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Licensing Specialist II – Premise

Job in Pewaukee, Waukesha County, Wisconsin, 53072, USA
Listing for: Jobtailor
Full Time position
Listed on 2026-07-23
Job specializations:
  • IT/Tech
    IT Business Analyst, Business Systems & Technology Analysis, Business Continuity
Salary/Wage Range or Industry Benchmark: 65000 - 90000 USD Yearly USD 65000.00 90000.00 YEAR
Job Description & How to Apply Below
Position: Licensing Specialist II – On Premise

Microsoft Licensing Specialist II – On Premise

Drive top line software and services revenue in Microsoft Cloud Solution Provider (CSP) licensing model by engaging with prospects, customers, and internal sales teams.

  • Maintain intermediate understanding of on-premise licensing model (Open Volume, Perpetual CSP, Enterprise Agreement) and how it may translate to a migration to cloud licensing.
  • Act as customer-facing licensing specialist to analyze licensing requirements and provide guidance and support to clients regarding Microsoft licensing models, investments, and compliance.
  • Create licensing scenarios that align with client’s business strategic, operational, technology, and financial requirements.
  • Execute and sell customers on licensing solutions, ensuring they understand the cost, benefits, and compliance requirements.
  • Partner with HBS finance, sales, and other departments to develop and improve or streamline the pre‑sales, transactional, and deployment processes of Microsoft cloud and on‑prem products.
  • Deliver a variety of services related to on‑premise licensing including RV Tools analysis, renewal management, proactive campaigning, license keys/license agreement attainment, procurement and analysis of Microsoft Licensing Statements.
  • Present to individuals and small groups across different business departments and roles on the topic of Microsoft licensing and HBS’s core value propositions.
  • Maintain basic understanding of all aspects of the CSP model including price changes, policy changes, and promotions, as it pertains to recommending on‑premises licensing.
  • Manage the lifecycle of Microsoft‑funded engagements, including program administration, stakeholder coordination, and cross‑functional alignment with marketing and practice leaders to maximize program utilization and business outcomes.
Requirements
  • 2+ years of experience communicating directly with clients, independently or alongside teammates.
  • Proven ability to prioritize and address multiple tasks simultaneously in a business setting.
  • Bachelor’s Degree in Business or related field, or equivalent work experience.
  • Proficient in Microsoft Outlook, Word, PowerPoint, Excel, Teams; working knowledge of Excel formulas and charting or similar productivity tools.
  • 1+ years of network/technical computing experience (preferred).
  • 1+ years of experience presenting data and prewritten PPT to clients (preferred).
  • 1+ years of experience working with Microsoft price lists (CSP) (preferred).
  • 2+ years of experience working with Microsoft price lists (EA, Open, OVS‑ES) (preferred).
  • 2+ years of experience working with Microsoft Licensing programs, agreements, and products (preferred).
  • 2+ years of experience in inside sales or sales support related to Microsoft products (preferred).
Core Competencies

Demonstrates expertise in Microsoft Licensing models, including Open Volume, Perpetual CSP, and Enterprise Agreement, while effectively communicating licensing solutions to clients. Proficient in managing licensing scenarios that align with business requirements and ensuring compliance with Microsoft licensing standards.

Highest-signal resume keywords
  • Microsoft Licensing Programs
  • CSP Licensing Model
  • Inside Sales Experience
  • Data Presentation Skills
  • Microsoft Office Proficiency
ATS Optimization Keywords Hard Skills
  • Microsoft Licensing
  • Licensing Compliance
  • Renewal Management
  • License Agreement Analysis
  • Microsoft Price Lists
  • Excel Formulas
  • Data Analysis
  • Proactive Campaigning
  • Licensing Scenario Creation
  • Stakeholder Coordination
Soft Skills
  • Communication Skills
  • Prioritization
  • Team Collaboration
  • Client Engagement
  • Presentation Skills
Industry Keywords
  • Cloud Solution Provider
  • On‑Premise Licensing
  • Software Revenue
  • Business Strategy
  • Operational Requirements
Tools & Technologies
  • Microsoft Outlook
  • Microsoft Word
  • Microsoft Power Point
  • Microsoft Excel
  • Microsoft Teams
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