Sarah Rostant Let’s Connect
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Product · theSkimm · 2023

Skimm Journeys

A vision for theSkimm’s next chapter: from a daily newsletter to a personal guide that helps millennial women move through life’s biggest decisions.

My role
VP of Design
Team
2 product designers, 1 brand designer
Partners
Product and Engineering
Timeline
2023
A woman asleep in bed beside a phone showing the Take steps tab of the Get better sleep journey
01

The problem

Women are navigating chronic stress, inequity at work, a disproportionate share of the mental load at home, and systemic barriers that hold them back at every turn.

theSkimm had earned their trust by keeping them informed. But staying informed wasn’t the same as getting ahead. We set out to rethink the future of theSkimm: what would it look like to help her act on what she learned?

What we heard

Audience needs from research

“I want to be an expert without having to do all the research.”

“I need all my information and tasks in one place so I have one less thing to think about.”

“I want a break, but I don’t want to drop the ball.”

“I want to feel like it’s not too late to make a change in my life.”

“I want a community of people cheering me on who understand what I’m going through.”

“I want to feel like I’m making the best choices for me.”

02

The bet

Move theSkimm from informing her to partnering with her: helping her act on life’s biggest decisions with the right information, tools, and services.

1. InformAnticipate her needs with relevant content
2. EducateGuide her to a confident decision
3. ActivateConnect her with tools and recommendations
4. TransactMeet her needs with products and services
03

How we got there

As VP of Design, I partnered with product and engineering leadership to shape the vision, then led a team of two product designers and a brand designer from information architecture through final UI.

Experience principles

01Make it approachable
02Make it part of her routine
03Surprise and delight
04Make it feel personal to her
05Include all of theSkimm

Mapping the experience

Information architecture

We started with the information architecture. A daily check-in is the front door. From there she moves between three destinations: Today, for her next steps; Journeys, for her progress and what to start next; and Discover, for topics, products, and services.

Every journey shares the same building blocks: in-app goals, real-world goals, reviews from women who finished it, and groups of people on the same path.

Information architecture: daily check-in leading to Today, Journeys, and Discover, with their content

Wireframes

Early structure and layout
Wireframe: daily affirmation and motivation check-in
Check-in
Wireframe: Today screen with next steps and daily quote
Today
Wireframe: Journeys screen
Journeys
Wireframe: Discover with categories, products, and services
Discover
Wireframe: Discuss community feed
Discuss
Wireframe: profile with motivation trends
Profile

Early wireframes gave community its own Discuss tab. In the final design, community lives inside each journey’s Connect tab, alongside women on the same path.

Key decisions

Explain every questionEach profiling question tells her why we’re asking, so sharing personal details feels like a fair trade, not a form.
Make progress visibleXP, badges, and streaks turn hard life tasks into steady wins she can see and come back to.
One shape for every life momentLearn, Take steps, Connect, Grow, and Recs give every journey the same structure, so new topics scale without new design.
04

What we designed

A mobile app built around Journeys: guided, personalized paths through life moments, from buying a first home to getting better sleep.

Personalized from the first question

Get better sleep
Get better sleep journey introduction
Set the context
Question: how many hours of sleep do you get each night?
Ask about her habits
Question: do you drink caffeine, alcohol, use your phone before bed
Explain why we ask
Question: do you go to bed around the same time every night?
Shape her journey

Inside a journey

Learn, Take steps, Connect, Grow, Recs
Learn tab with quizzes, flashcards, and expert Q&A
Learn
Take steps tab with a journey end date and suggested next steps
Take steps
Connect tab with groups and stories from other women
Connect
Grow tab with guided meditations and journal prompts
Grow
Recs tab with books, products, and resources
Recs

Built to bring her back

Daily check-in: how motivated are you feeling today?
A daily check-in
Home screen with today’s steps and XP
Today’s steps
Set a bedtime schedule with a due date and reminder
Reminders that stick
Profile with stats, badges, and daily motivation
Progress, badges, and streaks
05

Measuring success

We tracked every journey against an engagement funnel, with a goal of validating the product with real readers. The work went on to shape theSkimm’s product roadmap for 2024.

AwarenessHow many existing readers do we bring into the experience?
InterestFrequency: does she come back?
EvaluationDepth: does she stay?
ActionDoes she buy, sign up, or take the recommended step?