Microsoft Licensing Specialist - Temporary

Quadbridge•Waterloo, ON

12d•Hybrid

About The Position

Quadbridge is a fast-growing North American IT solutions provider, empowering businesses to navigate complex challenges daily, through strong partnerships with leading technology providers and close collaboration with our team and customers. With locations in Kitchener, Montreal and Vancouver, Quadbridge strives to create an energetic, fun workplace where ambitious, like-minded teammates collaborate, innovate, and thrive as they continue to grow their national footprint. The Microsoft Licensing Specialist (Mid‑Level) is responsible for ensuring commercial accuracy, licensing optimization, and scalable revenue growth across the Microsoft CSP portfolio. This role extends beyond transactional licensing support by actively leveraging Microsoft funding programs, workshops, and CoreView licensing assessments to accelerate pipeline, modernize customers, and reduce commercial and compliance risk.

Requirements

3 to 5 years in a Microsoft licensing or CSP role within an SMB VAR
Strong understanding of: Microsoft 365 licensing constructs
NCE commercial rules
Experience working with Microsoft funding programs and workshops
Hands‑on experience running and interpreting CoreView assessments
Strong communication and stakeholder management skills
High attention to commercial detail and governance

Nice To Haves

MS‑900 (Microsoft 365 Fundamentals) or AB 900
SC‑900 or AZ‑900
CoreView platform experience
Exposure to Modern Work, Security, Copilot, or AI initiatives

Responsibilities

Advise Sales and customers on Microsoft licensing across: Microsoft 365 (Business, E3/E5), Security & Compliance add‑ons, Teams, Calling, and Voice, Copilot and AI‑related SKUs
Provide guidance on NCE commitments, term alignment, seat management, and renewals
Support new business, expansions, renewals, and mid‑term adjustments
Act as an escalation point for complex licensing scenarios (multi‑tenant, M&A, carve‑outs, mixed contracts)
Ensure compliance with Microsoft CSP, NCE, and partner policies
Validate deal structures to protect: Margin, Contract duration alignment, Billing and invoicing accuracy
Reduce licensing errors, remediation effort, and revenue leakage
Maintain documentation standards to support audit readiness
Run and interpret CoreView licensing and tenant assessments to: Identify over‑licensing and under‑licensing risks, Surface security, identity, and configuration gaps, Support compliance and optimization discussions
Translate CoreView insights into: Licensing optimization recommendations, Sales opportunities, Funded workshop or assessment entry points
Position CoreView assessments as part of standard renewal and lifecycle motions
Partner with Sales, Presales, and Professional Services to ensure assessment findings clearly map to: License changes, Projects, Managed services opportunities
Identify customer eligibility for Microsoft funding programs, including: Modern Work, Security, Copilot, and AI readiness workshops, Migration, assessment, and adoption incentives
Align licensing configurations and customer intent to funding eligibility requirements
Position funded workshops as low‑risk entry points that support broader modernization and AI motions
Act as an operational liaison with Microsoft and authorized distributors on funding programs
Maintain working relationships with: Microsoft Partner Development Managers (PDMs), SMB / SMC Microsoft sales teams, Distributor funding and channel teams
Engage Microsoft early in opportunity cycles to: Validate funding eligibility, Align workshop scope to Microsoft priorities, Confirm SKU and licensing prerequisites
Participate in Microsoft enablement sessions, partner updates, and program briefings
Interpret and operationalize Microsoft guidance for internal teams
Ensure funded engagements are: Correctly scoped, Program‑compliant, Aligned to delivery capacity and margin expectations
Support proof‑of‑execution readiness through proper documentation and licensing alignment
Coordinate with Microsoft and distributors to resolve: Eligibility questions, Scope constraints, Program clarifications or conflicts
Serve as a trusted commercial advisor to Sales teams
Coach Sales on: Licensing trade‑offs and package design, Funding‑backed deal strategies, Workshop‑first vs license‑first motions
Use CoreView assessments and funding programs to: Remove buyer friction, Create urgency, Pull deals forward
Support workshop project managed services conversion motions
Support proactive renewal motions by identifying: Licensing optimization opportunities, Funding‑backed modernization conversations, Security, Copilot, and AI uplift opportunities
Enable value‑led renewal discussions rather than reactive renewals
Contribute to churn reduction and renewal growth strategies
Partner closely with: Presales (solution and assessment alignment), Professional Services (delivery readiness and attach)
Ensure alignment between commercial promises, funded engagements, and delivery execution
Stay current on: CSP / NCE changes, Microsoft licensing updates, Funding programs and priority solution areas
Contribute to internal: Licensing playbooks, CoreView assessment guidance, Funding qualification and scoping checklists
Support enablement and coaching of junior licensing or renewal staff