Claude AI Trainer & Onboarding Specialist for Small Team

🌍 Remote, USA 🎯 Full-time 🕐 Posted Recently

Job Description

  • *Claude AI Trainer & Onboarding Specialist for Small Team**
  • *About the Role**
    We recently set up a Claude Team account and need an experienced Claude AI specialist to onboard and train our team. This is a hands-on tutoring and setup engagement — not a generic AI training session. We need someone who truly knows Claude inside and out.
  • *Schedule**
  • Sessions will be held on **Saturdays only**
  • Each session is **2 hours**
  • All sessions conducted in **Eastern Time (ET)**
  • We are looking to begin **this Saturday, April 18th**
  • Additional Saturdays will be scheduled as needed
  • *What You'll Be Doing**
  • Conducting live, structured 2-hour training sessions with our team on Saturdays
  • Walking team members through Claude's interface, capabilities, and best practices
  • Configuring and explaining Claude's integrations and connectors, specifically:
  • **Microsoft 365** (Outlook, Teams, SharePoint, etc.)
  • **Claude in Chrome** (browser-based workflows and automation)
  • **Cowork** (desktop task and file automation)
  • Helping us identify and set up the most relevant **MCP connectors** for our workflows
  • Reviewing and optimizing our **system prompts and user prompts** for maximum effectiveness
  • Introducing the team to **Claude Skills** — including community-built skills available on GitHub — and helping us deploy the ones that fit our needs
  • Providing guidance on team-wide best practices and prompt libraries
  • *What We're Looking For**
  • Deep, hands-on expertise with **Claude (Anthropic)** — not just general AI knowledge
  • Demonstrated experience with **Claude's connector and integration ecosystem** (Microsoft 365, Chrome extension, Cowork, and similar tools)
  • Familiarity with **Claude Skills and GitHub-hosted skill libraries**
  • Strong understanding of **prompt engineering** specifically for Claude
  • Experience training or onboarding non-technical users
  • Clear, patient communication style — our team members are not all technical
  • Ability to tailor sessions to different skill levels
  • Must be **available Saturdays in Eastern Time**, starting April 18th
  • *Nice to Have**
  • Experience setting up Claude for business teams
  • Familiarity with MCP (Model Context Protocol) server integrations
  • Prior Upwork or freelance training engagements with verifiable reviews
  • *To Apply, Please Include:**

1. **Your qualifications** — specifically what you know about Claude, its features, integrations, and ecosystem

2. **What you can do** — a clear summary of the skills and services you can deliver in these sessions

3. **Your training experience** — have you done this type of Claude or AI onboarding/training before? If yes, describe the engagement, who you trained, and what was covered

4. Any relevant testimonials, portfolio examples, or references from past training work

5. Your availability this **Saturday, April 18th (Eastern Time)** and preferred session time

6. Your hourly rate or proposed project rate

We are not looking for someone who has simply *used* Claude — we need someone who can confidently teach it, set it up, and guide a team through real-world workflows.

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