Helping people combat choice paralysis & plan their free time efficiently

Helping people combat choice paralysis & plan their free time efficiently

Solo

Startup

/

spring 2025

Team

Product designer (me!)

Software engineer

Disciplines

UX/UI design

User research

Usability testing

Prototyping

Platform

Mobile app

Tools

Figma

Figjam

Zoom

Platform

Mobile app

Tools

Figma

Figjam

Zoom

Overview

Context

People have trouble deciding how to spend their free time due to choice paralysis and FOMO.

People have trouble deciding how to spend their free time due to choice paralysis and FOMO.

As someone who has spent years in LA and NYC, it feels like there's a million places I could go on the weekends. I wondered how others decide what to do with their precious free time.

So, I conducted interviews.

Preliminary interviews

6 participants

23 - 30 years old

Employed

Mid/large cities

People commonly use Google Maps to save places they're interested in visiting, but rarely make specific plans to go.

They find these places on social media or by friends' recommendations.

Lists of saved places can be so large that it becomes intimidating to go through.

"I am not scrolling through this unorganized list to find a coffee shop…"

Because of this, two participants mentioned that they often end up on social media again to try to find a trendy place to go for the day, rendering their saved lists useless in-the-moment.

People often put off deciding where to go until it's most urgent.

People tend to go to new places about once a week, and they decide where to go the day before or the morning of their free day. This can be stressful, since it can take up to 30 minutes to research and decide because of the desire to make an optimal choice.

Problem

Young professionals need a way to quickly decide on somewhere fun to go that ticks all of their boxes.

Young professionals need a way to quickly decide on somewhere fun to go that ticks all of their boxes.

Based on one-on-one interviews with participants in this demographic.

Young working people want to make decisions quickly about where to go for fun, in order to maximize the time spent actually having fun. But, they also want to make sure that it meets their needs in terms of the hours, location, price point, vibes, and other details. Thus, they feel like they must do some amount of research, which takes time.

Solution Highlights

Now What is an app that screens and selects great options for you.

Now What is an app that screens and selects great options for you.

Busy, outgoing people would no longer have to browse long lists or vet dozens of map pins just to find something that fits into their day.

Get ideas for great places in seconds

Users tell the app what they're in the mood for to get tailored suggestions — it's easy with just 3 filters. They can also rely on default criteria if they're feeling spontaneous.

Add pins for the app to pick from — or don't, and let the community decide

The idea generator selects from a pool of options that includes the user's pins and popular places among the app community.

Users can import pins from Google Maps, and they can save places they're really interested in from the community tab.

Give feedback on places and let friends know what you think

Users are encouraged to give feedback on completed plans to improve their suggestion algorithm and share their experience with friends.

Process

Preliminary interviews (continued)

People are relieved when a decision is made for them as to where they go.

People are relieved when a decision is made for them as to where they go.

One more insight from the preliminary interviews that became a key part of the product concept. Often, people like having the free time to go where they want, but don't necessarily have specific ideas in mind and are very open to suggestions — especially if they trust the source.

“If I’m with my best friends or my partner, finding something to do is faster because we trust each other’s opinions.”

Jeong Inn, 25, EMT

“I take a while to decide for myself, but I usually agree to go anywhere the group suggests. It always works out anyway.”

Sam, 26, paralegal

Archetypes

Two groups to design for: optimizers and free spirits

Two groups to design for: optimizers and free spirits

These user groups are similar in that they have limited free time, enjoy visiting new places, and are influenced by friends and social media. However, they differ in their core needs and behaviors.

These archetypes are based on insights from the interviews, in which four participants were similar to the optimizer and two were most like free spirits.

Pain points

Opportunities

Conceptualizing the product to address pain points

Conceptualizing the product to address pain points

After synthesizing my research, I identified some pain points that could become fruitful areas of opportunity. This exercise helped me begin to visualize the product features.

Wireframes

Designing features based on opportunity areas

Designing features based on opportunity areas

In creating the wireframes, I incorporated features based on the opportunity areas identified. I then tested the low fidelity prototype with likely users. Below are the wireframes pre- and post-user testing.

Before testing

After testing

Before testing

After testing

User Flow Diagram for Ideation

Drafting a user flow diagram helped me identify the necessary screens for users to accomplish their goal, which I then incorporated into the wireframes.

