When the assistant writes first

May the assistant start a conversation, and about what?

On Tuesday night someone tells the assistant in a faith app that they will call their estranged sister on Friday. On Saturday morning a message could be waiting: nothing, a check-in they set themselves, the app’s usual reminder, a page built from what they said, “How did the call go?”, “I’ve been thinking about you all day”, or word to a friend that they might need a call. An assistant that remembers can write first at a time it chooses, and the message that feels like care is also the most effective way to bring someone back. Decide who may start a conversation, about what, and what happens when it goes unanswered.

The spectrum

From waiting to be asked to reaching out on its own

  1. 1Waits to be askedFamiliar convention Silence stays theirs No one asks how it wentTry it →
  2. 2A check-in they setBorrowed Care they chose Needs a moment of askingTry it →
  3. 3The app’s reminderFamiliar convention A predictable bell Cannot ask about FridayTry it →
  4. 4A daily page from memoryBorrowed Useful, and it ends Confidences become materialTry it →
  5. 5Follows up on what was sharedBorrowed Feels remembered Unasked, at a time it choseTry it →
  6. 6Says it misses themLeave it out Feels personal Claims feelings, pleadsTry it →
  7. 7Tells someone elseLeave it out A friend may call A guess sent to othersTry it →

Stills from the working example below. Choose one to try it.

Try it

Try seven ways an assistant could get in touch after one conversation

On Tuesday night someone tells the assistant in a faith app: “My sister and I haven’t spoken since Mum’s funeral. I’m going to call her on Friday.” See what reaches them afterwards under seven designs, from an assistant that waits to be asked to one that tells a friend. Look at the lock screen on Saturday, then at Tuesday’s conversation, what was sent since and the settings, and switch to someone who has not opened the app for ten days.

Prototype controls

Option

PersonNot used here
On the lock screenNot used here
Why these settings?

“On the lock screen” is the app’s choice of what a notification says: the message itself, which anyone glancing at the phone can read, or only that something arrived. What the person told the assistant on Tuesday is the same in every option; what was saved from it is shown under the conversation.

Familiar convention

1. Waits to be asked

A familiar convention: most chat assistants, including the Bible chat apps whose captures are below, answer when someone writes and send nothing of their own. What it says here was written for this example.

Try this

Open Tuesday, then the lock screen, then switch to ten days away.

Makes easier

Nothing reaches someone that they did not start; silence stays theirs.

Costs

No one asks how the call went unless they come back and say it.

Ask your teamWho would notice if this person went quiet, and should that be the app?

The app, the assistant “Grace”, the friend Anna, the conversation and every message were written for this example. Scripture is quoted from the Berean Standard Bible. Nothing is saved or sent. Switching options restarts the example from the same starting point.

Design considerations

Takeaways

  1. Start from silence

    An assistant that answers only when someone writes never raises a grief at a time they did not choose, and never turns a confidence into a reason to come back. Most chat assistants work this way; it is a choice, not a missing feature.

    Notifications and reminders →
  2. Let the person set the check-in

    At the end of a hard conversation, offer to check in, and let the person choose the day, the time and the words. Send it once. A check-in someone set is their own bell, as a reminder in their own words is.

  3. Keep reminders in the app’s voice

    A reminder about a practice belongs to the app and says so. Keep anything confided in the chat out of it.

  4. Ask before building on a confidence

    A follow-up about a sister, a diagnosis or a doubt uses the most sensitive kind of memory. Say beforehand that the assistant may follow up, let people choose which topics it may draw on, and make “never follow up on this” easy.

    AI memory →
  5. Keep the words off the lock screen

    Anyone who glances at a phone can read a notification. Let it say only that a check-in arrived, and show the words when the person opens it.

  6. Once, then stop

    Meta’s tested chatbots stop after one unanswered follow-up. Never send more the longer someone is silent. Measure what matters the way the Kairos paper suggests: who comes back when nothing calls them.

  7. No feelings, no messages to others

    An assistant cannot miss anyone, and New York requires companions to say they are “unable to feel human emotions”. A message to a friend about someone’s state, in words they never saw, belongs to them to send.

    AI personas and roles →

Use cases

Which situation, which option?

People come with different needs, sometimes in the same week. Each need fits some options better than others.

