Jessica Medler
Tech-Savvy Leader | AI Enthusiast | Customer Success Advocate | Entrepreneurial Spirit Meets Enterprise Execution
- Role
- Supervisor, Microsoft Technology Specialists at Softchoice
- Location
- West Fargo, ND, US
- LinkedIn followers
- 500 followers
About Jessica Medler
As Supervisor of the Microsoft Technology Specialists (MTS) team, I lead and develop Softchoice’s Canada Microsoft SMEC specialist organization—supporting a high‑impact group focused on Azure, Microsoft 365, Security, Copilot, and licensing execution. I provide coaching, daily support, and performance oversight to ensure consistent customer engagement across all Microsoft solution areas, strengthening our technical rigor and accelerating customer outcomes. I partner closely with Microsoft field teams and internal stakeholders to align strategy, drive execution across regional customer segments, and scale our coverage model. I support opportunity development, technical conversations, and roadmap creation while helping the team deepen expertise, leverage Microsoft programs, and deliver exceptional customer experiences. I am committed to developing future talent, building a collaborative and accountable team culture, and ensuring we meet Microsoft priorities through consistent execution—ultimately strengthening Softchoice’s leadership in cloud, modern workplace, and AI‑powered transformation.
Experience
Supervisor, Microsoft Technology Specialists
Jan 2026 — Present
As Supervisor of the Microsoft Technology Specialists (MTS) team, I lead and develop Softchoice’s Canada Microsoft SMEC specialist organization—supporting a high‑impact group focused on Azure, Microsoft 365, Security, Copilot, and licensing execution. I provide coaching, daily support, and performance oversight to ensure consistent customer engagement across all Microsoft solution areas, strengthening our technical rigor and accelerating customer outcomes. I partner closely with Microsoft field teams and internal stakeholders to align strategy, drive execution across regional customer segments, and scale our coverage model. I support opportunity development, technical conversations, and roadmap creation while helping the team deepen expertise, leverage Microsoft programs, and deliver exceptional customer experiences. I am committed to developing future talent, building a collaborative and accountable team culture, and ensuring we meet Microsoft priorities through consistent execution—ultimately strengthening Softchoice’s leadership in cloud, modern workplace, and AI‑powered transformation.
Education
University of Minnesota Duluth
Bachelor of Science (B.S.), Biology, General
2003 — 2008
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