Microsoft Licensing Specialist II – On-Prem & CSP

HEARTLAND-BUSINESS-SYSTEMS-LLC; Town of Brookfield (WI); On-site; USD 70,000 - 100,000; Full time

Benefits offered by this job

Competitive compensation

Growth opportunities

Community involvement

Personal development

Work-life balance

Recognition programs

Green initiatives

Personal time off

Job summary

Heartland Business Systems is seeking a Microsoft Licensing Specialist II – On Premise in Wisconsin to drive Microsoft licensing revenue within CSP engagements. You will analyze licensing requirements, create tailored scenarios, and guide clients on cost, benefits, and compliance, collaborating with cross-functional teams.

The role requires 2+ years of client-facing licensing experience, strong Microsoft Office skills, and a Bachelor’s degree in business or related field.

Qualifications

• 2+ years of experience communicating directly with business clients.
• Ability to prioritize and handle multiple tasks in a fast-paced setting.
• Proficient with Microsoft Outlook, Word, PowerPoint, Excel, and Teams.
• Maintain an outcome-focused mindset and be a reliable team player.

Responsibilities

• Maintain an intermediate understanding of on-premise licensing models and migrations to cloud.
• Act as customer-facing licensing specialist to analyze requirements and provide guidance.
• Create licensing scenarios aligned with the client’s business 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 topics to individuals and groups across departments.
• Stay updated on CSP model changes affecting on-prem licensing and CSP pricing.

Skills

Communication with clients

Prioritization

Teamwork

Professional demeanor

Education

Bachelor's Degree in Business or related field

Tools

Microsoft Office

Job description

Heartland Business Systems is seeking a Microsoft Licensing Specialist II – On Premise in Wisconsin to drive Microsoft licensing revenue within CSP engagements. You will analyze licensing requirements, create tailored scenarios, and guide clients on cost, benefits, and compliance, collaborating with cross-functional teams.

The role requires 2+ years of client-facing licensing experience, strong Microsoft Office skills, and a Bachelor’s degree in business or related field.