Fleet Services Specialist

2 weeks ago


Calgary, Alberta, Canada Day & Ross Full time $60,000 - $120,000 per year

You belong at Day & Ross.

Fleet Services Specialist

Full-Time

Calgary, AB

The Fleet Services Specialist is responsible for overseeing and managing the performance of Brokers and their trucks on a daily and a long-term basis, including engagement, retention and Broker relations.

How You'll Help:

  • Ensure company, brokers, and drivers adhere to broker agreements, SOPs, safety requirements including driver speed, HOS violations, and work with Compliance to monitor MVI, and MMR.
  • Work with the company and brokers to resolve issues, holding all parties accountable to their responsibilities while maintaining broker engagement and satisfaction
  • Address brokers' and drivers' concerns; focused on maximum profitability for their units
  • Manage miles on each truck to ensure productivity targets and company standards are met including hired contract obligations such as team trucks running as team US trucks running the USA.
  • Investigate and address repeat late deliveries, load refusals, and non-compliance with SOPs
  • Manage Brokers and driver time off, updating time away and time ready in the system
  • Supporting recruiting department on new hires, with job requests, interviews as well as onboarding.
  • Ensuring new units/drivers are setup with expected equipment (satellite and camera), documents in hand, apps, drivers and decals started and up to D&R standards.
  • Conducting Orientation for new drivers/brokers as required
  • Working closely with the safety team on driver training and safety related concerns as identified
  • Proactively managing At Risk drivers and Broker to correct issues before they leave.
  • Posting and awarding new schedules for given areas following the scheduled assignment policy.
  • Manage / support compliance with random drug tests monthly
  • Work with brokers on statement issues, missed payments and related concerns.
  • Work with drivers in regards to payment concerns or disputes on irregular duties such as working time or customer detention.
  • Liaison between driver and/or broker with Safety, Compliance, Recruiting and operations departments as needed
  • Other related duties as may be required.

Your Skills & Experience:

  • Completion of secondary education preferred
  • Post-secondary training in logistics or business, an asset
  • A suitable combination of education and experience may be considered
  • Previous transportation, operations or customer service experience is preferred
  • A suitable combination of education and experience may be considered
  • Proficient in MS Outlook, Excel & Word; experience with Truckmate, an asset; ability to learn new programs
  • Strong communication skills including the ability to relay information (verbal and written) between several parties and deliver a positive customer experience
  • Ability to multitask and prioritize in a deadline driven environment; appropriate sense of urgency
  • Ability to work independently and to collaborate with others to meet customer expectations.
  • Troubleshooting and problem solving skills; the ability to evaluate current situation, respond quickly to changing requirements, execute and escalate accordingly
  • Strong team and customer service focus; negotiation and conflict resolution skills
  • Demonstrated ability to build and maintain relationships

To apply, visit our Careers page at

If you're chosen for the role, you'll be asked to provide reference and criminal background checks before employment. You'll only be contacted if you're selected for an interview.

About Day & Ross

From a single truckload of potatoes in the 1950s to a fleet of thousands, Day & Ross has grown to become one of the largest transportation and logistics providers in North America. With over 7,500 team members on and off the road in the US and Canada, we offer a diversified portfolio of freight and delivery solutions, including LTL, Truckload, Residential, Dedicated Fleet Solutions, and Logistics.

We believe our people are our greatest strength. For over a decade, we've been recognized as one of Canada's Best Managed Companies. We've also been named a Top Company for Women to Work for in Transportation since 2018. Our recognition reflects the family values we share with our parent company, McCain Foods Limited.

As a federally regulated employer, Day & Ross fully supports the principles of employment equity and encourages all qualified members of the designated groups to apply. Day & Ross is committed to ensuring equal access and participation for people with disabilities and meeting their needs in a timely manner. We will do so by removing and preventing barriers to accessibility and by meeting our accessibility requirements under Accessible Canada Regulations and in alignment with our business practices, capabilities, and values.

LI-Hybrid

  • Calgary, Alberta, Canada UFA Full time $60,000 - $80,000 per year

    Department: FinanceEmployment Type: Full-TimeRequisition ID: 1272Date Posted: October 9, 2025Closing Date: October 23, 2025 or until filledJob SummaryReporting to theManager, Insurance & Fleet Services,theFleet Services Analystis responsible for coordinating all administrative, support, and financial processes and procedures including project management and...


