Not Awkward
Overcome social anxiety with AI conversation tools and coaching.
What is Not Awkward? Complete Overview
Not Awkward is designed to help individuals overcome social anxiety by providing instant conversation starters, AI coaching, and coping tools. It aims to boost social confidence in various settings such as work, dating, and school. The tool offers personalized support from an AI companion, quick recovery techniques, and situation-specific conversation starters to help users navigate social interactions effortlessly. With thousands of users benefiting from weekly confidence tips and success stories, Not Awkward serves as a comprehensive toolkit for building and maintaining social confidence.
Not Awkward Interface & Screenshots

Not Awkward Official screenshot of the tool interface
What Can Not Awkward Do? Key Features
Conversation Starters
Master conversations in work, dating, and school with situation-specific conversation starters. These tailored prompts help users initiate and maintain engaging interactions, reducing the anxiety of not knowing what to say.
AI Coach WingMate
Get personalized support and guidance from your compassionate AI companion, available 24/7. WingMate offers real-time advice, feedback, and encouragement to help users navigate social situations with confidence.
Confidence Boosters
Quick recovery techniques to re-energize after any social interaction and build lasting confidence. These tools help users bounce back from awkward moments and reinforce positive social experiences.
Best Not Awkward Use Cases & Applications
Workplace Networking
Use Not Awkward to generate conversation starters and receive AI coaching to navigate networking events and meetings with colleagues, helping to build professional relationships confidently.
Dating
Overcome the anxiety of first dates by using tailored conversation prompts and real-time guidance from WingMate, ensuring smooth and engaging interactions.
School Presentations
Prepare for class presentations or group discussions with confidence boosters and AI-supported practice sessions to reduce anxiety and improve performance.
How to Use Not Awkward: Step-by-Step Guide
Sign up for Not Awkward on the website or app to access the full suite of tools and features.
Explore the conversation starters tailored for different social settings like work, dating, or school.
Engage with WingMate, your AI coach, for personalized advice and real-time support during social interactions.
Use the confidence boosters to recover and recharge after social interactions, reinforcing positive experiences.
Not Awkward Pros and Cons: Honest Review
Pros
Considerations
Is Not Awkward Worth It? FAQ & Reviews
Yes, Not Awkward offers a free version with basic conversation starters and limited access to the AI coach. Premium features require a subscription.
WingMate provides real-time, personalized advice and support during social interactions, helping users navigate conversations with confidence. It's available 24/7 for premium users.
Absolutely. Not Awkward includes conversation starters and tools specifically designed for workplace networking, meetings, and other professional interactions.