How do you design an AI people
want to keep talking to?

How do you design an AI people want to keep talking to?

Designing an emotionally responsive AI companion
through prompts, characters, and interaction.

Boopie is a nurturing AI companion designed to provide personalized mind care through conversation. The project explores how prompt design, character-driven interaction, and subtle emotional feedback can make AI feel more approachable, responsive, and worth returning to.

Boopie is a nurturing AI companion designed to provide personalized mind care through conversation. The project explores how prompt design, character-driven interaction, and subtle emotional feedback can make AI feel more approachable, responsive, and worth returning to.

services

services

Mobile App

Mobile App

timeline

timeline

Jun 2024 -
Sep 2024

Jun 2024 -
Sep 2024

team

team

Seeun (Product Design Lead)
Martin (Frontend Engineer)
Rucas (Backend Engineer)
David (CEO & Strategy)

Seeun (Product Design Lead)
Martin (Frontend Engineer)
Rucas (Backend Engineer)
David (CEO & Strategy)

tools

tools

Figma
Adobe CS

Figma
Adobe CS

✷ Achievements

✷ Achievements

Average session depth

1258 turns

1258 turns

Return rate

1.23.7 visits/week

1.23.7 visits/week

Funding stage

Pre-A funding secured

Pre-A funding secured

The Problem

Despite its strong technology, user engagement was low
— most left after day one or two.

The Challenge

We had only a few weeks to diagnose the problem
and redesign the experience.

I quickly identified what mattered most and focused on high-impact changes.

Research approach

To understand the drop-off, we spoke directly with
users and studied their feedback.

I led user research together with the CEO, focusing on qualitative insights.

Research Insight

What we learned from users:

The research revealed clear patterns in where users disengaged.
To move quickly and strategically, I narrowed the scope to two high-impact flows.
This sharper focus guided every design decision that followed.

Problem statement

How might we help emotionally distressed users share more naturally and feel understood, to increase long-term engagement and retention?

Measured by session depth in number of turns

Returning days per user per week

Design Process 1

Prompt

Lowering the barrier to start.

Boopie’s previous version, Clapy, had a blank interface, users had to know what they wanted to talk about,
which created a high barrier to entry.

To reduce friction at the start,

we designed topic cards that guide users

into conversation with minimal effort.

To reduce friction at the start,

we designed topic cards that guide users

into conversation with minimal effort.

Blank interface made it hard to start

Let’s give users topic cards!

💡

Blank interface made it hard to start

Let’s give users topic cards!

💡

Blank interface made it hard to start

Let’s give users topic cards!

💡

Competitive Analysis

While analyzing competitors, we noticed a common pattern:

Through competitive benchmarking, I identified a shared UX strategy across successful AI tools. They lowered the activation barrier by offering guided entry points.

hypothesis

This informed our hypothesis:

If we offer clear example topics at the start,
users will feel more supported and be more likely to engage.

If we offer clear example topics at the start,
users will feel more supported and be more likely to engage.

Design goal

Before jumping into solutions,
we set a simple framework of design principles.

Prompt Delivery

I developed two directions and assessed them using our design principles.

Option A: List Style

Option A: List Style

Option A: List Style

Lower the barrier to start with
approachable prompts.

Foster emotional engagement to motivate
users to explore more topics.

Text-heavy / cluttered

Text-heavy / cluttered

Text-heavy / cluttered

Option B: Swipe Style

Option B: Swipe Style

Option B: Swipe Style

Lower the barrier to start with
approachable prompts.

Foster emotional engagement to motivate
users to explore more topics.

Interface feel lighter and more engaging, letting them focus on
one topic at a time

Interface feel lighter and more engaging, letting them focus on
one topic at a time

Interface feel lighter and more engaging, letting them focus on one topic at a time

This layout opened up the lower screen
as a potential area for character interaction

Iteration

Okay, we picked Option B. Now what?

I recommended Option B, as it encouraged focus despite showing only a few cards per day, and the team aligned.
But selecting the format was just the start. The real challenge was making the cards engaging long-term and scalable for growth.

Iteration

I iterated on the topic cards to align business and UX needs.
Final design below.

Iteration

1

1

Added Category Tags

We introduced themed categories to diversify daily topics.
This also enabled light monetization by letting users unlock preferred categories.

Iteration

2

2

Daily Quest & XP System

We integrated an XP system to encourage exploration.
Less-picked topics rewarded more points, and completing five cards unlocked bonus XP.

Iteration

3

3

Typographic Emphasis

Because the prompts were full sentences, I highlighted key words
to reduce cognitive load and make each card feel intentional.

|

Starting was solved.
Feeling was not.

Starting was solved.
Feeling was not.

Starting was solved.
Feeling was not.

Design Process 2

Response

Making the AI feel alive.

Users felt that Boopie was too much
like a bot and lacked responsiveness, liveliness, and interactivity.

Research

Behavioral & Emotional AI Research

I reviewed behavioral and emotional AI research and found strong evidence that character-first approaches improve emotional connection, trust, and retention.

Competitive Benchmarking

I also analyzed leading products in the space and saw a consistent pattern.
Apps like Duolingo, Wysa and Finch use expressive mascots to humanize the experience and drive engagement.

Design Directions

Based on these insights,
I proposed three character-first design concepts.

Concept A: Abstract

Concept A: Abstract

Concept A: Abstract

Lightweight and flexible, but emotionally flat.

Lightweight and flexible, but
emotionally flat.

Simple

Flat

Concept B: Animal-like

Concept B: Animal-like

Concept B: Animal-like

Playful, friendly, and scalable, but needed
multiple variations and full-body animations.

Playful

Full animation

Concept C: Human-like

Concept C: Human-like

Concept C: Human-like

A cute, bust-up character that’s expressive and relatable, but typically resource-heavy to produce and maintain.

Expressive

Resource-heavy

Stakeholder review

However, when I shared this with the CEO and engineers..

To meet the MVP timeline, the team prioritized resource efficiency and minimal animation.
As the sole designer, building and maintaining a large customization library would have been too time-intensive.

recommendation

Minimal abstract character
with expressive face & simple customization

Through rapid iterations with the team, I combined the strengths of the Human-like and Abstract directions.
Boopie became a minimal abstract character with expressive human touches and focused customization.

recommendation

This direction balanced efficiency and expression

It reduced development overhead, enabled lightweight customization, and kept the character expressive and engaging.
It met technical constraints while leaving room for personalization.

final design

Emotionally responsive character welcomes user

Boopie opens with an emotionally responsive character, setting a seamless and engaging tone.

final design

Daily topic cards make starting a conversation feel effortless.

To reduce hesitation, I introduced daily topic cards that made starting effortless.
The character below subtly reacted as if waiting, reinforcing immersion and connection.
So, when the user swiped the character down, the daily topic cards appeared, ensuring the immersion wasn’t broken.

So… did it actually work?

Impact

Average session depth: 1258 turns
Return rate: 2.13.7 visits/week

Impact

The tone of feedback completely changed.

In a pilot test with the mental health center and a public exhibition, we heard things like:

Impact

The pitch deck I designed also helped the team secure Pre-A funding

What I learned...

Emotional engagement is a design challenge — solved by crafting
the right signals at the right moments to help users feel understood.