Conversation Skills
Keeping a conversation going is a skill, not a personality. Practice asking better questions, really listening, getting past awkward silences, and sharing enough of yourself to connect.
114 moments to practice · first 3 free
- How to be a good conversationalistAsk better follow-ups, listen well and get through awkward pauses.
- Things to talk aboutTopics that work when your mind goes blank.
- How to keep a conversation goingTurn short answers into a real back-and-forth.
- I don’t know what to sayWhat to say when your mind goes blank or the news is big.

You're on the train with Ben from the office, twenty minutes to go. You asked 'Good weekend?' and he said 'Yeah.' You asked 'Do anything fun?' and got this.
Free · No sign-up · About a minute
Practice real conversations until you communicate better
Communicate Better is where you practice real conversations. Step into the moment, say it your way, and see how they react — then get coached on a better line.
- Type what you’d say
- See where they’re coming from
- See how it lands — and a better line
Sound familiar?
The Conversation Skills moments that trip people up most, and what you’ll practice for each.
Practice sharing back, so it feels like a talk and not an interview.
Practice getting through a pause without filling it with anything.
Practice really listening and showing it in your next line.
Practice telling a story people actually lean in for.
What you’ll practice in Conversation Skills
Real moments from Conversation Skills, in the order you’ll play them. The first 3 are free; the rest unlock with All-access.
- 1Yeah, it was goodFree
You're on the train with Ben from the office, twenty minutes to go. You asked 'Good weekend?' and he said 'Yeah.' You asked 'Do anything fun?' and got this.
- 2They light upFree
You're at the dog park and got to chatting with an older regular. The talk was polite and slow until you mentioned the community garden plot down the block.
- 3I literally just said thatFree
Your sister Nora is deciding between two apartments: one ten minutes from her office but tiny, one with a yard but a long commute. While she talked, you were lining up your opinion on which she should pick. You ask, 'So which one's closer to work?'
- 4Living my best lifeAll-access
Your friend group chat has been quiet all day. Then Nate posts a photo of his lunch: one hard-boiled egg and three crackers on a paper towel at his desk.
- 5Hang on a secAll-access
In a team planning call, your coworker Noor is walking through her plan for the client onboarding. You've had a sharp idea about the timeline, and you've already jumped in twice so you wouldn't forget it.
- 6One-word answersAll-access
You're on a long train ride and struck up a chat with the person beside you. You've asked a couple of easy questions to feel it out.
- 7Do they ask back?All-access
You're chatting with someone in line at a coffee shop that's running slow. You've asked about their day, their weekend, what they're ordering.
- 8Shy or doneAll-access
You struck up a chat with someone before a lecture. Their answers are short — but you're trying to tell if that's nerves or a brush-off.
- 9The opener that floppedAll-access
Waiting for a delayed train, you tried an opener on the person next to you — a joke about the transit gods. It landed with a blank half-smile and nothing else.
+ 105 more moments in Conversation Skills
Guides for Conversation Skills moments
Short guides for the moments people search for most, each with a free scene to practice.
- How to be a good conversationalistAsk better follow-ups, listen well and get through awkward pauses.
- Things to talk aboutTopics that work when your mind goes blank.
- How to keep a conversation goingTurn short answers into a real back-and-forth.
- I don’t know what to sayWhat to say when your mind goes blank or the news is big.
- How to break awkward silenceWhen to fill a pause, and when to let it sit.
- Awkward conversationsMisfired goodbyes, spinach in teeth, and other weird moments.
- Changing the subjectSwitch topics smoothly — or ask to stay on one.
- What to say when conversation diesBring a dead conversation back to life.
- How to start an interesting conversationSkip the rehearsed answers and get to a real one.
- Open ended questions examplesQuestions that get people talking instead of nodding.
- Deep questions to askGo past small talk with friends, dates and family.
- How to be engagingPull people in, from a group chat to a tired room.
- How to be funnyEveryday humor that warms the room instead of stealing it.
- How to connect with peopleSmall moments that turn acquaintances into your people.
- How to improve listening skillsListen to understand, not to reply.
- How to stop interrupting peopleBreak the habit of talking over people you like.
- How to stop talking so muchSay the headline, notice the signs and leave room.
- One sided conversationWhen you’re doing all the asking — or all the talking.
- How to be more articulateSay what you mean clearly, even when you’re nervous.
- Intellectual conversationDebate big ideas without it turning into a fight.
- What to say when someone brings up politicsStay kind when the table turns political.
7 scenes and 4 core skills — practice them all
1,100+ real moments to practice, from your first hello to the hardest talk.
New PeopleOpeners, small talk, reading if they want to keep going, making new friends.
How to start a conversation →
RelationshipsNeeds, comfort, fights, a partner who’s gone quiet, apologies, big decisions.
How to communicate better with your partner →
Work & CareerMeetings, feedback, being overlooked, asking for a raise, networking.
Communication in the workplace →New moments added all the time — and you can send in one of your own.
Conversation SkillsKeeping it going, listening, awkward silences, being interesting.
How to be a good conversationalist →Free to start. Worth keeping.
- ✓ The first 3 moments in every scene and skill
- ✓ 5 AI coach replies a day
- ✓ Everything in Warm-up, plus:
- ✓ Every moment in all 11 scenes and skills
- ✓ Every new moment we add
- ✓ AI coach on every round — up to 100 a day
- ✓ Everything in Warm-up, plus:
- ✓ Every moment in all 11 scenes and skills
- ✓ Every new moment we add
- ✓ AI coach on every round — up to 100 a day
- ✓ Save ~50% — about $90 a year vs monthly

The best way to communicate better.
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Dating
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