Microsoft Licensing Strategist — On-Prem to CSP

Heartland Business Systems, LLC.

Little Chute (WI)

On-site

USD 70,000 - 105,000

Full time

14 days+

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Job summary

Heartland Business Systems, LLC. seeks a Microsoft Licensing Specialist II – On Premise to drive software and services revenue in CSP licensing by engaging prospects, customers, and internal teams. The role contributes to annual licensing revenue growth.

Responsibilities include analyzing licensing needs, creating scenarios, and selling licensing solutions while ensuring understanding of cost, benefits, and compliance. Collaboration with finance, sales and practice leaders is essential.

Qualifications

Bachelor’s degree in business or related field, or equivalent experience.
2+ years communicating directly with clients in a business setting.
Ability to prioritize multiple tasks in a professional environment.

Responsibilities

Analyze licensing requirements and guide clients on Microsoft licensing models.
Create licensing scenarios aligned with client business, technology, and financial needs.
Execute and sell licensing solutions, explaining costs, benefits, and compliance.
Collaborate with finance, sales and other departments to streamline licensing processes.
Deliver services related to on-prem licensing, including renewals and procurement analysis.
Present licensing concepts to groups across departments and leadership levels.
Maintain understanding of CSP and on-prem licensing changes and promotions.
Manage lifecycle of Microsoft-funded engagements with stakeholders.