  • Calgary, Alberta, Canada Fleet Works Full time $60,000 - $90,000 per year

    Commercial and Fleet Refinishing We are currently looking to fill a position for Commercial and Fleet Vehicle Refinishing at our Calgary facility. We need a painter who is familiar with refinishing fleet vehicles, commercial trucks, truck bodies, and/or specialized equipment.  The main products used are PPG Delfleet, Axalta Imron, Endura EX-2C, and Jones...


  • Calgary, Alberta, Canada Fleet Works Full time $60,000 - $80,000 per year

    Note: This is not an entry level position. An Auto Body Repairer Certificate and/or a minimum of 5 years experience is required.  Auto Body Technician We are currently looking to fill a position for an Auto Body Repairer for our commercial and fleet repair services at our Calgary facility.   About Us: Fleet Works is a repair and paint facility specializing...


  • Calgary, Alberta, Canada Fleet Works Full time $60,000 - $90,000 per year

    * Note:  This position is for CERTIFIED Heavy Equipment Technicians ONLY.  Certified Heavy Equipment Technician   We are currently looking to fill positions for Certified Heavy Equipment Technicians at our busy, modern, heavy duty truck repair facility in Calgary.   About Us:   Fleet Works is a repair facility specializing in fleet vehicles, commercial...

  • Sr. Fleet Engineer

    4 days ago


    Calgary, Alberta, Canada WestJet Airlines Full time $120,000 - $180,000 per year

    This position requires in-person collaboration up to 5 days per week. *Please note this arrangement is subject to change with business requirements.*Why WestJet:Every WestJet journey has the potential to enrich lives; a career with us is no exception.WestJet arrived on the Canadian airline scene in 1996 and changed the industry for the better. We made air...

  • Sr. Fleet Engineer

    4 days ago


    Calgary, Alberta, Canada WestJet Full time $100,000 - $120,000 per year

    Employment Type:Full-time RegularCity:Calgary, AB (YYC)Posting Open Date:11/27/2025Posting Close Date:12/11/2025 (Please note the posting will close at11:59pm MST)This position requires in-person collaboration up to 5 days per week. *Please note this arrangement is subject to change with business requirements.*Why WestJet:Every WestJet journey has the...

  • Sr. Fleet Engineer

    24 hours ago


    Calgary, Alberta, Canada WestJet Full time $60,000 - $250,000 per year

    Employment Type: Full-time Regular  City: Calgary, AB (YYC)  Posting Open Date: 11/27/2025  Posting Close Date: 12/11/ Please note the posting will close at 11:59pm MST)This position requires in-person collaboration up to 5 days per week. *Please note this arrangement is subject to change with business requirements.* Why WestJet:Every WestJet journey...


  • Calgary, Alberta, Canada Hilti Group Full time $60,000 - $120,000 per year

    DRIVE SEAMLESS SOLUTION IMPLEMENTATIONS AND ELEVATE CUSTOMER VALUEThe role of the Implementation & Service Specialist (ISS) is to manage the execution phase of the solution selling offering (ONTrack, Fleet Management, Health & Safety, Productivity Software, etc.). The role requires close partnership with internal teams of Solutions Consultants, Field Sales,...


  • Calgary, Alberta, Canada City of Calgary Full time $60,000 - $80,000 per year

    If you are committed to public service, enjoy collaborating with others, share our values and have a desire to learn and grow, join The City of Calgary. City employees deliver the services, run the programs and operate the facilities which make a difference in our community. We support work-life balance, promote physical and psychological safety, and offer...


  • Calgary, Alberta, Canada Westcan Bulk Transport Ltd . Full time $60,000 - $90,000 per year

     KAG Is North Americas' largest tank truck transporter and logistics provider, delivering energy commodities, specialty products, merchant gases and food products across the United States, Canada and Mexico.   Our Canadian Operating companies are Westcan Bulk Transport, RTL Construction, Les Distributions Carl Beaulac, Paul's Hauling and Kentrax Transport...