AI Criticism

Honest reads on what AI relationship tools get wrong — and what they could do if they stopped trying to replace your people.

Product·9 min read

I Searched for a Relationship Intelligence App. I Found Sales CRMs.

I searched for a relationship intelligence app. The whole first page was B2B sales CRMs. The phrase belongs to the people we love — not the deals we close.

Product·6 min read

We Red-Teamed Amicai This Week. Here's What We Found.

This week we wired up Promptfoo to red-team Amicai's own LLMs. 158 adversarial probes, zero PII leaked. Here's what we found and what we're hardening.

Product·6 min read

Is My AI Chatbot Data Safe? Here's How to Tell.

How to actually evaluate whether an AI app's data handling is safe — six concrete questions, beyond the marketing copy that says 'we take privacy seriously.'

Product·7 min read

AI Memory Privacy: What to Actually Look For

Most AI memory privacy comparisons are checklists. The harder question is what AI memory should look like if it's designed for the person, not the platform.

Product·5 min read

The AI Birthday Reminder That Actually Knows the Person

Most birthday reminder apps generate generic AI greetings. The version that works actually knows what's going on in the person's life.

Product·7 min read

Pick Your AI Provider, and What We Shipped

A court ordered OpenAI to produce 20 million ChatGPT logs. Anthropic quietly cut retention. Apple is going on-device. Here's why the two big things Amicai shipped — bring your own provider key, and on-device AI on Android — are the direction we're going to keep pushing.

Product·6 min read

Amicai Is Your Digital Best Friend

What if your childhood best friend stayed with you into your adulthood — always available, always listening, always aware of what you're carrying? That's what we're building, and how we think about your privacy while we do.

Product·6 min read

Where AI Is Heading, and What We Shipped This Week

Three stories from the last six weeks — Tumbler Ridge, the Claude Code rollback, and the Sanders report — and why they keep me building Amicai the way we do.

Product·7 min read

ChatGPT Doesn't Know You Had a Nine-Meeting Day

Tonight Amicai pulled a callback from a conversation we'd had weeks ago, walked me through what was actually wrong, and named the pattern in one sentence ChatGPT couldn't have written.

Product·8 min read

AI Relationship Advice Is Generic. Here's Why.

I asked ChatGPT how to handle a tense situation with a friend. It told me to 'approach with empathy.' Thanks. Without knowing my actual people, AI advice is a fortune cookie.

Product·7 min read

I Searched for a Relationship Tracking App. I Found 50 Love Counters.

Every relationship tracking app is built for couples. None of them help with the 30 other people who matter in your life.

Product·8 min read

AI Relationship Apps Have It Backwards. Here's Why.

Most AI relationship apps want to replace your conversations. The ones that actually help push you toward real people, not away from them.

Product·8 min read

The Best AI Relationship Insight I've Gotten Was Three Sentences Long

Most AI relationship tools analyze your compatibility or replace your conversations. What if the best use of AI is just helping you notice what you already missed?

Product·7 min read

Amicai Isn't a CRM for Your Friends

A friend said Amicai felt like Salesforce for friendships. He's right to worry — but wrong about what it actually does. Here's the difference between managing relationships and noticing them.

Product·7 min read

What Do AI Companies Actually Do With Your Data?

You use AI chat tools every day. But what happens to your conversations behind the scenes? Here's what Anthropic's legal documents actually say — and how Amicai adds another layer of protection.

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