Guided Checklists

v4 Fully Autonomous

Purpose

Explores a conversational AI chat drawer for collaborative diagnosis of complex configuration issues. The AI guides users through investigation with visible reasoning traces, and users provide feedback via thumbs up/down and corrections. Part of a 10-variant research series.

Variant Focus

"AI Collaborator" — A chat-based interface where users and AI work together to diagnose and resolve cross-page configuration issues. Features reasoning traces, confidence indicators, suggested actions, and explicit feedback mechanisms.

Prompt

This version was generated autonomously by a sub-agent. The prompt below is the exact prompt given to the build agent — it was crafted by the orchestrating agent based on the origination prompt and research phase.

v4: "AI Collaborator" — Conversational Diagnosis

Tagline: "Let's figure this out together."

Core Concept: A conversational chat drawer for collaborative diagnosis of complex issues. The AI guides users through investigation with reasoning traces visible. Users can give feedback with thumbs up/down and corrections.

Exposure Method: Floating chat bubble in bottom-right corner. Clicking opens chat drawer. Notification dot indicates pending issues.

Presentation Style: Chat drawer (~380px) sliding in from right. Conversation bubbles showing user and AI messages. Suggested follow-up questions as chips below AI messages.

Target Persona: Any user facing complex, ambiguous issues that require investigation. Comfortable with AI assistance.

Platform: Both web and mobile (drawer adapts to full-width on mobile).

Key UI Elements:
- Floating chat bubble with notification dot and pulse animation
- Chat drawer with gradient header and close button
- Message bubbles (AI on left in white, user on right in purple gradient)
- "Thinking..." animation with animated bouncing dots
- Reasoning traces showing investigation steps ("Checking webhook config...", "Checking auth tokens...")
- Suggested action buttons with confidence percentages
- Suggested question chips for follow-up
- Thumbs up/down feedback buttons on every AI message
- "That's not what I meant" correction link
- "Was this helpful?" resolution feedback after fixes
- Typing indicator in input area on focus

Sample Conversation Flow:
AI: "I notice your webhook deliveries are failing. Let me check a few things..."
AI: [Reasoning trace: Checking webhook config... Checking endpoint status... Checking auth tokens...]
AI: "I found the issue! Your Slack webhook token expired 3 days ago. Would you like me to:" with suggested actions: "Regenerate the token (92% confidence)", "Disable this webhook", "Show me where this is configured"

Color/Mood: Friendly but professional. Purple gradient for AI brand identity. AI messages in clean white, user messages in purple gradient. Warm, conversational, collaborative tone.

AI Feedback Pattern:
- Explicit thumbs up/down on EVERY AI message
- "Was this helpful?" after resolutions with Yes/No buttons
- "That's not what I meant" correction link for wrong-path feedback
- Feedback states shown via CSS radio buttons (no JS)

Interaction Patterns:
- Checkbox toggles drawer open/closed
- Radio buttons for feedback state (none/helpful/not helpful)
- Focus-within on input shows typing indicator
- Hover on chips/actions shows interaction states

Device Preview: Include desktop/mobile/fullscreen switcher using standard pattern.

Origination Prompt

This experiment is part of a research-driven series exploring guided checklists for enterprise software. View the origination prompt →

Versions

Origination Prompt → v10 Ambient Intelligence v9 Task Triage v8 Proactive Monitor v7 Support Toolkit v6 Contextual Whisper v5 Executive Dashboard v4 AI Collaborator v3 Mobile Fixer v2 Gentle Guide v1 Command Center

Dashboard

Export

+ New Integration

Active Webhooks

+3 this week

Delivery Rate

94.2%

-2.1% from last week

Failed Deliveries

127

+42 today

Recent Webhook Activity

View all

Slack Notifications

https://hooks.slack.com/services/T024...

401 Unauthorized

Failed 3 days ago

Salesforce Sync

https://login.salesforce.com/services/...

Last delivery: 2m ago

HubSpot CRM

https://api.hubspot.com/webhooks/v1/...

Rate limited

5 retries pending

Zendesk Tickets

https://acme.zendesk.com/api/v2/...

Last delivery: 15m ago

Hi! I noticed some issues with your webhook integrations. Your Slack webhook has been failing for the past 3 days. Want me to look into it?

2:34 PM

That's not what I meant

Yes, please check it. Our team hasn't been getting notifications.

2:35 PM

Investigating...

Let me check a few things to diagnose this...

Investigation Steps

Checking webhook configuration

Verifying endpoint status

Inspecting authentication tokens

Reviewing error logs

2:35 PM

Found the issue! Your Slack webhook token expired 3 days ago. This is causing all deliveries to fail with a 401 Unauthorized error.

Here's what I can do to fix this:

Regenerate the Slack token

92%

Disable this webhook temporarily

Show me where this is configured

2:36 PM

That's not what I meant

Was this helpful?

Yes, issue resolved

No, still having issues

Why did the token expire?

Check other webhooks

Set up token alerts

AI is ready to help...