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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
Nothing resets. The AIs build on everything that came before.

Types of Follow-Ups

Dig Deeper

Go from broad to specific on a point that interests you.
Initial: "What are the risks of expanding to Europe?"
Follow-up: "You mentioned GDPR compliance costs. Break down the specific requirements and estimated costs for a company with 50K users."

Challenge a Conclusion

Push back on something an AI said.
"Claude said the market is saturated, but Perplexity found 28% growth.
Which assessment is more accurate and why?"

Request Examples

Move from theory to practice.
"Give me 3 real-world examples of companies that successfully
implemented this strategy. What specifically did they do?"

Change Format

Same content, different presentation.
"Take the key points from this discussion and present them as a
comparison table: option A vs option B vs option C."

Narrow the Focus

Too many topics? Pick the one that matters.
"Let's focus specifically on the pricing strategy. Ignore the
product features discussion for now. What price point maximizes
adoption while maintaining margins?"

Expand the Scope

One angle isn’t enough? Broaden the discussion.
"We've covered the technical risks. What about the people risks?
Team capacity, hiring, knowledge gaps?"

Ask “So What?”

Turn analysis into action.
"Based on everything discussed, what are the top 3 things we
should do this week? Be specific and actionable."

Follow-Up Patterns for Different Goals

GoalFollow-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
Start a new conversation when:
  • 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.”

Still Need Help?

Reach out to us at [email protected] or use the feedback button in the app.