deliveries to additional retail locations
- Routes across CT, MA, NH, VT, NY, RI, and ME
- Approximately 900 miles per week and three loads on average
- Secure truck and trailer parking required
- Immediate dispatch to Windsor, CT for training after hire
Requirements
~1 min read- Minimum background of 3 months tractor-trailer experience in the last 36 months.
- Valid Class A CDL
- Clean driving record
- Valid DOT Medical Card
- No SAP drivers
- Patience and strong customer service skills
- Ability to perform physical, box-by-box unloading
- Must be available for nights, weekends, and holidays
- Must have secure parking for the truck and trailer
- Must bring approximately two weeks of supplies to orientation
What We Offer
~1 min read✓On-site support staff available 24/7
✓Paid vacation based on tenure:1 week after 1 year
✓2 weeks after 2 years
✓3 weeks after 7 years
✓4 weeks after 10 years
Location & Eligibility
Where is the job
Windsor, United States
On-site at the office
Who can apply
US
Listing Details
- First seen
- October 14, 2026
- Last seen
- October 14, 2026
Posting Health
- Days active
- 0
- Repost count
- 1
- Trust Level
- 52%
- Scored at
- October 14, 2026
Signal breakdown
freshnesssource trustcontent trustemployer trust
External application
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