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Local CDL Delivery Driver

Breakthru Beverage · Milwaukee, WI · Full time

Posted Sep 25, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about the heaviest or most physically demanding delivery job you have done. How did you manage it?

What they are checking: Realistic understanding of manual unloading of cases and kegs, plus safe work habits.

Tell me about a time you went out of your way for a customer.

What they are checking: Service mindset, which the posting names as part of managing the customer relationship.

What would you do

Milwaukee has tight streets and busy downtown stops. How do you handle parking and unloading safely in the city?

What they are checking: Urban driving judgment and awareness of pedestrians, traffic and legal parking for a large truck.

A bar manager is upset that their delivery came later than usual. How do you respond?

What they are checking: Keeping the customer relationship strong under pressure, since drivers are the face of the company at each stop.

What would you do if you were asked to deliver alcohol to an account and something about the delivery did not seem right?

What they are checking: Following rules for regulated product and checking with a supervisor instead of guessing.

About the work

Walk me through how you start your day, from clocking in at 6 a.m. to pulling out of the distribution center.

What they are checking: Whether they have a steady routine for inspection, load check and paperwork before the first stop.

How do you check that your load matches your invoices before you leave?

What they are checking: Catching shortages at the dock instead of at the customer, which saves a second trip and a complaint.

What federal rules do you follow as a CDL driver, like hours of service and drug and alcohol testing?

What they are checking: Knowledge of the regulations the posting refers to when it mentions complying with federally mandated laws.

How do you handle winter driving in Wisconsin with a loaded truck?

What they are checking: Safety judgment in snow and ice, including speed, following distance and when to slow down.

How do you keep customer information and payments secure during your route?

What they are checking: Trustworthiness with cash, checks and account information, which the job explicitly calls for.

Practice this interview out loud.

Offer builds a real interview for this exact role at Breakthru Beverage from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

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The full job description

As published by Breakthru Beverage.

Are you a current Associate? To be considered, you must submit your application through the internal Career Portal (Jobs Hub). Click here to access. Time Type: Full time Remote Type: Job Family Group: Market Operations Job Description Summary: We are experts in the beer, wine, and spirits industry looking for individuals who share our passion for customer service and thrive in a fast-paced working environment. As a member of our CDL driving team you will interact with customers daily to manually unload/deliver pre-sold products from our Distribution Center to their account locations in a safe and efficient manner. If you are the type to roll up your sleeves and are ready for a rewarding career with a Company that supports and empowers their associates, then come join the Breakthru Beverage family. Job Description: Why Drive With Us? • Home Every Night – No overnights or long hauls • Consistent Schedule – 4-day work week (Tues–Fri), 6:00 AM start • Solid Pay – $26.75/hour with high OT potential • Stability & Support – Join a company that invests in its people Job Responsibilities: • Operate a vehicle and deliver assigned orders of wine, spirits, beer and other beverages to accounts in a safe and responsible manner while complying with federal mandated laws. Manage the Customer Relationship • Maintain good relations with retail customers. Provides customer service by listening and resolving customer concerns. • Maintains customer confidence and protects operations by keeping information confidential. • Collect payment from customers and reconcile the assigned load with receipts and delivery invoice. • Records sales by completing daily sales and delivery records • Returns empty containers and rejected or unsold merchandise by making appropriate collections from customers. • Responsible for some paperwork because of liquor laws invoices must be signed when the product is dropped off. • Ensures the company and themselves remain compliant with all applicable federal mandated laws and requirements for a DOT driver. • Maintains records by completing DOT driver log. • Performs duties in a safe manner by following established safety rules and regulations • Maintains a safe and clean working environment by complying with procedures, rules and regulations. • Maintain vehicle • Determines condition of vehicle by inspecting vehicle before and after use; logging inspection; reporting requirements • Maintains safe vehicle and conditions and protects load by complying with organization policies, procedures, highway rules and regulations. • Maintains appearance of delivery truck by daily cleaning of the inside of the truck. • Requests routine truck maintenance by completing written maintenance request form. • Contributes to team effort by accomplishing related results as needed. Other duties, as assigned by the jobholder’s supervisor, may also be required. Minimum Qualifications: • Possess a valid driver’s license, CDL (Class A or B commercial license) • Minimum of 1 year of experience in related area • Demonstrate good communication skills with high levels of professionalism • Ability to multi-task, work independently and/or within a team, pay attention to detail and meet deadlines • Utilize sound judgement and problem-solving skills • Ability to work in fast-paced, high-volume, team environment Preferred Qualifications: • Bi-lingual a plus, but not required Physical Requirements: • While performing the duties of this job, the employee is regularly required to, stand, sit; talk, hear, and use hands and fingers to operate a computer and telephone • Regularly lift 45-65 lbs • Regularly bend and squat Competencies: • Accountable for meeting own targets, work is reviewed periodically. • Problems encountered will be defined, repetitive, and routine with a solution readily available. This job description is only a summary of the typical functions of this position, not an exhaustive or comprehensive list of all possible job responsibilities, tasks and duties. Responsibilities, tasks, and duties of individual jobholders may vary from the above description. - - Breakthru Beverage Group is an equal opportunity employer. We evaluate qualified applicants without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, veteran status, genetic information and other legally protected characteristics. The EEO is the Law poster is available here . If you need a reasonable accommodation because of a disability for any part of the employment process, please call (708) 298-3536 and let us know the nature of your request and your contact information.

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