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Training Development Specialist

Insight Global

Oakland, CAJobSeen todaySeen in employer's feed today

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At a glance

Compensation
No compensation found
Location
Oakland, CA
Work Authorization
Not specified

Olive lists jobs from US employers, including remote roles you can work from the United States.

Job overview

The Training Development Specialist will tailor training content, examples, and workflows to the team’s use cases, then lead focused sessions on Microsoft Planner Premium, Microsoft 365 integration points, and relevant Copilot capabilities. The role also facilitates Q&A, provides practical configuration and usage guidance, and helps build confidence in daily tool use to support future program management maturity.

Skills & qualifications

RequiredNice to have

Skills

Microsoft Planner PremiumMicrosoft 365CopilotTraining FacilitationTraining CustomizationUser AdoptionQ&A FacilitationBest Practices

Qualifications

2+ Years Planner Premium Experience

Full job description

Job Description

Customization & Preparation: Review our current environment and tailor training content, examples, and workflows to our specific use cases and team needs. Training Delivery: Lead a series of focused training sessions on Microsoft Planner Premium, Microsoft 365 integration points, and relevant Copilot capabilities. Q&A Support: Facilitate interactive Q&A sessions to address team-specific questions, roadblocks, and adoption challenges. Guidance & Best Practices: Provide practical recommendations on how to configure, use, and get the most value out of Planner Premium and Copilot. Adoption Enablement: Help the team build confidence and competence in daily use of the tool, laying the groundwork for broader program management maturity in the future.

Skills and Requirements

2+ years of hands-on Microsoft Planner Premium experience Microsoft 365 + Copilot Training/facilitation experience with end users Ability to customize training to the team’s specific workflows and needs Experience with user adoption, Q&A, and best practices

We are a company committed to creating diverse and inclusive environments where people can bring their full, authentic selves to work every day. We are an equal employment opportunity/affirmative action employer that believes everyone matters. Qualified candidates will receive consideration for employment without regard to race, color, ethnicity, religion, sex (including pregnancy), sexual orientation, gender identity and expression, marital status, national origin, ancestry, genetic factors, age, disability, protected veteran status, military or uniformed service member status, or any other status or characteristic protected by applicable laws, regulations, and ordinances. If you need assistance and/or a reasonable accommodation due to a disability during the application or the recruiting process, please send a request to [email protected].

How this job compares

Set against the 2,742 open Trainer jobs on Olive Jobs, counted November 3, 2026.

Pay
  • This postingNot listed
  • California median$100–149K/yr115 salary ranges
  • California median$26–32/hr48 hourly ranges
Openings
Olive Jobs lists 215 open Trainer jobs in California and 2,742 across the US. 4% of them nationwide are listed as remote or flexible.
Hiring the most in California
Experience
This posting asks for at least 2 years of experience — less than three in four Trainer postings that state a minimum ask for (median 4 years, across 1,710 postings).
Education
808 of the 2,742 open Trainer jobs (29%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 3, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.

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