Facilitating Context Awareness for Professional Teams

Facilitating Context Awareness for Professional Teams

Evolving the existing Notion and Slack integration by designing an intuitive, AI assisted documentation workflow.

Time Frame

3 weeks

Purpose

Personal Project

Software

Figma, Claude, Vercel

Role

UX Design

The Problem

Professional Teams Often Forget Important Decisions.

Important decisions and context are frequently lost or buried across verbal conversations and various messaging platforms. When collaborators can't easily retrieve the reasoning or outcomes of past discussions, they are forced to re-consider decisions, make assumptions, and act without full context.

The Solution

Designed a Simple, Intuitive Documentation System Powered by AI.

I evolved the existing Notion and Slack integration to allow coworkers to intuitively retrieve previous context of decisions. My proposed design uses AI to surface discussion points from Slack and organize them inside Notion.

Solution part 1: A simplified Notion database that organizes key discussion points from Slack into an interactive timeline dashboard.

Solution part 2: Slack AI bundles key discussion points from threads and holds them for approval before pushing to your Notion dashboard.

The Results

Results from Professional PM Software Users

Intuitiveness rated 5/5 for searching for a previous note.

Testers enjoyed the interactivity of the Notion dashboard.

The Slack-side approval process made them feel in control of the system.

The Business Goal

Notion & Slack Combo Becomes Indespensible, Increasing Daily Active Usage

$7B

Global Revenue of Project mgmt software. Source: Monday.com (2025)

~70%

Fortune 500 companies use Notion for team collaboration. Source: Fueler (2026)

20 Million

Active Notion users per month. Source: Fueler (2026)

Competitive Landscape

I compared 3 other leading project management and collaboration tools to understand how they support team communication, knowledge organization, and project execution. Each score is an average rating based on product capabilities from 2025.

Tool

Notion

Notion

Asana

Asana

Monday.com

Monday.com

Trello

Trello

Integrations

Automation & AI

Async Comms.

Data Org.

Project Mngmt.

Interviews & Secondary Research

"Decisions are scattered and rarely get documented"

I interviewed 5 PM software users and found a pattern of issues around context awareness in professional workplaces. 4/5 interviewees mentioned they often have trouble retrieving context from past decisions. This either makes it difficult to feel confident when revisiting discussions, or forces their team to reconsider decisions all-together.

Affinity map of project management software interviews
Reddit

Reddit Posts about Context Awareness Issues

"What's interesting is most people already have Jira/Asana/etc., but the failure point seems to happen before things even make it into those systems."

"The issue seems to be the gap between conversation and commitment"

"We'll often get replies to emails we send to our overseas manufacturers but they don't always end up in the same email thread, which makes it difficult to search for past conversations and keep everything together."

Defining the Problem

Understanding why People Don't Document Things.

Often times, there's not one place or one source of truth where discussions and decisions live within a team organization, making it difficult to search for them.

If there is a place where decisions get documented, team members rely on each others' forethought to know what's worth capturing and when, especially because many decisions are made over time from conversation.

Problem illustration

How Might We..

Re-surface discussions made across tools, so collaborators can retrieve context and act with confidence?

Persona

Target Persona: Linda, 27, The Team Collaborator.

User persona

Journey Map

Identifying Pain Points in the Persona's Current Workflow.

User persona

Analyzing Notion's Existing UI & Interactions

Analyzing Notion's existing views, I identified several areas for improvement to increase at-a-glance readability, reduce complexity, and improve the user interaction.

Notion's Timeline View

Many blank dates; new items default to 5 days. Clicking “New” hides items until dated. Only one item per line, and stacking risks clutter and excessive UI height.

Notion's Timeline View

Notion's Table View

Notion’s table view shows many items at once, but details require clicking in. Search is intuitive, though the icon isn’t obvious, and the view lacks visual clarity.

Notion's Table View

Notion's Kanban View

Notion’s kanban view shows more detail at a glance, but limited columns mean excessive scrolling to navigate across months or years.

Notion's Kanban View

Notion's Calendar View

Notion’s calendar view is closest to ideal, but limited to one month at a time and shows only properties, not actual content previews.

Notion's Calendar View

Taking inspiration from Apple Photos and Google Calendar

I took inspiration from the Apple photos and Google calendar UI for their intuitive format of timeline-based data organization. The users of this new Notion and Slack feature must be able to quickly digest information about dates and note details.

Gallery-timeline view

Gallery-timeline view

Category Organization

Category Organization

Timeline List

Timeline List

User Interaction Ideas

How can we draw from Notion's existing database views to improve at-a-glance readability and reduce complexity?

Sketch 3Sketch 4Sketch 7Sketch 10Sketch 11Sketch 12Sketch 13Sketch 14Sketch 15

User Interaction Ideas

How can we allow the user to intuitively create, approve & deny notes on the Slack side?

Slack sketch 1Slack sketch 3Slack sketch 4Slack sketch 5Slack sketch 6Slack sketch 7

User Testing of the New Notion Dashboard

"I love the interactivity and it's very intuitive to find and search for a note."

Said the User Testers

Sketch of the final design
Final Figma design

User Testing of the New Notion Dashboard

"Everything makes sense, and I like how you can add files here."

Said the User Testers

Sketch of the add flow
Final Figma add flow

User Testing of the New Slack Page

"It's nice that you can edit the notes in Slack first. Easy to Use."

Said the User Testers

Sketch of the Slack flow
Final Figma Slack design

Business Impact & Next Steps

Keep Conversations Connected

This concept aims to keep conversations connected to the work they reference. For teams already using Notion and Slack, this could improve knowledge retention, reduce questions, and make project context easier to discover over time. With only three weeks to complete this project, I wasn't able to recruit active Notion users for interviews or usability testing. My next step would be to validate the concept with existing Notion users by conducting usability studies and A/B testing the current Notion experience against this proposed solution. Specifically, I would measure how quickly and accurately participants can locate previous project discussions.