Local Part-Time CDL Apprentice Driver—Earn Your CDL While You

Part-Time Opportunity in Milford, CT

Snapshot

• Pay: $24-$42/Hour (approx. $39.5k/Year)
• Benefits: A competitive part-time compensation package.
• Hiring Organization: UPS
• Position: CDL Apprentice Driver — Earn Your CDL While You Work (Part-Time, based in Milford)
• Based in: Milford, CT (a key business district)
• This part-time position centers on your professional skills within the Package Logistics And Line-haul Trucking space in Milford.
• Posted: Recently listed part-time job.
• Great option for students, parents, or those seeking extra income.
• This part-time role in Milford is an excellent opportunity for professionals skilled in relevant skills.
• Our UPS part-time team in Milford, CT is growing.
• Benefit from working part-time in Milford, a key hub for the Package Logistics And Line-haul Trucking industry.

About UPS & Our Culture

A CDL Class A license opens some of the highest-paying hourly careers in America — and UPS will train you to earn one while you work and get paid. Our CDL Apprentice Driver program recruits motivated internal associates and external candidates who want to break into the tractor-trailer industry without paying $5,000 to $10,000 for an outside CDL school. At UPS, you earn your CDL through a structured, paid apprenticeship that takes you from permit holder to fully licensed Feeder Driver candidate — one of the most financially powerful career transitions available in the CDL driver jobs market. If you are searching for CDL training jobs near me that pay you to learn rather than charge you to, this is the program you have been looking for.

What Our Team Says (Employee Reviews)

"I was a package handler for four years and I always wanted to drive tractor-trailers but could not afford CDL school. The UPS CDL apprenticeship program paid for every single hour of my training, I earned my Class A while working my regular shifts, and I moved into a Feeder Driver position that pays nearly double what I made as a handler. If you are looking at CDL training jobs that do not put you into debt, UPS is in a completely different category from anything else out there." - Current Feeder Driver, Former CDL Apprentice, Columbus, OH.

Role Overview & Responsibilities

As a UPS CDL Apprentice Driver, you progress through a structured earn-while-you-learn tractor-trailer training curriculum — combining classroom safety instruction, driving range practice, and supervised road hours — while maintaining your current UPS employment status and paycheck throughout every phase of the program.

• Classroom & Range Training: Complete UPS-led classroom sessions covering DOT regulations, pre-trip inspection procedures, and safe driving theory, then advance to a driving range where you practice tractor-trailer coupling, backing, and maneuvering under the supervision of a certified UPS trainer.
• Supervised Road Hours: Log the required behind-the-wheel hours on real UPS network routes under the direct supervision of a certified Feeder Driver trainer, building the road confidence and precision backing skills the CDL examination requires.
• CDL Examination Preparation: Prepare for and sit the state CDL Class A knowledge and skills examinations with full UPS support — exam fees covered, vehicle provided for the skills test, and documented training hours on file to meet state licensing requirements.

Benefits & Perks

UPS CDL Apprentice Drivers are paid throughout every phase of training — no unpaid training days, no out-of-pocket school costs, and no debt incurred in exchange for a license. All exam fees and skills test vehicle costs are covered by UPS. Upon successful CDL Class A licensure, the Apprentice Driver moves into a Feeder Driver position with top-of-market Teamsters union wages, full family benefits, and a defined-benefit pension. This is the most cost-effective CDL training program in the trucking industry.