Thoughts on staying connected

Ideas, research, and stories about the relationships that matter most.

Product·7 min read

We Finally Built the Android Friendship App We Wanted

Most "relationship apps" on Android are couples apps, chatbots, or trackers. We wanted something simpler: an Android app that helps you notice the people you are about to lose touch with.

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·7 min read

SMS Relationship Analysis for Friends and Family

AI text analysis tools are split between dating apps and business marketing. The middle — friends, family, the relationships that matter — has been ignored.

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.

Relationships·7 min read

How to Reach Out to Someone You Haven't Talked to in Years

Every advice column says 'be specific.' The reason you haven't reached out is you can't remember the specifics anymore. Here's what to do about that.

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

Your Journal Now Shows Up in Your Chat

For six months journaling in Amicai was write-only. The chat agent never read your entries; the contact profile never grew. That's the loop we just closed.

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.