AI interaction design

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awork is a project management tool (like Jira or Monday.com). There was an AI feature implemented that lets users ask questions and get instant, context-aware answers about their tasks, projects, and team workload — no manual digging required.

Designing high-intent AI entry points to turn awork AI into a daily habit

Despite strong AI capabilities, awork AI was not becoming a habitual part of users’ workflows.
» Users had to think too hard about what to ask the AI
» AI entry points felt disconnected from real work moments
» First-time usage required initiative and creativity
» Repeated usage required memory and motivation

If awork AI is introduced at moments of highest user intent and powered by pre-filled, context-aware prompts—users can engage instantly, reach value faster, and build a habit of returning to the feature organically.
High-intent moments:
» Within a project: surface prompts to identify blockers, generate summaries, or assess project status.
» Within time tracking: offer prompts such as Weekly Time Report or Missing Time Check to support quick, task-driven insights.

483

Weekly Active Users (WAU)

97% of target

30%

Prompts Opened

1.5× goal

73%

Contextual Usage

2.4× goal

| The capabilities were strong, the access points were weak.

| Pre-filled prompts remove the biggest barrier. Users don't want to think about what to ask.

| Respecting user autonomy builds trust. Optional assistance outperforms forced exposure.

| The capabilities were strong, the access points were weak.

| Pre-filled prompts remove the biggest barrier. Users don't want to think about what to ask.

| Respecting user autonomy builds trust. Optional assistance outperforms forced exposure.

solution

If awork AI is introduced at moments of highest user intent and powered by pre-filled, context-aware prompts—users can engage instantly, reach value faster, and build a habit of returning to the feature organically. High-intent moments » Within a project: surface prompts to identify blockers, generate summaries, or assess project status. » Within time tracking: offer prompts such as Weekly Time Report or Missing Time Check to support quick, task-driven insights.

.say hello

Feel free to email me to see how can we collaborate

.say hello

Feel free to email me to see how can we collaborate