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Microsoft Licensing Jobs (NOW HIRING)

SHI

Licensing Executive - Microsoft

Somerset, NJ · On-site

$75K - $95K/yr

Job Summary The Licensing Executive - Microsoft serves as a consultant for licensing solutions, evaluating Microsoft proposals and executing agreements while supporting enrollment activities to ...

SHI

Licensing Executive - Microsoft

$75K - $95K/yr

Job Summary The Licensing Executive - Microsoft serves as a consultant for licensing solutions, evaluating Microsoft proposals and executing agreements while supporting enrollment activities to ...

SHI

Public Sector Licensing Executive - Microsoft

Job Summary The Public Sector Licensing Executive - Microsoft serves as a consultant for licensing solutions, evaluating Microsoft proposals and executing agreements while supporting enrollment ...

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How much do microsoft licensing jobs pay per year?

As of Sep 4, 2026, the average yearly pay for microsoft licensing in the United States is $72,895.00, according to ZipRecruiter salary data. Most workers in this role earn between $54,500.00 and $86,500.00 per year, depending on experience, location, and employer.

What is a Microsoft Licensing?

A Microsoft Licensing job involves managing and advising on Microsoft software licensing agreements for organizations. Professionals in this role ensure compliance, optimize license usage, and help reduce costs by selecting the most suitable licensing models. They stay updated on Microsoft’s evolving licensing policies and assist with audits, renewals, and purchasing decisions. This role requires knowledge of Microsoft products, licensing programs, and enterprise agreements.

What does a Microsoft Licensing do?

In a Microsoft Licensing position, you'll regularly evaluate clients' software needs, recommend optimal licensing options, and ensure organizations remain compliant with Microsoft’s licensing terms. Your day may involve preparing quotes, managing renewals, maintaining detailed license records, and coordinating with internal teams such as sales, procurement, and IT. You will also interpret policy updates from Microsoft, provide clarification to clients or stakeholders, and help resolve any licensing disputes. This role requires both analytical and communication skills, as well as staying current with evolving Microsoft licensing programs.

What are the key skills and qualifications needed to thrive in Microsoft Licensing?

To thrive in a Microsoft Licensing role, you need a deep understanding of Microsoft product portfolios, licensing models, and agreement structures, often supported by a relevant bachelor's degree or equivalent experience. Familiarity with Microsoft Volume Licensing Service Center (VLSC), License Advisor, Microsoft Partner Portal, and certifications such as Microsoft Certified: Licensing Specialist are valuable assets. Strong analytical thinking, attention to detail, negotiation skills, and effective communication are crucial soft skills. These abilities ensure accurate licensing compliance, cost optimization for clients, and seamless collaboration with sales and technical teams.

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microsoft licensing jobs near you
Infographic showing various Microsoft Licensing job openings in the United States as of August 2026, with employment types broken down into 90% Full Time, 7% Part Time, 1% Temporary, and 2% Contract. Highlights an 87% Physical, 4% Hybrid, and 9% Remote job distribution, with an average salary of $72,895 per year, or $35 per hour.

Microsoft Licensing Specialist II

Heartland Business Systems, LLC

Brookfield, WI • On-site

Full-time

Retirement, PTO

Re-posted 20 days ago

Key responsibilities

  • Analyze licensing requirements and provide guidance and support to clients regarding Microsoft licensing models, investments, and compliance.

  • Create licensing scenarios that align with clients' business, operational, technological, and financial requirements.

  • Deliver services related to on-premise licensing, including RV Tools analysis, renewal management, license key/license agreement attainment, procurement, and analysis of Microsoft Licensing Statements.

Heartland Business Systems rating

8.6

Company rating: 8.6 out of 10

Based on 7 frontline employees who took The Breakroom Quiz

33rd of 226 rated it services

Job description

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. 


Roles and Responsibilities:

  • 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:

How to qualify:

  • 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 

Why HBS?


Heartland Business Systems is one of THE LARGEST technology VARs or Value-Added Resellers in the Midwest. Anything that happens with computers – we do it! We PRIDE ourselves on our Core Values of: 


Performance – HBS is driven to achieve exceptional results in all aspects of our business. 

Respect – HBS Team Members demonstrate personal integrity and professionalism when dealing with all internal and external contacts. 

Innovation – HBS is passionate to serve our internal and external customers with innovative solutions to enhance their success. 

Development – HBS is committed to developing ourselves and each other in ways that support and improve the performance of ourselves and our business. 

Excellence – HBS takes great pride in all we do and strive for excellence always. 


What you can expect from HBS:

  • 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.

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