Heartland Business Systems, LLC
Microsoft Licensing Specialist II
Little Chute, WI
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- Seniority
- Mid level
- Country
- US
- Work mode
- Remote-friendly
- First seen by hirly
- 26 Sept 2026
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the posting
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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