Gemini Task Breakdown Case Study
case study 03 — add a feature

Google Calendar: Gemini-Powered Task Breakdown

Adding AI-assisted subtask breakdown & flexible time estimation to Google Calendar — helping people with executive-function overload think through, start, and follow through on complex tasks.

duration
Jan 14 – Apr 10, 2026 (~12 weeks)
role
UX/UI Designer (solo) — research, define, design, testing
platform
Google Calendar — Mobile (Android)
tools
Figma, Gemini/ChatGPT, Google Workspace
01 — Introduction

Project background

Google Calendar and Google Tasks serve over 500M users, but fall short for people with executive-function challenges. A 2025 survey of 1,859 adults with ADHD (Sentisight.ai) found 56.59% struggle with procrastination, 42.28% resist distractions poorly, and 31.35% cannot estimate task duration. Beyond neurodivergent users, 68% of professionals report "digital overload" with task management as a primary stressor (Microsoft 2024 Work Trend Index).

500M+
Calendar & Tasks users
56.6%
struggle with procrastination
68%
report digital overload
$1.16B → $6.72B
AI-scheduling market, 2024–2033

While Google already has Gemini AI and manual subtasks, specialized tools like Tiimo (500,000+ users, Apple Design Awards Finalist 2024) and Trevor AI (60,000+ companies) are capturing users who want intelligent task breakdown — a gap Google is uniquely positioned to close with infrastructure it already owns.

Why this brief: it addresses a genuine accessibility gap where AI can reduce barriers to task completion — strengthening the portfolio case for inclusive design, AI interaction patterns, and accessibility-first thinking.

The design problem

Google Calendar lacks AI-powered task breakdown despite having Gemini integration built in. Users must manually decompose complex tasks and estimate time — a documented barrier for neurodivergent individuals. Facing a task like "write quarterly report," the cognitive load of planning triggers task paralysis before work even begins, pushing users toward paid third-party AI tools that provide the missing intelligence.

FieldValue
RoleUX/UI Designer (solo)
Duration01.14.2026 – 04.10.2026 (~12 weeks)
PlatformGoogle Calendar — Mobile (Android)
ToolsFigma, Gemini/ChatGPT, Google Workspace
ScopeOne feature area: AI subtask breakdown + time allocation, layered onto existing Calendar task flows
ConstraintsMust work within Google's Material Design 3 system and existing Calendar/Tasks architecture
02 — Research

Understanding the barrier

Goal

Understand how users currently plan complex tasks and estimate time, so an AI feature can be designed that reduces cognitive load and supports task initiation.

Methodology

Competitive analysis of AI scheduling tools · 7 semi-structured user interviews (30 min each) · affinity mapping & persona synthesis.

Objectives: map current planning behaviors; identify executive-dysfunction barriers; learn current Calendar/Tasks/competitor usage; explore trust and control attitudes toward AI; define what a "helpful" AI suggestion actually looks like. Participant criteria: uses at least one digital task-management tool; experiences overwhelm, procrastination, or breakdown difficulty (skews neurodivergent/ADHD); a mix of students and working professionals.

Competitive analysis

No source visual exists for this comparison — it's rendered directly as a table.

 Trevor AITiimoneurolistStructuredMotion
AI task breakdownPartialStrongStrongPartialNone
AI time estimationStrongStrongStrongStrongStrong
Auto schedulingPartialPartialNonePartialStrong
Calendar integrationStrongPartialNoneStrongStrong
Built for neurodivergencePartialStrongStrongPartialPartial

Market gap: no competitor fully integrates AI-powered task decomposition, realistic time estimation, and context-aware calendar scheduling into a single native workflow. Google's advantage: 500M+ existing users, Gemini already built in, and a Tasks feature most people don't know exists.

User interviews

7 participants, 30 minutes each, moderated and remote. 5 of 7 identify as neurodivergent, across a mix of students and working professionals. The guide moved from warm-up and current behaviors, to pain points and barriers, to tool usage and AI attitudes, to reactions to a Calendar-based AI concept.

Research synthesis

Affinity map — clustering interview findings into five core themes
Affinity map — clustering interview findings into five core themes
See the full affinity map here ↗

Initiation paralysis

Tasks stay vague because breaking them down feels like its own project.

Time blindness

Estimates are consistently wrong; users want help without being boxed in.

Fragmentation fatigue

People "app-hop" between Calendar, Notion, sticky notes & AI chat tools.

Autonomy over automation

AI should suggest, never dictate — an assistant, not a boss.

Awareness gap

4 of 7 didn't know Google Tasks existed, but got interested fast.

