Solution Sales Specialist - Microsoft 365 / Modern Work

Why you’ll love Softchoice:

We are a software-focused IT solutions and services provider that equips organizations to be agile and innovative, and for their people to be engaged, connected, and creative at work. That means moving them to the cloud, helping them build the workplace of tomorrow, and enabling them to make smarter decisions about their technology. By doing these things we help them create success for their customers and their people.

We stand proudly for our people and support their success through career development and advancement. We are recognized and respected for our culture of inclusion and belonging, continuously striving to do what’s good for our people and communities.

The impact you will have:

Are you ready to be at the frontline of the most critical technology vendor for the majority of organizations? Microsoft holds a critical position for many organizations across key solutions such as AI, Data, Security, Cloud, Collaboration, and Productivity, shaping the future of how organizations harness cutting-edge technology and creating competitive advantages. As a pivotal member of our team, you won’t just be selling solutions—you’ll be empowering our customers to unlock the full potential of their Microsoft investments by helping create value across the Microsoft technology stack.

At Softchoice, your influence will reach far beyond licensing and contracts. You’ll have the unique opportunity to architect and deliver solutions that become the backbone of our customers’ success, transforming how they enable their people to do more effective and efficient work at every corner of their technology landscape. Through our world class approach that leads customers on a journey by leveraging technical and licensing expertise, alongside deep alliances with Microsoft and their complimentary partner ecosystem, you’ll help organizations move from vision to execution.

As a Customer Solution Architect - Microsoft Workplace, you will be the trusted advisor who brings clarity to complex challenges, guiding senior executives to align on a transformative Microsoft solutions roadmap. You’ll be instrumental in shaping business cases that deliver reduced operational costs, improved security posture, improved productivity and collaboration—while mapping out the tangible roadmap milestones that drive executive buy-in and long-term adoption.

In this role, you’ll quarterback a high-performing team of account executives, solution architects, licensing and technical experts, orchestrating seamless collaboration to deliver solutions tailored precisely to each customer’s unique needs. You’ll facilitate boardroom-level discussions, influence strategic decision-making, and see your recommendations come to life in ways that redefine what’s possible for your clients.

If you’re passionate about making a lasting impact, eager to champion Microsoft solution adoption, and thrive on building relationships that fuel innovation—this is your chance to be the catalyst for real change, helping organizations across industries shape their futures with confidence and clarity.

Whom you will be working with:

• This role will report to the regional leader of specialty sales and be part of a “technical sales” organization.
• You will work with our most strategic customers, guiding their Microsoft journey and leading to a transformation of their business.
• You and your team will be directly supported by technical solution architects and engineers, bringing technical acumen early in the sales cycle to ensure our customers find fast value in their discussions with you.
• You’ll work alongside other specialty sales teams for Data & AI, Security, and Modern Infrastructure to help provide comprehensive solutions across multiple solution areas
• You will collaborate with account executives, sales leadership, GTM team members, and Microsoft STU/CSU/PDM to align strategy, activate co-sell motions, and accelerate our Microsoft and Workplace business.

What you will do:

• Generate demand and build sales pipeline for Microsoft-specific solutions in a defined territory including ownership of the Revenue and Gross Profit attainment.
• Own the executive sales cycle from discovery to close: map business problems to offers, orchestrate virtual teams (pre‑sales architects, delivery, partners), shape proposals/SOWs, and negotiate to signature.
• Lead with value/ROI: you will build business cases, success metrics, and adoption plans for measurable impact.
• Take a services-led approach to help clients architect and design architecture as it relates to collaboration, productivity, security, and AI solution platforms
• Help customers define best practices and key processes and systems to provide guidance on Microsoft best practices and efficiencies
• Facilitate C-level conversations to enhance understanding of Microsoft and bring alignment at customers to specific Microsoft initiatives
• Partner co‑sell & funding: align with Microsoft to unlock workshops, customer incentives, and POC funding motions that accelerate deals.
• Pipeline discipline: maintain accurate Salesforce hygiene and weekly cadence on funnel adds and sufficiency; leverage Sales Ops dashboards.

What you bring to the table:

Professional Experience

• The ideal candidate will bring 7+ years of demonstrated success in solutions sales, specifically focused on Microsoft platforms. This experience should include a proven track record in selling multi-vendor integrated solutions and professional services, as well as supporting enterprise / upper commercial RFPs, proposals, and executive presentations.

Platform Expertise

The ideal candidate combines technical fluency with strategic sales acumen, capable of aligning client business outcomes with leading technologies:

• Proficiency with M365 (Security and Collaboration), Copilot (AI Business Solutions) and Public Cloud (Azure Solutions)
• Proficiency with Teams, Intune/Autopilot, Entra ID, Defender, and Zero Trust concepts
• Proficiency with Microsoft Cloud Solution Provider (CSP) program and associated services to drive adoption across Modern Work, Security, and Cloud technologies

Business Acumen

• The candidate should possess the ability to translate executive-level objectives into a well-structured roadmap and adoption plan. They must be able to present a clear narrative connecting multiple solution areas to desired business outcomes, and have the ability to communicate business value to executive stakeholders.

Team Leadership and Orchestration

• Proven capability in leading virtual pursuit teams and coordinating partner co-selling and funding efforts is essential.

Technical Familiarity

• The candidate should be familiar with Microsoft platforms and how to advocate for Professional and Managed Services that help customers deploy, adopt, and manage those platforms. Relevant certifications will be rewarded.
• Willingness and ability to travel frequently within a designated Sales District, up to 50% of the time.

Compensation:

A reasonable estimate of the current base pay range for this position in Ontario is $90,000 to $120,000 annually + 40% 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

Not sure if you qualify? Think about applying anyway:

We understand that not everyone brings 100% of the skills and experience for the role.

At Softchoice, we offer opportunities to a diverse group including those with a variety of workplace experiences and backgrounds. Whether you are new to corporate tech, returning to work after a gap in employment, or looking to transition and take the next step in your career, we are excited to learn more about you and encourage you to apply.

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 20 consecutive years
• Inclusive Culture: We are committed to an inclusive 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.

Require accommodation? We are ready to help:

We are proud to provide interview & employment accommodation during the recruitment and hiring process. If you require any accommodation to apply or interview for a position, please reach out directly to . We are committed to working with you to best meet your needs.

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.

Job Requisition ID: 7222

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