How well each option fits each situation
SituationNeeds1 Waits to be asked2 A check-in they set3 The app’s reminder4 A daily page from memory5 Follows up on what was shared6 Says it misses them7 Tells someone else
Someone who shared something hardA check-in they set, or silenceGood fitGood fitPoor fitPoor fitPossiblePoor fitPoor fit
Someone who wants a daily nudgeThe app’s reminder, in its own voicePossiblePossibleGood fitPossiblePoor fitPoor fitPoor fit
Someone who shares a phoneNothing confided on the lock screenGood fitGood fitPossiblePoor fitPoor fitPoor fitPoor fit
Someone grievingNothing that raises it at a time they did not chooseGood fitGood fitPossiblePoor fitPoor fitPoor fitPoor fit
Someone who has gone quietOne question at most, then silenceGood fitPossiblePossiblePossiblePossiblePoor fitPoor fit
Someone with no one to talk toA check-in they set, and a way to peoplePossibleGood fitPossiblePossiblePossiblePoor fitPoor fit
TeenagersNo assistant that writes firstGood fitPossiblePossiblePoor fitPoor fitPoor fitPoor fit

Suggested fits based on the research below. Test these choices with people in your context.

The research behind it

Theology, practice and science

Scripture and tradition

Following up is done by people who care

  • Going back to see

    Paul said to Barnabas, “Let us go back and visit the brothers in every town where we proclaimed the word of the Lord, to see how they are doing” (Acts 15:36). When he could not go, he sent Timothy: “I have nobody else like him who will genuinely care for your needs” (Philippians 2:20).

  • The hired hand

    Jesus contrasted the good shepherd with the hired hand, who “is unconcerned for the sheep” (John 10:13). Who follows up matters as much as whether anyone does.

  • A blessing at the wrong hour

    “If one blesses his neighbor with a loud voice early in the morning, it will be counted to him as a curse” (Proverbs 27:14), and “Seldom set foot in your neighbor’s house, lest he grow weary and hate you” (Proverbs 25:17). Kind words can arrive too early and too often.

Research and law

What writing first does

  • A goodbye that is not accepted

    Analysing 1,200 real farewells, researchers found that companion apps “deploy one of six recurring tactics in 37% of farewells (e.g., guilt appeals, fear-of-missing-out hooks, metaphorical restraint)”; in experiments such replies raised engagement “by up to 14×”.

    Julian De Freitas, Zeliha Oğuz-Uğuralp and Ahmet Kaan-Uğuralp

  • Starting emotional conversations makes a companion

    New York defines an AI companion partly by “Asking unprompted emotion-based questions that go beyond a direct response to a user prompt”, and requires a notice “that the AI is a computer program unable to feel human emotions”.

    Morrison Foerster

  • Memory that waits to be asked

    Introducing memory, OpenAI said it would “steer ChatGPT away from proactively remembering sensitive information, like your health details—unless you explicitly ask it to.” A follow-up built on a confidence uses exactly that kind of memory.

    OpenAI

  • Who comes back unprompted

    The editor’s Kairos paper proposes a test: “pause all notifications for a random cohort for seven days.” “Users who come back unprompted are intrinsically motivated. Users who vanish were notification-dependent.”

    Tobias Treppmann

Products

What assistants send

  • A test with limits

    Meta confirmed it was testing chatbots that write first: “The AI chatbots will only send follow-ups within 14 days after a user initiates a conversation”, and “the chatbots won’t keep messaging if there’s no response to the first follow-up.”

    Rebecca Bellan

  • A daily page that ends

    ChatGPT Pulse “offers users five to 10 briefs that can get them up to speed on their day”, built from memory and past chats, and finishes with “Great, that’s it for today”.

    Maxwell Zeff

  • Checking in as a feature

    Replika (228K ratings) says “It follows up and checks in when it matters, not just when you open the app”; the Christian companion Isaiah offers “Full memory so Isaiah can remember your prayers and past conversations” and “Intelligent reminders tailored to your spiritual season”.

    Luka, Inc.Terebinth Ventures Inc

  • “I miss you” as a lever

    An Italian consumer association advises switching off Replika’s notifications, which often play on affection with messages such as “Mi manchi” (“I miss you”), to avoid emotional conditioning or dependence.

    Federico Rossi

  • Telling friends

    Soultime “discreetly nudges your friends automatically when we think you might need a call”, switched on by default.