02 — Research

Who this is for

Maya Chen —
Maya Chen — "The Overwhelmed Planner"
“I know what I need to do, but I get stuck figuring out how to start.”

29, Remote UX Student. Neurodivergent (ADHD + anxiety), high cognitive/emotional load, low external structure. Needs gentle, editable AI task breakdown; rough time guidance without enforced schedules; adaptive prompts that never highlight failure.

Jordan Alvarez —
Jordan Alvarez — "The Practical Organizer"
“If I can't see it, I forget it. Once I start something, I forget what I was doing before.”

32, Full-Time Professional. ADHD/attention challenges, values speed & simplicity, works in a structured environment. Needs high-visibility reminders and return-to-task cues; fast, low-effort mobile task capture; cross-device consistency.

03 — Define

Framing the problem

  1. Task initiation & cognitive overload — Calendar focuses on scheduling time, not helping users think through complex or ambiguous tasks, leading to procrastination, overwhelm, and reliance on outside tools.
  2. Rigid scheduling & time blindness — fixed time commitments come too early; missed estimates feel like personal failure, discouraging planning and eroding trust.
  3. Fragmentation & loss of follow-through — tasks are managed across scattered tools; low-friction visibility gaps, especially on mobile, cause important work to be forgotten.
A cognitively overloaded user who relies on Google Calendar needs help thinking through and starting complex tasks — because without flexible breakdown, realistic time guidance, and persistent visibility, task initiation fails, planning becomes overwhelming, and important work gets forgotten.Point of view
How might we use AI to help users think through, start, and remember complex tasks in Google Calendar — without added pressure or cognitive load?How might we

Project goals

Core goal: enable users to think through, start, and follow through on complex tasks by using AI to support flexible breakdown, optional time guidance, and low-friction visibility — before and after scheduling.

Primary

Enable AI-assisted task thinking before scheduling by helping users break down complex tasks into editable, manageable steps.

Secondary

Support flexible task planning with optional, adjustable time guidance that reduces time blindness without enforcing rigid schedules.

Tertiary

Ensure tasks remain visible and actionable through low-friction, mobile-first reminders and in-calendar visibility to support follow-through.

Feature roadmap

P1 · Must-Have

  • AI task breakdown with editable subtasks
  • Optional AI time estimation
  • In-calendar task visibility

P2 · Should-Have

  • Mobile-optimized flow
  • Task reminders with snooze
  • Quick task capture (brain dump)
  • Optional auto-scheduling
  • Non-destructive AI + undo

P3 · Could-Have

  • Discovery & awareness nudges
  • Breakdown detail control
  • Forgiving reschedule flow
  • Daily planning prompt
  • Return-to-task notifications

P4 · Later

  • Cross-device parity
  • Mobile home-screen widget
  • Adaptive AI learning over time

User flow

Full annotated user flow — task entry through Gemini breakdown to scheduling
Full annotated user flow — task entry through Gemini breakdown to scheduling

Simplified happy path: open Calendar, add a task → enter task title → tap "Plan with Gemini" (optional) → Gemini suggests 3–5 subtasks + time → review, edit & select subtasks → schedule date/time — added to Calendar.

Three task flows branch off that spine, and they are what the usability test was scripted against:

  • Plan with Gemini — add a task → tap “Plan with Gemini” → review 3–5 suggested subtasks with time estimates → edit, reorder or delete any of them → schedule. The flow the feature exists for.
  • Manual breakdown — the identical path with Gemini skipped: add subtasks by hand, set your own estimates, schedule. It has to reach the same end state with the same number of taps, or the AI stops being optional in practice.
  • Reschedule & recover — open a scheduled task → change date, time or a single subtask → save. Research flagged rescheduling as the moment planning tools usually punish people, so undo stays available at every step and nothing Gemini writes is committed until the user saves.

Mapping the manual path alongside the AI one is what forced the non-destructive editing decision — the two flows share every screen after task entry, so anything Gemini writes has to be as editable as something the user typed.

Design principle

AI is a shortcut, never a requirement. Users can skip "Plan with Gemini" entirely and add subtasks manually — every AI suggestion stays editable, reorderable, and fully reversible before it touches the calendar.

04 — Ideation

From sketches to testable flow

Lo-fi wireframes

Lo-fi wireframes — happy-path flow from task entry to confirmation
Lo-fi wireframes — happy-path flow from task entry to confirmation

Tested at this stage: where "Add Task" lives inside the existing nav; how much choice to give users before AI runs; whether Gemini fits without replacing manual entry; what a scheduled task with subtasks should look like.

Mid-fidelity wireframes

Mid-fi screen 1: User wants to create a task on the Google Calendar mobile app.

