Microsoft Licensing Specialist II

USA·Little ChuteRemotemid
Legal & ComplianceLicensing Specialist
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Quick Summary

Key Responsibilities

Maintain an intermediate understanding level of on-premise licensing model (including but not limited Open Volume, Perpetual CSP,

Technical Tools
Legal & ComplianceLicensing Specialist

Description

The Microsoft Licensing Specialist II – On Premise is responsible for driving top line software and services revenue in Microsoft Cloud Solution Provider (CSP) licensing model by engagements with prospects, customers, and internal sales teams. This position directly contributes to the organization’s annual Microsoft licensing growing revenue goals. 

Responsibilities

~2 min read
  • Maintain an intermediate understanding level of on-premise licensing model (including but not limited 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/or improve or streamline the presales, transactional, and deployment processes of Microsoft cloud and on-prem products. 
  • Deliver a variety of services related to on-premise licensing include RV Tools analysis, renewal management, proactive campaigning, license keys/license agreement attainment, procurement & analysis of Microsoft Licensing Statements. 
  • Present to individuals and small groups of people across different business departments and roles on the topic of Microsoft licensing & HBS’s core value propositions. 
  • Maintain a basic understanding of all aspects of the Microsoft Cloud Solution Provider (CSP) model including but not limited to 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. *Heartland is an Affirmative Action/Equal Opportunity Employer of Minorities, Women, Protected Veterans and Persons with Disabilities.* 

Requirements

  • 2+ years of experience (leading/initiating discussion, proactive) communicating directly with *(business)* clients, independently or alongside other teammates 
  • Proven ability to prioritize and address multiple tasks at one time in a business setting 
  • Bachelor’s Degree in Business or related field, or equivalent work experience  
  • Proficient in Microsoft Outlook, Word, PowerPoint, Excel, Microsoft Teams; working knowledge of Excel formulas and charting or similar productivity tools 
  • Maintain an outcome focused mindset 
  • Have strong prioritization skills 
  • Always be a team player 
  • Carry a professional attitude and respectful demeanor 
  • Competitive Compensation Package (May include but not limited to: Bonus, Incentive, Commission, Fair Wage, Retirement Plans, Benefits with HSA Compatible Plans) 
  • Growth Opportunities 
  • Community Involvement  
  • Personal Development 
  • Employee and Family Celebrations 
  • Green Initiatives 
  • Personal Time Off 
  • Work Life Balance 
  • Recognition and Awards 

Day in and day out, you will be a part of a collaborative, innovative and award-winning team that will make you a better professional. Choose HBS today! 


Heartland Business Systems is an Equal Opportunity Employer - Including Disabled and Veterans.

Location & Eligibility

Where is the job
Little Chute, USA
Remote within one country

Listing Details

First seen
July 16, 2026
Last seen
September 6, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
61%
Scored at
July 16, 2026

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HEARTLAND-BUSINESS-SYSTEMS-LLCMicrosoft Licensing Specialist II