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Posted May 24, 2026

Claude AI Trainer & Onboarding Specialist for Small Team

• *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.