1. User wants to create a task on the Google Calendar mobile app.

Mid-fi screen 2: User can type a task title manually, or choose one from their pre-made task list (brain dump).

2. User can type a task title manually, or choose one from their pre-made task list (brain dump).

Mid-fi screen 3: User enters or selects the intended task title — “Clean my room.”

3. User enters or selects the intended task title — “Clean my room.”

Mid-fi screen 4: User chooses what (if anything) they'd like Gemini to help with — here, adding subtasks and time estimates.

4. User chooses what (if anything) they'd like Gemini to help with — here, adding subtasks and time estimates.

Mid-fi screen 5: Gemini suggests subtasks. Users can control the number of subtasks, regenerate the whole list, manually edit or add more, and give Gemini additional instructions (non-destructive, undo/redo supported).

5. Gemini suggests subtasks. Users can control the number of subtasks, regenerate the whole list, manually edit or add more, and give Gemini additional instructions (non-destructive, undo/redo supported).

Mid-fi screen 6: User can add additional settings — schedule, deadline, reminder, category — to the task.

6. User can add additional settings — schedule, deadline, reminder, category — to the task.

Mid-fi screen 7: User decides to schedule the task for tomorrow on their calendar.

7. User decides to schedule the task for tomorrow on their calendar.

Mid-fi screen 8: User selects the date from the calendar pop-up overlay.

8. User selects the date from the calendar pop-up overlay.

Mid-fi screen 9: Task is confirmed as scheduled. Undo removes it from the calendar and returns to the edit screen.

9. Task is confirmed as scheduled. Undo removes it from the calendar and returns to the edit screen.

Mid-fidelity wireframes — task creation, Gemini subtask suggestions, scheduling

Key decisions: users choose what Gemini helps with (subtasks, time, or both); suggested subtasks appear as an editable checklist; manual and AI paths converge on one task-entry screen; the estimated total time surfaces before scheduling.

Mid-fi usability testing

5 participants, moderated and remote, tested via Figma.

StageSallyGiuliaDynaNicholasCollinAvg
Task creation5/52/55/55/55/54.4
Subtask creation4/53/54/53/53/53.4
Scheduling5/55/55/55/55/55.0
Final confirmation0/5N/AN/AN/A0/50.0

Key issues found: confusing terminology ("My Tasks," "Regenerate"); "Undo" on final confirmation triggered real anxiety; numeric subtask input felt arbitrary; cluttered task-creation hierarchy with an unclear primary action.

Iteration priorities: simplify terminology & labeling; replace numeric input with a clearer control model; strengthen editability & reorder mechanisms; redesign high-anxiety states like "Undo"; improve visual hierarchy & CTA placement.

05 — Design

High-fidelity screens

Screen 1: User wants to create a task on Google Calendar Mobile App.

1. User wants to create a task on Google Calendar Mobile App.

Screen 2: User opens the ‘+’ FAB to add task

2. User opens the ‘+’ FAB to add task

Screen 3: User is taken to task entry page

3. User is taken to task entry page

Screen 4: User enters task title and wants to add subtasks.

4. User enters task title and wants to add subtasks.

Screen 5: User chooses to plan subtasks with Gemini with time estimates

5. User chooses to plan subtasks with Gemini with time estimates

Screen 6: Gemini suggests subtasks with time estimates, editable and regeneratable

6. Gemini suggests subtasks with time estimates, editable and regeneratable

Screen 7: User edits, reorders, or adds subtasks manually — fully non-destructive with undo/redo

7. User edits, reorders, or adds subtasks manually — fully non-destructive with undo/redo

Screen 8: User saves subtasks and can view them as a checklist on the same task entry page

8. User saves subtasks and can view them as a checklist on the same task entry page

Screen 9: User wants to schedule the task and chooses to add date/time — which pops up the calendar. User sets the time as well.

9. User wants to schedule the task and chooses to add date/time — which pops up the calendar. User sets the time as well.

Screen 10: User is done with the task entry and chooses to save the task.

10. User is done with the task entry and chooses to save the task.

Screen 11: User is taken to the calendar page where the task is scheduled.

11. User is taken to the calendar page where the task is scheduled.

Flow: create task → tap "Plan with Gemini" → review AI-suggested subtasks with time pills (select/deselect, regenerate, or edit manually) → collapse into a checklist → add date & time → task lands on the calendar with subtasks attached and fully editable afterward.

06 — Test & Validate

Usability testing & revisions

Objective

Evaluate whether users can intuitively create a task, generate and manage AI-suggested subtasks with "Plan with Gemini," and successfully schedule it — within a single continuous flow.