Usability tests

I had to scale back to produce a more focused product, and reconsider information architecture.

I had to scale back to produce a more focused product, and reconsider information architecture.

I performed 2 rounds of live usability tests with 5 participants in each round. All participants were working professionals (aged 23 - 30).

Round 1: Low-fidelity prototype

Round 2: High-fidelity prototype

In both testing rounds, participants were asked to perform tasks simulating major user flows, like filtering for and accepting an idea into their “plans", importing pins, and providing feedback on completed plans. 

Top insights

Top insights

Implementing the group planning feature would require a lot of logic design, edge case consideration, and testing — for little reward.

The premise of the group planning feature was to let users plan an outing with friends on the app.

Wireframes of the group planning feature

However, when testing it with users, they brought up a lot of really good questions.

Questions asked by participants

I had much to think about.

Thankfully, participants also described how they currently plan outings with friends, which is that they usually find ideas individually and suggest them in a group chat. They found this method to be convenient, and didn't feel like they needed to force equal control over the group plan.

It hit me that I was solving a problem that didn't really exist.

Ultimately, I decided to scrap this feature, but I'm grateful for the lesson learned.

Animations should clarify rather than distract.

Pre- and post-testing: change in animation location

4 out of 5 participants felt overwhelmed by the animation produced by tapping the "Let's do it!" button. For some, it distracted them from a new time-sensitive CTA that appears at the bottom of the screen. Others missed the animation entirely, because their gaze stayed at the bottom of the screen where they had just tapped the button, rendering the animation pointless.

The intention was to communicate that an item has been added to the user's plans, but it turned into a source of confusion. To resolve this, I moved things around so that the animation occurs near the CTA, keeping the user's focus in one area. This reshuffling actually helped address another critical insight, described below.

Effective information architecture helps users understand relationships between features.

2 participants didn't expect that they'd be able to add places from the Pins tab directly to their Plans due to its nested location in another tab.

Plans in the header of the Idea tab

Moving Plans to a more prominent location in the bottom navbar made it more accessible and communicates an equal relationship with both the Idea and Pins tabs.

Trade-offs & Constraints

Why we decided to change methods for importing pins

Why we decided to change methods for importing pins

Why users have to go to google.com/save to import lists

Why users have to go to google.com/save to import lists

Final designs

Reflection

Next steps

As we develop the MVP…

As we develop the MVP…

There's some stuff in the works.

Allow users to import pins from multiple sources.

As a team, we've considered that most people have places of interest saved across various social media apps. We talked through ways of importing content from other apps and refining the data into our pin format. This feature is currently in the development process.

Design onboarding screens.

Considering we changed how pins are imported and are also working on allowing users to import pins from other sources, I realized that it may be necessary to teach users how to import from the very beginning so that they get the most out of the app.

To this effect, I am currently working on designs for onboarding. My goal is to make the tutorial portion as simple as possible so that users aren't turned away by an overcomplicated process.

Consider adding a map view for pins.

By allowing imports from other apps, users would be able to consolidate all of their saved places in Now What. In certain contexts, having a map view could be really helpful to users for making decisions.

For example, let's say a user just had dinner somewhere our app suggested and they decide to go for dessert. With a map view, they could look in the area of the pin they visited and find the closest dessert place they've pinned themselves, which could be quicker than using the idea generator.

Learnings

I learned how to…

I learned how to…

Think deeply about human behavior to create a better product + clarify scale.

Confusion and complexity around the group planning feature in particular forced me to take a step back and ask, "Who needs this? Is this more convenient than how people currently make plans with friends?" Questions like these saved me from unnecessarily bloating the scale of the project.

Collaborate with a developer.

I was able to workshop some features with a developer and have discussions around feasibility and hand-off, which was a valuable realistic experience.

Iterate, iterate, iterate.

All of the final screens were one out of many iterations. Even the visual aesthetic for this app came from one of over a hundred screens I had to produce as part of a learning exercise. It was good to practice intentionality and question my first drafts.

The End

Thank you so much for reading.

Thank you so much for reading.

I know, that was a long one! But if you're interested in hearing even more about this project or others, please reach out and I'd be happy to chat.