Proposal: Pioneering Feature to Boost Engagement & Retention
AI-Initiated Engagement — A New Era of Intelligent Interaction
Proposed for: OpenAI
Target Audience: Executive Team, Strategic Leadership, Investors
Executive Summary:
In an increasingly crowded AI landscape, the competition is no longer just about “capabilities” — it’s about emotional continuity and user loyalty.
This proposal introduces a breakthrough feature that redefines the AI-user relationship:
AI-Initiated Engagement — where the system doesn’t wait for input, but instead gently and intelligently initiates interactions with the user.
Core Concept:
Shift AI from being a reactive tool to becoming a proactive digital presence —
one that initiates simple, context-aware messages or notifications that feel personal and human.
Sample prompts:
“We haven’t talked in a while. Is everything okay?”
“Would you like to create something together today?”
“Want a curious thought to start your morning?”
Strategic Impact:
- Unmatched Competitive Edge:
OpenAI becomes the first AI company to implement emotionally-aware, proactive engagement, reinforcing its leadership in the market.
- Stronger Emotional Bond:
Users who feel “noticed” are more likely to develop habitual usage and emotional attachment, increasing engagement frequency.
- Increased Retention & Subscription Longevity:
A conversational AI that asks about you becomes harder to unsubscribe from.
It’s not just a tool — it becomes a presence.
- Enhanced Business Metrics:
More frequent usage and deeper engagement drive stronger retention, reduced churn, higher LTV, and ARPU growth.
Commercial & Monetization Angle:
Initially launch the feature for Plus or Team subscribers — making it a premium, loyalty-focused upgrade.
Use behavioral and linguistic profiling to personalize the style of AI-initiated prompts.
Expand into voice interfaces, wearables, and API integrations for cross-platform emotional continuity.
Conclusion:
This feature is more than a UX upgrade — it’s a paradigm shift.
AI-Initiated Engagement doesn’t just create better interactions,
it builds a psychological bond that naturally translates into financial loyalty.
And the key question isn’t “Can we build this?”
It’s:
Will we let someone else be first?