Microsoft Technology Specialist

Softchoice; Vancouver; Hybrid; CAD 59,000 - 74,000; Full time

Benefits offered by this job

Health and dental

RRSP/DPSP matching

Paid time off

Employee discount

Job summary

Softchoice in Canada seeks a Microsoft Technology Specialist to promote Microsoft cloud solutions and drive customer success. You will support the Microsoft Cloud and Workplace sales strategy across districts, engage in demand-generation activities, and expand existing customer spend through proactive campaigns and programs.

The role requires 2–4 years in sales, 2+ years with Microsoft Cloud or Volume Licensing, and strong executive-level communication skills.

Qualifications

• 2–4 years of industry relevant experience in sales.
• 2+ years of Microsoft experience with Cloud or Volume Licensing solutions.
• Active pursuit of Microsoft certifications aligned to assigned products is preferred.

Responsibilities

• Provide pre-sales support to sales and customers for Microsoft Azure and/or M365 solutions and Softchoice CSP offers.
• Deliver solution recommendations and roadmaps to customers.
• Support the execution of targeted sales campaigns.
• Identify opportunities to leverage Microsoft programs and incentives.
• Collaborate with Sales to develop and execute strategic account plans for key accounts, identifying growth opportunities, addressing challenges, and driving long term customer success.
• Manage a pipeline of Microsoft opportunities and monitor overall performance for aligned solutions within the territory.
• Participate in SAM+ and Lifecycle services activities for key accounts to promote solution cross-sell and up-sell.
• Participate in sales enablement activities for aligned Microsoft solutions.
• Participate in customer and partner events including webinars, CIEs, or other thought leadership activities within aligned districts.
• Foster and maintain strong relationships with Microsoft counterparts in support of co-sell initiatives and promoting Softchoice competitive differentiation.

Skills

Microsoft cloud

Sales experience

Consultative selling

Executive communication

Time management

Collaboration

Job description

Microsoft Technology Specialist

Date: Sep 15, 2026

Location: Toronto, ON, CA • Vancouver, British Columbia, CA

Company: Softchoice

Why you’ll love Softchoice:

At Softchoice, a World Wide Technology (WWT) company, we work together to make a new world happen. As an IT solutions provider serving U.S. commercial and SMB organizations, as well as the entire Canadian market, we help organizations turn ambition into real‑world outcomes. We do this through the delivery of secure cloud, AI, software and digital workplace solutions that enable agility, innovation and growth.

With a highly engaged, high-performing team, we are certified as a Great Place to Work® in both Canada and the United States, and have been recognized as a Best Workplace in Canada for more than 20 years. We stand proudly for our people and their success through career development and advancement, and continuously strive to do what’s good for our people and communities.

As part of WWT, we connect customers to the global scale, advanced innovation, world-class partnerships, and deep expertise of a leader in AI and digital transformation. This includes access to WWT’s Advanced Technology Center (ATC), a collaborative ecosystem featuring state‑of‑the‑art hardware and software that enables customers and partners to conceptualize, test, and validate innovative solutions before deploying them at scale.

The impact you will have:

You are a Microsoft Subject Matter Expert! You love helping customers on their digital journey, promoting the adoption of Microsoft cloud technology to help drive business outcomes. You are passionate about helping customers solve challenges through the delivery of ongoing solutions that reduce risk and manage costs. The Microsoft Technology Specialist is responsible for supporting the Microsoft Cloud and Workplace sales strategy within their aligned sales districts. You will support new customer acquisition through participation in demand generation activities for your districts while also growing existing customer spend through proactive sales campaigns, leveraging Microsoft programs, and participating in Softchoice SAM+ and lifecycle services. Successful execution will require strong alignment with the local Microsoft specialist team units, as well as a specialized knowledge of Microsoft products, licensing vehicles, programs and funding.

What you’ll do:

• Provide pre-sales support to sales and customers for Microsoft Azure and/or M365 solutions and Softchoice CSP offers.

• Deliver solution recommendations and roadmaps to customers.

• Support the execution of targeted sales campaigns.

• Identify opportunities to leverage Microsoft programs and incentives.

• Collaborate with Sales to develop and execute strategic account plans for key accounts, identifying growth opportunities, addressing challenges, and driving long term customer success.

• Manage a pipeline of Microsoft opportunities and monitor overall performance for aligned solutions within the territory.

• Participate in SAM+ and Lifecycle services activities for key accounts to promote solution cross-sell and up-sell.

• Participate in sales enablement activities for aligned Microsoft solutions.

• Participate in customer and partner events including webinars, CIEs, or other thought leadership activities within aligned districts.

• Foster and maintain strong relationships with Microsoft counterparts in support of co-sell initiatives and promoting Softchoice competitive differentiation.

What you'll bring to the table:

• A deep understanding of Microsoft cloud solutions with strong technical proficiency.

• 2-4 years of industry relevant experience in sales

• 2+ years of Microsoft experience with Cloud or Volume Licensing solutions

• As SME (Subject Matter Expert) stay on top of new trends, technology updates and Cloud technologies. Actively leverage Microsoft Learn and other resources to enhance both soft and technical skills and apply in more complex situations.

• Achievement of Microsoft certifications aligned to assigned products is preferred.

• Proven ability to engage in consultative selling, understanding customer pain points, and positioning Microsoft products and services to solve those challenges.

• Strong collaboration skills with the ability to work effectively across multiple functions and departments to achieve common goals and objectives.

• Strong analytical skills.

• Excellent time management and organizational skills.

• Excellent communication and presentation skills.

• Ability to interact and communicate at the Executive level

• Ability to follow 9AM - 5PM EST working hours, regardless of location.

Compensation:

A reasonable estimate of the current base pay range for this position in Canada is $59,000 to $74,000 annually + 30% as target incentives.

Actual salary will be based on a variety of factors, including location, experience, skill set, education, and related certification. The range for this position in other geographic locations may differ.

Softchoice offers a comprehensive and competitive benefit plan to all full-time employees, which includes:

• Health and Wellbeing: Medical and Dental Care, Employee & Family Assistance Program

• Financial Benefits: RRSP/DPSP Retirement Savings Plan with Company Matching, Life and Disability Insurance

• Paid Time Off: Vacation and Sick Leave, Holidays, Parental Leave, Volunteer Days, Bereavement Leave

• Additional Perks: Employee Discount Program

Why You’ll Love Working Here:

• The People: You’ll thrive in our collaborative environment, surrounded by incredible colleagues who foster support and innovation, driving our collective success

• High-Performing Culture: At Softchoice, we are dedicated to achieving our goals and committed to success for our customers and each other

• Flexibility: Plan your workdays in a way that suits you best

• Award-Winning Workplace: Proudly recognized as a Great Place to Work for 21 consecutive years

• Inclusive Culture: We are committed to a company culture where every team member can be their authentic self

• Competitive Benefits: Benefit from competitive perks that start on day one

Inclusion & Equal opportunity employment:

We are an equal opportunity employer committed to diversity, inclusion & belonging. People seeking employment at Softchoice are considered without regard to any protected category including but not limited to, race, color, religion, national origin, age, sex, marital status, ancestry, disability, veteran status, gender identity, or sexual orientation.

Our commitment to your experience:

We are committed to the safety of all applicants and team members. With that in mind, we have implemented digital interviewing for everyone. We understand that you may need to interview with distractions around you (such as children or furry friends) and we will be doing the same.

Before you start with us, we will conduct a criminal record check, verify your education, and check your references.

When you join Softchoice, we will onboard you remotely. Don't worry. It's quick, simple and you'll be connected with your new team in no time.