# Riddle: AI Advice & Journal — Private Wisdom, Real Growth.

> Private AI companion for personalized advice, journaling, and personal growth. (iPhone/iPad app by Nicholas Adams.)

- Source: https://appshunter.io/ios/app/riddle-ai-advice-and-journal/id6759159386 (this page in markdown: same URL + `.md`)
- Developer: [Nicholas Adams](https://appshunter.io/developer/1877097295)
- Category: Lifestyle, Health & Fitness
- Price: Free
- Rating: 5.00/5 from 1 App Store ratings
- Age rating: 17+
- Requires: iOS 15.1 · 37 MB
- Languages: English
- Released: 2026-03-03
- Data updated: 2026-06-28
- Monetization: free
- User reviews in markdown: https://appshunter.io/ios/app/riddle-ai-advice-and-journal/id6759159386/reviews.md

## What is Riddle?

Stop going to ChatGPT for relationship advice.

Riddle is a private AI companion that actually knows your story. It remembers your history, understands your patterns, and offers wise, balanced guidance — not generic sycophantic responses.

Your deepest thoughts deserve real privacy. Every message is end-to-end encrypted with a key only you hold. Not even we can read your content.

WHAT MAKES RIDDLE DIFFERENT

• Wise, not sycophantic — Responses are fair to you and the people in your life. Designed to calm anxiety and show you other perspectives.
• Deep memory — Riddle learns from your entire history, not just the last message. No more re-explaining context.
• Self-organizing topics — People, relationships, and themes organize themselves automatically.
• Voice journaling — Record voice memos as journal entries. Speak your mind, Riddle listens.
• Self-writing diary — A daily journal that writes itself from your conversations and reflections.
• Import your history — Bring your ChatGPT conversations so there's no cold start.

WHAT CAN YOU USE IT FOR?

Relationship advice. Personal growth. Journaling. Friendships, love, work — any relationship that matters to you. Give it your most vulnerable thoughts and watch them transform into insight.

PRIVACY BY DESIGN

Your data is encrypted on your device before it ever reaches our servers. We literally cannot read it. Your key, your secrets, your growth.

What's your riddle?

## Key features

- Personalized AI advice
- End-to-end encrypted messaging
- Deep conversation memory
- Self-organizing topics
- Voice journaling
- Self-writing diary


## Frequently asked questions about Riddle

### 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.

## Version history (last 4 releases)

### 1.0.12 — 2026-06-07

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.

### 1.0.11 — 2026-05-05

• Edit, delete, split, and reassign topics
• Smoother drawer animation
• More reliable magic-link sign-in
• Sharper Markdown tables in chat
• Fixed quiet TTS playback after voice recording
• Faster network recovery on flaky connections

### 1.0.10 — 2026-03-12

• Stop button — Cancel AI responses mid-stream
• Day dividers — See when conversations happened at a glance
• Smarter responses — Improved AI that better connects your thoughts
• Network resilience — More reliable on spotty connections
• Bug fixes and performance improvements

### 1.0.5 — 2026-03-03

No release notes.

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*Data collected daily from the US App Store and indexed by [AppsHunter](https://appshunter.io/). User reviews are verbatim App Store reviews. Ratings, prices and chart positions refresh continuously; this snapshot is from 2026-06-28.*