Participants

5, ages 22–40, using at least one task-management tool, experiencing overwhelm/procrastination/breakdown difficulty (skewing ADHD/neurodivergent), a mix of students & professionals.

Tasks given: (1) "You need to clean your room tonight and feel overwhelmed — take Gemini's help breaking it into manageable subtasks." (2) "Now that your task is broken into chunks, schedule it for today at 6pm." Success metrics: 100% task completion rate · 4+/5 confidence rating target · under 3 minutes time-on-task · qualitative errors/confusion & Gemini discoverability.

Results — 5 participants (4 remote, 1 in-person)

ThemeSeverityDetail
Icon, action & label clarityHigh"+" read as "add detail," not "select subtask" — mentioned by 5 of 5 participants
AI integration & workflowHighGemini panel felt disconnected from the manual editing flow for 3 of 5
Visual hierarchy & clutterHighKey controls (time-estimate toggle) missed due to weak separation
Save / completion flowMediumMultiple "Save" buttons caused 2 of 5 to save the wrong thing

Revisions

AreaBeforeAfterWhy
Selection model"+" icons on subtasksCheckboxes + "Select all"Removed ambiguity about whether tapping adds, deletes, or opens a task
Anxiety statesBare "Undo" after savingConfirmation + explicit scope of what Undo revertsUndo tested at 0/5 confidence — the highest-severity fix in the study
AI vs. manualSeparate, disconnected panelsPersistent, blended Gemini access in both modes3 of 5 expected to keep editing without losing AI context
Visual hierarchyFlat list of controlsGrouped sections + clearer primary CTAFixes the most-cited issue: missed toggles and unclear "save" targets
07 — Iteration

Iteration

What changed after usability testing

What changed after hi-fi testing surfaced real friction — before/after, with the reasoning behind each fix.

Before/after — Gemini suggestions panel becomes persistent and merges with manual entry
Gemini suggestions — merged into the main flow instead of a disconnected panel, with a persistent “Select all” and clearer subtask states.
Before/after — subtask row controls simplified from icon-based to checkbox-based
Subtask controls — icon-only actions replaced with checkboxes and a clear drag handle, removing the ambiguity testers flagged.
Before/after — manual mode simplified and visually aligned with AI mode
Manual mode — visually aligned with AI mode so both paths feel like one system, not two.

UI kit & interaction details

UI kit & component states
UI kit & component states
Interaction detail states — edit time pill, delete subtask, drag-to-reorder
Interaction detail states — edit time pill, delete subtask, drag-to-reorder

Notable interactions: long-press a subtask row to drag-reorder; swipe left on a subtask row to reveal delete; in-place title editing disables while swiped open; time pills are directly tappable to edit duration; Gemini access stays persistent in manual mode too.

Key design decisions

“AI mode serves curation. Manual mode is dedicated to editing.”
  • 48dp constraint — every subtask row needed a checkbox, time pill, and controls to coexist inside Material Design 3's 48dp row height, forcing hard calls on persistent vs. gesture-triggered actions.
  • Non-destructive by default — every AI action (regenerate, delete, reorder) needed to be reversible, so users could trust suggestions without fear of losing manual work.
  • Two flows, one component — drag-to-reorder wasn't achievable in the main prototype due to Figma variant limits, so a second demo flow was built from cloned instances to show the interaction separately.

See the final version here ↓

Isometric mockup — task scheduled on the calendar Isometric mockup — subtask checklist on task detail
08 — Wrap-Up

Reflection & final results

Growth as a designer

Working inside Google's Material Design 3 sharpened how constraints get treated — not as limits, but as encoded reasons to work with rather than around. It pushed decisions down to a granular level: not just where a button goes, but what tapping it communicates, and whether that matches how users mentally model the system.

Research insight

5 of 7 interview participants identified as neurodivergent, revealing deep struggles with initiation paralysis and time blindness, and a shared desire for one integrated tool instead of "app-hopping."

Unexpected finding

4 of 7 participants didn't know Google Tasks existed before the study, but got interested fast once shown it. Users also resisted rigid automation more than expected — AI needed to be an assistant, not a boss.

Key challenge

Managing the interaction complexity of the subtask row without violating MD3 standards — too many simultaneous controls (checkbox, time pill, remove icon, drag handle) on a single 48dp row required deliberate persistent-vs-gesture trade-offs. Drag-to-reorder wasn't achievable in the main prototype flow due to Figma constraints, requiring a separate demo flow built from cloned component instances.

Next steps

  • Convert the dark mode design to light mode
  • Conduct another comparative survey for feedback