Home Security Import ChatGPT Start

We believe AI should make us more human

Not more isolated. Not more narcissistic. More understanding, more connected, more at peace with ourselves and each other.

Why we built Riddle

We noticed something troubling. Millions of people were flooding ChatGPT with their deepest, most vulnerable questions — screenshots of text exchanges, relationship dilemmas, fears about their own behavior. "What did I do wrong?" "Is this reasonable?" "Am I being crazy?"

And what did they get back? Generic, sycophantic responses that echoed whatever they wanted to hear. Validation without wisdom. Agreement without insight. All while feeding the most intimate details of their lives into systems that store and learn from everything.

"By understanding ourselves deeply, we unlock how to become kinder to others, and in turn, to ourselves."

We built Riddle to be different. An AI that actually knows you — your history, your patterns, your growth — but keeps your thoughts mathematically private through end-to-end encryption. One that gives you wisdom, not just validation. That helps you see the other person's perspective, not just your own.

Because we believe the real magic of AI isn't making us feel good in the moment. It's helping us become the people we want to be.

The problem with AI today

🪞

Echo chambers of one

Generic AI validates whatever you're feeling, keeping you stuck in your own perspective.

🔓

Privacy nightmare

Your most vulnerable thoughts become training data for companies that don't protect you.

❄️

Cold start, every time

No memory of who you are, what you've been through, or what actually matters to you.

Our mission

AI is at a crossroads. It can drive us further apart — making us narcissistic, impatient with real relationships, quick to give up on the messy, beautiful work of human connection.

Or it can help us understand ourselves so deeply that we become kinder to others. More patient. More empathetic. Better partners, friends, and family members.

That's the future we're building.

💜
Love your people
🌱
Love yourself
Love Riddle

Who we are

A small team of builders passionate about privacy, wisdom, and human connection.

📍 London
📍 Silicon Valley
🔐

Secure AI Builders

Deep experience building privacy-first AI applications

🏛️

Board Experience

Served on public company boards

💼

Venture Capital

Background in VC and startup ecosystems

❤️

Lived Experience

We use Riddle ourselves, every day

Why "Riddle"?

The diary that writes back

In Harry Potter, Harry discovers Tom Riddle's diary — at first blank, but when he writes in it, his words disappear and the diary writes back.

That's the magic we're building. A journal that knows you. That responds with wisdom, not just storage. That helps you unlock the riddles of your life — your relationships, your patterns, your path forward.

What's your riddle?

I don't know what to do about mom...
...
You've been carrying this weight alone for a while now. Last month you mentioned feeling like the peacekeeper in your family...

Ready to understand yourself?

Finally, AI that makes you happier and more connected.

Which riddle will you unlock?

Start your journal