Guide Finds You: The AI That Doesn't Wait to Be Asked
Most AI tools are purely reactive: you open the app, ask a question, get an answer, close the app.
That's useful, but it puts the burden entirely on you — to remember to check in, to know what to ask, to notice when something in your own life deserves attention.
Guide is built around a different premise: sometimes the most useful thing an AI can do is show up in your day without being asked.
The Daily Directive
Each morning, Guide generates a Daily Directive — a short, focused nudge tailored to where you are in your habits, health, and goals.
It isn't a generic motivational quote. It's grounded in your specific data: your recent habit completion rate, your mood trend over the last week, anything upcoming on your calendar that's worth preparing for. Guide reads your logged life and offers something relevant to the specific day you're about to have.
On mobile, the Directive appears as a card on your daily dashboard. Tap it to open the full text — a considered observation or intention that Guide has drafted from your context. When you've absorbed it, you mark it as read and move on.
This takes about thirty seconds. It's a brief check-in at the start of the day based on something real, not a generic prompt.
Morning Nudges
Beyond the Directive, Guide sends proactive nudges in the morning window around your typical wake time.
These aren't reminders to open the app. They're observations — things Guide noticed in your data that seem worth surfacing: a habit streak at risk, an upcoming event you haven't prepared for, a mood pattern that's worth paying attention to.
Guide knows your typical morning from your logged mood check-ins and wake times, so nudges arrive when they're actually useful rather than at an arbitrary hour. If you're in a timezone where 9 AM is your morning, that's when Guide finds you — not 3 AM.
Event and Trip Reminders
For anything time-bound in your life, Guide builds in a proactive notification schedule automatically.
An event you've logged — a concert, a birthday dinner, a flight — generates reminders timed to when they're useful: a week before if there's preparation involved, the night before for anything with logistics, and the day of so it doesn't sneak up on you.
Vacations and itineraries get the same treatment. A trip you've planned months in advance will surface again two days before, the night before each leg of the journey, and the day the leg begins. CairnHolm treats the planning and the living as connected — not just the moment of entry.
After significant events, Guide follows up. A notification the day after a concert or trip asks if you want to log a reflection while the memory is still fresh. The Memories feature closes the loop between attending something and recording that you did.
Wellbeing Insights
In the Mood section, Guide's proactive presence shows up as Wellbeing Insights — AI-generated observations about your emotional patterns and sleep data over time.
These aren't generated on demand. They appear when Guide has enough of your logged history to say something meaningful: that your mood tends to dip mid-week, that your sleep quality and next-day mood are more correlated than you might expect, that the weeks where you exercised more than three times were consistently better-rated than the ones where you didn't.
The insight isn't drawn from general research — it's drawn from your specific data. And it arrives when it's ready, not when you think to ask for it.
The Weekly Chronicle
Each Monday morning, Guide produces a written narrative of your previous week — synthesized from your workouts, mood logs, habits, events, media, and anything else you tracked. It's waiting for you at the start of the week, without any action on your part.
This is the most complete expression of what Guide does when it's operating proactively: it takes the data you've been building all week and turns it into something worth reading.
What This Changes
The reactive model of AI — you ask, it answers — is valuable. But it requires you to maintain the loop. You have to remember to check in. You have to think of the right question. You have to notice when your own patterns are worth examining.
The proactive model assumes you'll miss things. Life moves quickly, and attention is finite. Guide is designed to catch what slips past — to notice the streak that's about to break, the event that's approaching, the pattern you haven't had time to look at — and bring it to you.
It doesn't replace your judgment. It makes sure the information reaches you in the first place.
Open CairnHolm and see what Guide already has for you today.