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Software Asset Management Specialist / Senior Specialist

Date: Jun 12, 2021

Location: Winnipeg, MB, CA, R3C-3P1 Regina, SK, CA, S4S-6X3 Toronto, ON, CA, M2P-2B7 Kitchener, ON, CA, N2G-1H6 Vancouver, British Columbia, CA, V6J-4Y3 Moncton, New Brunswick, CA, E1E-4R5 Saskatoon, SK, CA, S7H-0W5 Edmonton, AB, CA, T6E-6A8 Calgary, AB, CA, T2R-0E4

Company: Wawanesa Insurance


Wawanesa Mutual Insurance is one of the largest property and casualty insurers in Canada with $3 billion in annual revenues and assets of more than $9 billion. Wawanesa Mutual, founded in 1896 with executive offices in Winnipeg, is the parent company of Wawanesa General, which offers property and casualty insurance in California and Oregon, and Wawanesa Life, which distributes life insurance products and services throughout Canada. With over 3,500 employees, Wawanesa proudly serves over two million policyholders through nine regional offices and 41 service offices in Canada and the United States.  Wawanesa actively gives back to organizations that strengthen communities where it operates, donating well above internationally recognized benchmarks for excellence in corporate philanthropy.
We are currently looking for dedicated, driven, and enthusiastic individuals who thrive in an environment that welcomes change and are looking for an opportunity for diverse experience, advancement on a growing team.


Job Overview

This job contributes to Wawanesa’s success by administrating the Software Asset Management process. This role ensures that Wawanesa’s IS teams have consistent and repeatable processes to follow in support of minimizing negative customer service impact by having an accurately documented and licensed IT environment.


Job Responsibilities

  • Facilitate / administer the entire software asset life cycle by managing software acquisitions, compliance, licenses, inventory and agreements
  • Assist / Prepare and maintain the software budget including purchase tracking, accruals, projections, and reconciling variances on a monthly and quarterly basis
  • Document, report and reconcile large scale enterprise wide software licenses
  • Ensure that maintenance, support and upgrade protection renewals are managed/handled/ordered in advance of their expiration
  • Track software purchases by entering and maintaining information in a database including vendor quotes, purchase orders, invoices and license keys
  • Process requests from end users, management, and team members for specific IT software asset information
  • Manage / maintain relationships with software providers and management to identify savings opportunities for renewals, software licensing, and services
  • Interface with internal and external stakeholders, including end users, management and vendors, to ensure that software licensing compliance and auditing requirements are met
  • Assist / Facilitate the development of the software asset management strategy by analyzing and recommending various software license acquisition and usage options/alternatives to maximize financial returns
  • Identify and implement process improvements
  • Train / Mentor and guide junior team members
  • Perform other duties as assigned


  • 3 to 5 years experience in an IT Service Management role
  • 1 to 2 years experience in IT Software Asset Management
  • ITIL Foundations certification. At least one pertinent practitioner level certification or comparable courses is preferred.
  • Knowledge / experience with interpreting licensing terms and conditions, licensing models, contracts, and pricing arrangements
  • Demonstrated ability to work effectively as part of a team, but also be able to work independently
  • Microsoft Word and Excel skills capable of producing clear and concise process and training documentation, query and pivot table based reports
  • Strong written and verbal communication skills capable of delivering presentations to senior leadership and explaining technical information in business terms
  • Negotiation skills capable of achieving buy-in and commitment to negotiated results
  • Problem solving skills capable of collaboratively attaining quick and efficient resolution
  • Planning and organizing skills capable of multitasking effectively, prioritizing and tracking status on tasks appropriately and meeting tight deadlines
  • Attention to detail capable of balancing accuracy with timely response
  • Analytical skills capable of conducting comprehensive work reviews, analyzing large amounts of data and identifying potential impacts
  • Leadership skills capable of demonstrating commitment to the development of motivated and effective team members
  • Software asset management certification would be considered an asset, ex. CSAM, PCSLM, PCSLA



Wawanesa provides its employees with a respectful, challenging and rewarding environment where they can maximize their potential while contributing to the company’s goals. Our employees are provided with highly competitive compensation packages (salaries, generous vacation allowance, leave top up, goal achievement plan, premium free benefits and a pension plan).  Wawanesa provides a stable and rewarding environment for its employees in today’s challenging markets.

If you are interested in this exciting, challenging position with Wawanesa, apply today with your Resume.

Accommodations are available as needed for all applicants.