Riddle: AI Advice & Journal

Riddle: AI Advice & Journal

Private Wisdom, Real Growth.

1 ratings
Free

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Details

  • Released
  • Updated
  • March 3, 2026
  • June 7, 2026

Features

Riddle: AI Advice & Journal screenshot #1 for iPhone
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About

This AI companion offers private, personalized advice and journaling based on your conversation history. It helps you gain insight into relationships and personal growth with end-to-end encrypted messages.

Personalized AI advice
End-to-end encrypted messaging
Deep conversation memory
Self-organizing topics
Voice journaling
Self-writing diary
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What's New in Riddle

1.0.12

June 7, 2026

What's new in this version: • Your journal now writes itself — Riddle turns your conversations into a reflective diary with its own illustrations (and a little haiku per entry). Entries are now saved so they're always there, and the journal loads much faster. • Custom instructions — Tell Riddle how you want it to respond. Set your tone and preferences once in Settings and it remembers. • Pin messages — Keep the responses that matter close, and find them again from the menu instead of scrolling back. • Regenerate a reply — Not happy with an answer? Tap the refresh button on Riddle's latest message to get a fresh take. • Max History — Tap "Max History" before a question and Riddle pulls in far more of your past conversations for that one answer — great for big-picture "what patterns do you see in me?" questions. • Smarter responses — Upgraded to a sharper model with cleaner source citations and a longer memory of what you've shared. • Rename yourself — Change the name Riddle calls you anytime in Settings. • A redesigned side menu, smoother message ordering, plus bug fixes and polish throughout.

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FAQ

What makes Riddle different from other AI chatbots?

Riddle is designed to offer wise, balanced guidance that considers your history and the perspectives of others involved, rather than just providing sycophantic responses. It remembers your entire conversation history to provide contextually relevant advice.

How private is my data with Riddle?

Riddle prioritizes privacy with end-to-end encryption for all messages. Your data is encrypted on your device with a key only you hold, meaning the developers cannot access or read your content.

Can I import my existing AI conversations into Riddle?

Yes, you can import your ChatGPT conversations into Riddle. This feature helps to avoid a cold start and allows the AI to immediately understand your context and history.

What kind of advice can I get from Riddle?

Riddle can provide guidance on various aspects of life, including relationship advice, personal growth, friendships, love, and work. It aims to help transform your thoughts into insights.

Does Riddle have ads?

No, Riddle does not contain advertisements. The app is free to use and does not feature any ads.

What devices does Riddle support?

Riddle is available on iPhone, iPad, and iPod. It is designed for Apple's iOS ecosystem.

How often is Riddle updated?

The latest version of Riddle is 1.0.11, and it was last updated on May 5, 2026. Updates typically include improvements and new features based on user feedback and development cycles.

What is the age rating for Riddle?

Riddle has an age rating of 17+. This is likely due to the nature of personal advice and journaling, which may involve mature themes.