Question 1

Is this a chatbot?

Accepted Answer

No. Chatbots give you one linear thread. Unawkward generates a full conversation tree with branching paths, so you can explore multiple outcomes before the real conversation happens.

Question 2

What conversations can I practice?

Accepted Answer

Anything interpersonal: salary negotiations, breakups, roommate conflicts, medical advocacy, difficult feedback, and more. If it involves talking to another person, you can rehearse it here.

Question 3

Is my data private?

Accepted Answer

Yes. Your scenarios and conversations are private to your account. We don’t sell data or use your conversations to train models.

Question 4

How does the AI work?

Accepted Answer

We use large language models from OpenAI to generate realistic dialogue. You define the other person’s personality and context, and the AI stays in character throughout the conversation.

Question 5

Is it free?

Accepted Answer

Yes. The free plan includes 3 scenarios and 60 practice turns (reps) per month. You can upgrade to Pro or Intensive any time for higher limits.

Question 6

How are reps measured?

Accepted Answer

Every action uses reps from one monthly meter. Practice messages cost 1 rep, generating a conversation tree costs 3, branching or expanding costs 2, and generating insights costs 2.

Question 7

What are coaching insights?

Accepted Answer

After you finish a practice session, AI analyzes the full conversation and gives you a personalized breakdown: what you did well, what to improve, and patterns in how you communicate.

Question 8

What happens when I hit a monthly limit?

Accepted Answer

We show the limit clearly in-app and pause that action until your quota resets or you upgrade. Your data and existing scenarios remain available.

Question 9

Can I use it on my phone?

Accepted Answer

The web app works on mobile browsers. A native iOS app is on the roadmap.

Question 10

How do I get started?

Accepted Answer

Create a free account, describe your first scenario, and start practicing. No credit card required.