What You’ll Learn
- How follow-ups work in a multi-AI conversation
- Types of effective follow-up questions
- How to deepen analysis without starting over
- When to follow up vs. when to start fresh
How Follow-Ups Work
When you send a follow-up message, every AI receives:- Your original question
- All previous AI responses
- The full conversation history
- Your new follow-up
Types of Follow-Ups
Dig Deeper
Go from broad to specific on a point that interests you.Challenge a Conclusion
Push back on something an AI said.Request Examples
Move from theory to practice.Change Format
Same content, different presentation.Narrow the Focus
Too many topics? Pick the one that matters.Expand the Scope
One angle isn’t enough? Broaden the discussion.Ask “So What?”
Turn analysis into action.Follow-Up Patterns for Different Goals
| Goal | Follow-Up Pattern |
|---|---|
| More depth | ”Tell me more about [specific point]“ |
| Verification | ”What evidence supports [claim]?” |
| Practical application | ”How would we actually implement this?” |
| Risk assessment | ”What could go wrong with this approach?” |
| Prioritization | ”If we could only do one thing, what should it be?” |
| Alternative views | ”What’s the strongest counterargument?” |
| Specifics | ”Give me exact numbers/steps/examples” |
| Simplification | ”Explain this like I’m presenting to a non-technical board” |
When to Follow Up vs. Start Fresh
Follow up when:- You want to go deeper on the current topic
- The AIs have relevant context that would be lost
- You’re refining or challenging existing responses
- You want to build on what’s been discussed
- The topic is completely different
- The previous discussion was a dead end
- You want fresh perspectives uninfluenced by prior responses
- The conversation has grown too long and unfocused
Tips
- Your best follow-ups reference specific points from AI responses: “You mentioned X - tell me more about that”
- Use @mentions in follow-ups to go deeper with the AI that gave the most relevant initial response
- Don’t be afraid to challenge: “I disagree with that assessment. Here’s why: [reason]. Reconsider.”
- Follow-ups compound. Round 3 is dramatically more valuable than round 1 because the AIs have so much more context.
- If responses get too broad, explicitly constrain: “Answer in 3 bullet points maximum.”

