How to start and end a conversation (without being awkward)
Ever been in that moment where you want to start a conversation, but your brain suddenly forgets how to be human? We’ve all been there! In this episode of Adulting 101, I’m sharing practical, real-life tips to help you start, sustain, and gracefully exit conversations without the awkwardness.
1. Say hi—it’s that simple.
We tend to overcomplicate conversation starters, but most of the time, all you need is a smile and a simple “Hi” or “Hello.” It may feel small, but that’s how doors open. Many deep friendships start with the simplest greetings.
2. Remember their name
Names are powerful—they make people feel seen and valued. If you forget, don’t panic or fake it. Just say, “Sorry, can you remind me of your name again?” That honesty builds trust more than pretending you know.
3. Look for shared interests
Shared interests are the best bridges. Movies, music, faith, hobbies, sports—these are natural entry points into deeper conversations. Once you discover what lights them up, you won’t run out of things to talk about.
4. Listen more than you talk
The best conversationalists aren’t the ones who talk the most, but those who listen well. People want to feel heard and understood, not just talked at. Instead of planning your next reply, focus on their words, tone, and even their body language. Listening creates trust and opens the door to real connection.
“You have two ears and one mouth for a reason. Sometimes people just want to be listened to, and that’s already enough.
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5. Ask open-ended questions
Yes/no questions stop conversations in their tracks. Instead, ask questions that invite stories: “What inspired you to do that?” or “What’s been the highlight of your week?” These kinds of questions give people room to share and keep the dialogue flowing.
6. Ask for help or advice
Asking someone for their opinion, recommendation, or expertise makes them feel valued. Whether it’s asking about books, restaurants, or life advice, you’re signaling that their input matters which deepens the relationship.
7. Skip the sarcasm and crude jokes
Humor is great, but sarcasm or offensive jokes can backfire quickly. Not everyone shares the same sense of humor, and what’s funny to you might feel uncomfortable to someone else. Instead, lean on kindness, positivity, and genuine curiosity.
8. Exit conversations with grace
Conversations don’t have to drag on. If you feel it’s time to move on, wrap it up with warmth: “It was really nice talking with you. I’ll see you around!” That way, you leave the door open for future conversations without making it awkward.
“At the end of the day, conversations are about connection and not perfection. When you show up with kindness, humility, and curiosity, people will feel it.”