Bookkeeper/Office Manager (Winnipeg)

Bookkeeper/Office Manager (Winnipeg)

24 Aug
|
Train Alberta
|
Winnipeg

24 Aug

Train Alberta

Winnipeg

Medicine Hat North, Canada | Posted on 12/08/2026

Energy services company serving Alberta and Saskatchewan seeking an experienced, capable, and highly self managed Bookkeeper/Office Manager to join our organization on a long-term basis.

This is a key position within our company and requires an individual who demonstrates mature professional judgment, exceptional communication skills, advanced critical-thinking and problem-solving abilities, personal accountability, discretion, and a high degree of independence.

The successful candidate will be someone who takes ownership of their responsibilities, anticipates what needs to be done, and can confidently manage competing priorities without requiring continuous direction or supervision.

Documentation cannot be allowed to accumulate or be completed retrospectively. Records, reporting requirements, fleet information, financial documentation, employee information, and operational files must remain current as part of the normal daily workflow.

The successful candidate must therefore demonstrate an exceptional ability to prioritize, track, follow through,

meet deadlines, and independently manage multiple ongoing responsibilities.

Professional Attributes

Mature and professional judgment with a high level of discretion and confidentiality

Strong written and verbal communication skills

Advanced critical-thinking, analytical, and problem-solving abilities

Exceptional organizational, task-management, and time-management skills A high degree of personal accountability and attention to detail The ability to work independently and be fully self-managed

Strong follow-through and a commitment to completing tasks accurately and on time The ability to identify priorities and act on them without waiting for direction

Confidence communicating with ownership, employees, clients, vendors, accountants, government agencies, and other external stakeholders The ability to manage several competing priorities in a fast-paced operational environment A strong sense of urgency while maintaining accuracy and professionalism

Adaptability and the ability to respond appropriately when operational priorities change A proactive mindset and willingness to take ownership of the administrative function

Reliability, consistency, sound judgment, and professional integrity The regular position is Monday to Friday, 40 hours per week.

However, candidates must understand that we operate within the energy services and transportation industries, where operational requirements do not always occur within traditional office hours.





The successful candidate must have a reasonable degree of flexibility and responsiveness when time-sensitive operational or administrative matters arise outside regular office hours.

This does not mean routinely working extended hours; rather, we require someone who understands the nature of the industry and recognizes that payroll, fleet, client, employee, compliance, or operational matters may occasionally require timely attention.

We are specifically looking for a candidate interested in becoming a long-term, sustainable member of the organization who values stability, accountability, and taking ownership of their position.

Key Responsibilities

Reporting directly to Ownership, the Bookkeeper / Office Manager is responsible for supporting and managing the administrative and financial functions that revolve around the company's day-to-day operations.

Accounts Receivable

Process accounts receivable internally and through online client portals

Maintain accurate and current customer documentation

Track submissions and follow up on outstanding requirements as necessary

Accounts Payable

Process accounts payable using various methods of remittance

Maintain accurate vendor documentation and payment records

Manage company credit cards and associated reconciliation/documentation

Payroll & Employee Administration

Manage and process payroll through the online payroll portal twice monthly

Maintain accurate and current payroll and employee records

Coordinate year-end payroll requirements, including T4s, T2200s, and related documentation

Manage WCB requirements for Alberta and Saskatchewan

Administer employee benefits

Process and remit PST, GST, and other required government filings

Coordinate documentation and reporting with the company's off-site accountant

Complete journal entries, banking, and reconciliations

Prepare financial reporting

Complete month-end processes

Prepare fiscal year-end documentation for the off-site accountant

Fleet & Asset Administration

Manage fleet licensing and registrations

Coordinate IFTA and Prorate requirements and online reporting

Maintain current fleet records and documentation

Support fleet asset management and associated administrative requirements

Office & Operational Administration

Maintain organized,



accurate, and current company files and records

Ensure documentation remains current and accessible at all times

Maintain office supplies

Track deadlines, renewals, reporting requirements, and outstanding administrative items

Provide administrative and operational support to Ownership

Communicate professionally with employees, customers, vendors, government agencies, and other stakeholders

Identify administrative issues requiring attention and proactively work toward resolution

Perform additional administrative and operational duties as required The Person We Are Looking For

This position is best suited to an experienced professional who is comfortable being trusted with significant responsibility and autonomy.

You should be someone who can walk into the office, assess priorities, organize your workload, and identify what requires attention.

You understand that excellent administration means that records are current, deadlines are anticipated rather than missed, outstanding items are followed through to completion, and Ownership can rely on the information being accurate when it is needed.

You communicate clearly, ask appropriate questions when clarification is genuinely required, exercise sound judgment when it is not, and recognize when an issue needs to be escalated to Ownership.

Above all, we are looking for a capable, dependable, self-directed professional who wants to establish themselves in the position and contribute to the company over the long term.

Requirements The successful candidate will have a minimum of five years of relevant experience within the oilfield, energy services, trucking, transportation, or a closely related industry, along with a comprehensive understanding of bookkeeping and office administration.

Solid working knowledge and proficiency are required in:

ADP and payroll processing

Microsoft Word and Excel

PDF programs and electronic documentation

Digital and physical file management

Bookkeeping and financial administration

Online client, government, and reporting portals

This position requires significantly more than technical bookkeeping knowledge. We are looking for an individual with advanced organizational and task-management skills who understands the importance of maintaining live,

current, accurate, and readily accessible documentation at all times.

What We Offer

Benefit package after three months A stable position with significant responsibility and autonomy The opportunity to become a trusted, long-term member of an established energy services company

📌 Bookkeeper/Office Manager (Winnipeg)
🏢 Train Alberta
📍 Winnipeg

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