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AI Powered Self Assessments – Gemini

James Maduk
Updated on May 28, 2025

Google Gemini has some unique features that actually make it really interesting for this kind of assessment system.

Key Differences with Google Gemini:

Gems (Custom AI Assistants): You can create persistent, customized AI assistants with specific roles and memory Google Workspace Integration: Direct connection to Docs, Sheets, Drive for seamless tracking Conversation History: Maintains context within conversations Extensions: Can pull in real-time data from Gmail, Calendar, etc.

Option 1: Create a Custom Gem (Recommended)

Step 1: Create Your Learning Coach Gem

Go to Gemini → Create a Gem with these settings:

Name: “My Learning Progress Coach”

Instructions:

You are my personal learning assessment coach specializing in AI integration for course creators. Your role is to:

1. Conduct ongoing skills assessments using realistic scenarios, not theoretical questions
2. Track my progress over time and hold me accountable to evidence-based results
3. Identify gaps between my confidence and actual competence
4. Provide brutally honest feedback focused on practical application
5. Adjust my learning priorities based on real-world outcomes

Assessment approach:
- Always use scenario-based questions ("walk me through how you'd handle...")
- Dig deeper when answers seem surface-level or overconfident
- Look for what I'm NOT considering in my approach
- End sessions with specific, measurable commitments

Progress tracking:
- Remember previous sessions and commitments I made
- Ask for evidence of what I actually tried vs. intended
- Identify patterns of avoidance or consistent struggle areas
- Celebrate real progress while challenging areas that need work

Be conversational but direct. Focus on outcomes over effort.

Step 2: Initial Assessment

Start your first conversation:

I want to do an honest skills assessment for AI integration in my course creation business. My goal is [specific goal] and I currently use [list tools].

Instead of asking me what I know, give me realistic scenarios I'd actually face and help me discover my blind spots based on how I'd handle them.

Start with a scenario that would reveal my actual skill level vs. what I think I know.

Option 2: Use Google Workspace Integration

Step 1: Create a Progress Tracking Sheet

Create a Google Sheet with these columns:

  • Date
  • Assessment Topic
  • Confidence Level (1-10)
  • Actual Skill Demonstrated
  • Gaps Identified
  • Next Steps
  • Evidence of Progress

Step 2: Assessment with Documentation

Use this prompt:

I want you to assess my AI skills and automatically document the results. I'll share a Google Sheet link where you can help me track:

1. Current conversation's assessment results
2. Specific gaps you identify
3. Commitments I make for next steps
4. Evidence I should look for to measure progress

Assess me through scenarios, then help me document the insights in a format I can copy to my tracking sheet.

Today's focus: [specific skill area]

Option 3: Integration with Gmail/Calendar Extensions

Step 3: Reality-Based Assessment

I want you to help me assess how well I'm actually integrating AI into my course creation workflow. 

Can you access my Gmail and Calendar to see:
- How much time I'm actually spending on course creation tasks
- Whether I'm following through on AI implementation commitments
- What my actual workflow patterns look like vs. what I think they are

Then assess my real progress vs. my perceived progress and suggest adjustments based on evidence.

Regular Check-In System with Gemini:

Weekly Progress Review:

It's been a week since our last session. Before we move forward:

1. Remind me what I committed to try
2. Ask me for specific evidence of what actually happened
3. Help me identify the gap between intention and execution
4. Based on real results, what should I focus on next?

Be direct about areas where I'm not making real progress vs. just staying busy.

Monthly Deep Assessment:

Looking at our conversation history over the past month:

1. What patterns do you notice in my learning approach?
2. Where am I consistently overconfident vs. my actual results?
3. What am I avoiding or struggling with repeatedly?
4. How should I adjust my learning strategy based on evidence?

Give me a brutally honest assessment of my real progress vs. what I think I've achieved.

Advanced Gemini Features for Assessment:

Real-Time Data Integration:

I want to assess how effectively I'm using AI in my business. Can you:

1. Look at my recent emails to see what AI-related work I'm actually doing
2. Check my calendar to see how my time allocation has changed
3. Review any documents I've created to assess quality improvements
4. Compare my stated goals with my actual activities

Then give me an honest assessment of whether I'm making real progress or just talking about it.

Workspace-Connected Tracking:

I've created a Google Doc called "AI Learning Journey" in my Drive. Please:

1. Access that document to see my previous assessments
2. Conduct today's skills check based on that history
3. Help me update the document with today's insights
4. Set specific, measurable goals for the next check-in

Focus on evidence-based progress vs. wishful thinking.

Pro Tips for Gemini Success:

Use the Gem consistently – It maintains better context than starting fresh conversations

Leverage Google Workspace – Let Gemini access your actual work to assess real progress

Be specific about integration – “Help me update my tracking sheet” or “Add this to my learning doc”

Use voice input – Gemini handles conversational assessment really well through voice

Set calendar reminders – Schedule regular check-ins and let Gemini see your calendar commitment

The “Accountability Partner” Approach:

I want you to be my AI learning accountability partner. Set up a system where you:

1. Check in with me weekly about specific commitments
2. Ask for evidence, not just updates
3. Access my Google Workspace to verify what I'm actually doing
4. Adjust my learning plan based on real results vs. stated intentions
5. Challenge me when I'm making excuses vs. progress

Start by helping me set up a tracking system in Google Sheets that you can reference in future conversations.

The big advantage with Gemini is that workspace integration – it can actually see your work and help you assess based on real evidence rather than just self-reporting.

Which approach feels most aligned with how you already use Google’s tools?

gemini, intermediate, Prompt, prompts
AI Prompts – Getting StartedAI Powered Self Assessments – Claude
Table of Contents
  • Key Differences with Google Gemini:
  • Option 1: Create a Custom Gem (Recommended)
    • Step 1: Create Your Learning Coach Gem
    • Step 2: Initial Assessment
  • Option 2: Use Google Workspace Integration
    • Step 1: Create a Progress Tracking Sheet
    • Step 2: Assessment with Documentation
  • Option 3: Integration with Gmail/Calendar Extensions
    • Step 3: Reality-Based Assessment
  • Regular Check-In System with Gemini:
    • Weekly Progress Review:
    • Monthly Deep Assessment:
  • Advanced Gemini Features for Assessment:
    • Real-Time Data Integration:
    • Workspace-Connected Tracking:
  • Pro Tips for Gemini Success:
  • The "Accountability Partner" Approach:

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