Instructor​/Microsoft

Contract Instructor / Microsoft Applications

This role is part of an enterprise applications training initiative and involves delivering instructor‑led Microsoft Applications training to end users and operational teams.

• Contract Type:
  Independent Contractor (1099)
• Duration: 8‑Month Contract
• Travel:
  Extensive Travel Required (~2 weeks per month, client sites in multiple locations)
• Schedule:
  
  Approximately 2 weeks of travel per month
• Compensation:
  Competitive daily rate

The position is ideal for an energetic trainer who enjoys presenting, facilitating hands‑on learning, and simplifying complex workflows. It requires a strong communicator, quick learner, and confident facilitator comfortable with in‑person training in professional client environments.

• Deliver in‑person training on Microsoft Applications and related workflows
• Lead demonstrations and guide learners through practical scenarios
• Support learner understanding and confidence with new systems

• Guide learners through application features and functionality
• Answer questions and provide real‑time support during sessions
• Translate system processes into clear, everyday language

• Partner with project leads and stakeholders to set training goals
• Participate in Train‑the‑Trainer sessions to learn systems and delivery expectations
• Prepare materials and adapt content for different audiences
• Provide feedback to improve training delivery and materials

• Familiarity with Microsoft 365 tools, including Teams, Excel, Outlook, SharePoint, and Dynamic Field Service
• Ability to learn new enterprise applications quickly
• Confidence teaching software in a live environment

• Experience delivering training, workshops, or group instruction
• Comfortable presenting to diverse audiences
• Strong communication skills with the ability to simplify concepts

• Fast learner with a strong interest in new technologies
• Engaging facilitator who can connect with learners
• Able to manage live sessions and keep participants on track
• Comfortable troubleshooting basic technical issues
• Willingness to travel to support training delivery

• Heavy travel required
• Approximately two weeks of travel per month
• Travel may include client sites in multiple locations

• Experience in training, software instruction, or business application training preferred
• Background in training, education, consulting, or field operations valued
• Experience learning and delivering new systems in dynamic environments is a plus

• Software or technology instruction
• Teaching with strong technical adaptability
• Corporate or technical training
• Learning and development delivery
• On‑site or field‑based training
• User enablement and instruction

The role supports a large‑scale, nationwide training initiative. Instructors will travel to client locations and deliver structured, in‑person training as part of a coordinated rollout. You will participate in onboarding and preparation sessions, work alongside internal client teams, and contribute to a consistent, high‑quality learning experience across multiple locations.