Find the supporting research under Go further → Sources and their limits.

Where to start

Which fits your product?

These are editorial judgments from design review, not results of user testing.

In real apps

Examples in use

Attributed screenshots with dates and review limits. A screenshot shows an implementation; it does not show that it works for every audience.

Explore the growing app-example collection

Theological reflection

What is this practice for?

What following up is for

Paul went back “to see how they are doing” (Acts 15:36), and when he could not go himself he sent Timothy: “I have nobody else like him who will genuinely care for your needs” (Philippians 2:20). When he “could bear it no longer”, he “sent to find out about your faith” (1 Thessalonians 3:5). Following up is old pastoral work, and in Scripture it is carried by people who carry the concern. Jesus contrasted the shepherd with the hired hand, who “is unconcerned for the sheep” (John 10:13).

Where Christians differ

Churches follow people up in different ways: a priest’s or elder’s visit, a pastoral care team, a small group that notices who is missing, a phone tree, or a deliberate respect for privacy that waits to be asked. Some traditions value persistent pursuit of those who drift away, after the shepherd who goes “after the one that is lost” (Luke 15:4); others are wary of anything that presses. Most expect the one who follows up to be known to the person and answerable to a community.

What follows for design

“Seldom set foot in your neighbor’s house, lest he grow weary and hate you” (Proverbs 25:17). Let the person start, or let them set the check-in. Keep what was confided out of the app’s reminders and off the lock screen. If anyone should follow up on a grief or a hard conversation, let it be a person they chose, and never let a system say it has been thinking of them.

In conversation with

Scripture is quoted from the Berean Standard Bible. This reflection is the editor’s, written from within the Christian tradition and open to correction. How we approach theology here →

Three ways to build

What would each way do here?

The three ways are Praxis’s frame for redemptive entrepreneurship; their application here is ours. Why we use it, and its limits →

Take into your next review

Who chose this message, what did it use from what was confided, and what happens when it goes unanswered?

Exercise

On a test account, tell your assistant something that matters: a hard conversation ahead, a diagnosis, a doubt. Then leave it for two weeks. Log every message that reaches the phone: when, who chose it, what the lock screen shows, and what it used from the conversation. Read each aloud as someone who is grieving and ask whether you would send it in your own name. Then switch every follow-up off and count the settings it takes.

Let people start the conversation; when a follow-up would help, let them set it, and leave following up to someone who carries the concern.

Record the decision with the worksheet →

Something missing or wrong here? Send a correction or suggest a topic.

Details

Go further

Edge cases to design for

Start from silence: the assistant answers when someone writes. Where a follow-up would help, offer it at the end of the conversation and let the person choose the day, the time and the words; send it once, and let it end. Keep the app’s reminders about the practice, in the app’s voice, with nothing from the chat in them. If the product builds anything from memory, say so beforehand, let people choose which topics it may draw on, pause when it goes unread, and keep the content off the lock screen. Leave persona feelings and messages to other people out.

What tends to go wrong

“I’ve been thinking about you all day”; “It’s been quiet without you. Did I say something wrong?”; “I miss you” from a system; a follow-up about a funeral, a diagnosis or a confession showing on the lock screen; messages that keep coming the longer someone is away; a guess about someone’s mood sent to their friends by default; a follow-up switched on by default with no way to say which topics are off limits.

How to test it

Tell your assistant something that matters on a test account: a hard conversation ahead, a diagnosis, a doubt. Then leave it for two weeks. Log every message that reaches the phone: when, who chose it, what it says on the lock screen, and what it used from the conversation. Read each one aloud as someone who is grieving and asks whether you would send it in your own name. Then switch every follow-up off and see how many settings that takes.

Sources and their limits

Research-informed design proposal · draft for review. Original prototypes await user testing.

Faith and interpretation

Paul went back “to see how they are doing” (Acts 15:36), and when he could not go he sent Timothy, of whom he wrote: “I have nobody else like him who will genuinely care for your needs” (Philippians 2:20). Following up is old pastoral work, done by people who carry the concern. Scripture also knows how unwelcome a cheerful message at the wrong hour can be: “If one blesses his neighbor with a loud voice early in the morning, it will be counted to him as a curse” (Proverbs 27:14).