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Intro to Plane AI Sidecar

Video Placeholder Duration: 4-6 minutes Topics covered: What is the AI Sidecar, accessing it, contextual awareness, conversation features, practical uses


What is the AI Sidecar?

The AI Sidecar is your intelligent assistant that floats alongside your Plane workspace. It's a contextual AI panel that understands where you are and what you're working on, providing relevant help without you having to explain the context.

Think of it as having a smart colleague who's always aware of what you're looking at.


Accessing the AI Sidecar

Opening the Sidecar

  1. Look for the AI icon in the top-right corner of any project page
  2. Click to open the floating assistant panel
  3. The Sidecar appears alongside your current view

Alternative Access

  • Use the AI icon in the left sidebar for full conversation view
  • The Sidecar is available throughout Plane

Contextual Awareness

The magic of the Sidecar is its contextual understanding:

How It Works

When you're viewing a specific work item, you can ask:

  • "What's the status of this?"
  • "Who's working on this?"
  • "What's blocking this?"

The AI understands "this" refers to the work item you're looking at — no need to specify.

Context Examples

LocationContext Available
Work Item PageThat specific work item, its properties, comments
Project ViewAll work items in that project
Cycle ViewWork items in that cycle
DashboardWorkspace-wide data

Conversation Features

Multi-Turn Conversations

The Sidecar maintains conversation history:

  • Ask follow-up questions
  • Reference previous answers
  • Build on earlier context

Rich Responses

The AI can return:

  • Markdown formatting — Structured, readable responses
  • Code blocks — Syntax-highlighted code
  • Lists and tables — Organized information
  • Work item references — Clickable links

Input Options

  • Text input — Type your questions
  • Voice input — Click the microphone icon to speak
  • File attachments — Share screenshots or documents for context

Ask Mode vs Build Mode

The Sidecar operates in two modes:

Ask Mode (Read-Only)

Query and search without making changes:

  • "What work items are assigned to me?"
  • "Show me high-priority bugs"
  • "What's overdue in this cycle?"
  • "Find duplicate work items"

Build Mode (Create/Modify)

Take action and make changes:

  • "Create a work item for fixing the login bug"
  • "Assign this to Alice"
  • "Change the priority to High"
  • "Add the backend label"

What You Can Ask

Project Queries

  • "How many open work items are in this project?"
  • "What's the progress on the current cycle?"
  • "Show me work items created this week"

Work Item Queries

  • "Summarize this work item"
  • "What's the history of this item?"
  • "Are there similar issues?"

Team Queries

  • "What's Alice working on?"
  • "Who has the most items assigned?"
  • "What's blocked?"

Analysis Queries

  • "What's the velocity of this cycle?"
  • "How many bugs were fixed last week?"
  • "What's our backlog size?"

Show Thinking

Want to see how the AI arrives at answers?

Enable "Show thinking" to see:

  • Step-by-step reasoning
  • Which data it's querying
  • How it's interpreting your question

This transparency helps you understand and trust the AI's responses.


Conversation Management

Conversation History

Access your full conversation history from the sidebar AI icon:

  • Previous conversations are saved
  • Automatic titling based on content
  • Mark conversations as favorites

Focus Selector

Switch context between:

  • Current project
  • Other projects
  • Entire workspace

This controls what data the AI has access to for answering questions.


Practical Use Cases

Morning Standup Prep

You: "What did I complete yesterday and what's on my plate today?"

AI: Based on your activity, yesterday you completed:
- WEB-123: Fixed login timeout
- WEB-124: Updated user profile

Today you have 3 items in progress:
- WEB-125: API rate limiting (High priority)
- WEB-126: Dashboard redesign
- WEB-127: Documentation update

Quick Status Check

You: "Is this cycle on track?"

AI: The current cycle "Sprint 5" is 60% complete with 5 days remaining.
You have 4 items in progress and 2 items not yet started.
Based on velocity, you may want to prioritize WEB-130 and WEB-131.

Duplicate Detection

You: "Are there any similar issues to this bug?"

AI: I found 2 potentially related items:
- WEB-89: Login fails intermittently (70% similar)
- WEB-102: Auth token expiring early (55% similar)

Would you like me to link them as related?

Tips for Effective Use

Be Specific

Instead of: "What's happening?" Try: "What's the status of high-priority items in Sprint 5?"

Use Natural Language

The AI understands conversational requests:

  • "Show me Alice's workload"
  • "Find bugs from last week"
  • "What needs my attention?"

Leverage Context

When on a work item, you can say "this item" — the AI knows what you mean.

Try Build Mode

Don't just ask — let the AI take action:

  • "Create a bug report for..."
  • "Update the priority to..."
  • "Add a comment saying..."

Key Takeaways

  • AI Sidecar is a contextual assistant that understands your current location
  • Access it via the AI icon in the top-right corner
  • Ask Mode queries data; Build Mode takes action
  • Maintains conversation history for follow-ups
  • Use natural language — the AI understands context
  • Enable "Show thinking" for transparency

Next Steps

Learn about the specific actions the AI can take with Plane AI Actions.

Next Lesson: Intro to Plane AI Actions

Plane University