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Home Financial Planning Personal Finance

How to Make Small Talk To Grow Your Career and Relationships

by TheAdviserMagazine
1 month ago
in Personal Finance
Reading Time: 10 mins read
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How to Make Small Talk To Grow Your Career and Relationships
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The easiest way to get better at small talk is to stop trying to impress people and start making them feel interesting. Use simple openers, ask thoughtful follow-up questions, and share just enough about yourself to keep the conversation moving.

Why Small Talk Skills Determine Your Success More Than You Think

Poor small talk skills quietly cost people promotions, relationships, and business opportunities every day;  unfortunately, most people never realize it. Even highly skilled professionals get passed over for leadership roles when they struggle to connect with colleagues, clients, or decision-makers in casual conversations.

The truth is, your ability to make others feel comfortable within the first few minutes of meeting them often determines whether they’ll want to work with you, hire you, or become friends with you. 

A real-life example of the power of social skills

I have a friend who’s an actress, and guys often fall for her after just one conversation. It’s not because she’s manipulating anyone or being fake. It’s because her social skills make people feel completely understood, bringing out the best in both herself and the people she’s talking to. 

The same concept applies in professional settings: People with strong social skills tend to get promoted faster, close more deals, and build stronger networks than equally qualified colleagues who struggle to connect socially.

How poor social skills quietly sabotage your future

A friend of mine runs a successful tech company and was considering acquiring a smaller business. The process was going smoothly until he spent an evening with the owner. After seeing the owner’s poor social skills and arrogant attitude, my friend walked away from the deal the very next day.

That entrepreneur will never know that his lack of social awareness cost him a seven-figure payday. And that’s the real danger: These invisible costs of missed opportunities can compound over the years, quietly shaping your career trajectory, relationships, and even overall life satisfaction in ways you’d never anticipate.

Why Many People Struggle With Small Talk (and How to Fix It)

Many smart people dismiss small talk as superficial and try to skip straight to deep, meaningful topics. The problem is, that approach often overwhelms others and makes conversations feel awkward and forced.

Perfectionists avoid small talk because they’re afraid of saying something awkward or boring. But the less they practice, the harder conversations get. Introverts often assume they need to act extroverted to succeed, when in reality the best conversationalists are skilled listeners who ask thoughtful questions. (If that sounds like you, feel free to check out my guide: Introverts: Improve Your Conversational Skills In 5 Easy Steps.)

Finally, some people think small talk means being entertaining every second. But the truth is, the best conversationalists make the other person feel interesting and avoid focusing only on themselves.

7 Small Talk Tips That Actually Work in Real Conversations

Here are some practical tips you can use right away to get better at small talk.

Start with simple openers that work in any situation

When starting a conversation with someone you just met, use easy, proven conversation starters like “Hi, how’s your morning going?” or “Hi, I don’t think we’ve met—I’m [your name].”

These openers may seem cliché, but they work well because they’re commonplace and non-threatening, giving the other person an easy way to respond without feeling pressured. Avoid trying to be clever or unique with your opening lines. That often backfires, leaving people feeling confused or obligated to match your energy.

Remember, the goal of your opener is just to start the interaction, not to impress anyone with your creativity or humor. 

For more on this, check out my in-depth guide on the 3 Proven Systems to Help You Talk to People.  

Ask follow-up questions that show genuine interest

When you’re talking to someone who seems a little reserved, try asking specific questions that give them space to share more.

For example, instead of “How are you?”—which usually gets a generic “fine” answer—ask, “What’s been the highlight of your day so far?” Or swap “Did you have a good weekend?” for “What did you do this weekend that you enjoyed most?” These small changes encourage richer, more detailed answers.

A simple trick: Use “what” questions instead of “Do you” questions. “What” invites explanation, while yes/no questions can shut down the conversation.

And always listen for details in their answers that you can build on. If they mention trying a new restaurant, you might ask, “What kind of food was it?” The goal is to show you genuinely care about their answers, not just fill the silence or wait for your turn to talk.

Share personal details that give people conversation hooks

When someone asks how you are, skip the one-word answers like “good” or “busy.” Those don’t give the other person anything to respond to.

Instead, try something like, “Good. I’m planning a trip to Portland next month and researching the best coffee shops to visit.” Now they have multiple conversation paths: they can ask about your travel plans, share their own Portland experiences, or talk about coffee.

Specific details such as locations, activities, or preferences make it much easier for someone to keep the conversation going. If you find it uncomfortable to share, or if it doesn’t come naturally to you, my article 7 Steps to Overcome Your Shyness might be helpful.

Practice in low-pressure environments to build confidence

Start by practicing with service workers—think baristas, cashiers, and servers. They’re paid to be friendly, the conversations are naturally short, and there’s little at stake.

For example, you can ask a barista, “What’s your favorite drink to make?” or “What is the most unusual order you have gotten this week?” With checkout clerks, you might comment on a product or ask, “Do you get an employee discount on everything here?”

These quick interactions help you practice conversational skills without the pressure of long discussions or ongoing relationships. 

Find common ground to deepen connections

Listen for shared interests, experiences, or opinions you can explore during the conversation.

When someone mentions traveling, hobbies, work challenges, or entertainment preferences, look for a connection to your own experiences. Then share something related, such as “I’ve been wanting to try that restaurant too” or “I had a similar experience when I visited that city.”

You can also ask questions that uncover more mutual ground, like “How did you get interested in that hobby?” or “What other shows do you recommend?” Once you find a shared topic, the conversation will flow much more naturally.

Read the room and adapt your approach

Pay attention to social cues like body language, tone of voice, and response length to gauge the other person’s interest.

Some people prefer deeper conversations and respond well when you skip the usual small talk and ask more thoughtful questions. Others are naturally chatty and will carry most of the conversation if you provide occasional encouragement and follow-ups. To be a good conversationalist, it’s crucial to match their energy instead of forcing your own conversation style in every interaction.

If you want to dive deeper into building likability in any setting, you might enjoy my story: How to Be Popular (My True Journey from Nerd to Netflix Host)

End conversations gracefully before they become awkward

Notice when the other person starts checking their phone, giving short answers, or looking around the room—these are subtle signs the conversation is winding down. When that happens, exit politely with phrases like “It was great talking with you” or “I should let you get back to your day.”

Do not push the conversation to continue if the other person seems distracted or uninterested, as this can leave a negative impression. Not every interaction needs to become a deep connection, and that’s completely acceptable. 

Word-for-Word Scripts You Can Use Today

If you’re ready to get better at starting conversations, here are some practical scripts you can use in a variety of common situations.

For coffee shops and casual encounters

These situations are perfect for practice because they happen frequently in everyday life. Just be sure to read the room—if the café is packed and hectic, it may not be the best time to start chatting.

“What’s good here?” followed by “No really, what do you get when no one is looking?“
“Have you ever purposely misspelled someone’s name on their cup because you didn’t like them?“
“What’s the craziest order you’ve gotten this week?“
“I have never seen anyone actually buy those tabloid magazines. Do you sell many of them?“

For work and professional settings

Professional small talk should strike a balance between polite and personal. Keep it light, but add just enough substance to build rapport with colleagues, clients, or event contacts.

“How’s your week been going so far?“
“Have you been working on any interesting projects lately?“
“How are you finding the work-from-home situation?” or “How is your commute treating you?“
“Have you been to one of these events before? What did you think of the presentation?“

For social gatherings and parties

These scripts make it easier to connect with new people at parties, networking events, or social functions where people are expected to mingle.

“How do you know [host name]?” followed by “How did you two meet?“
“Have you tried the [specific food/drink]? It’s really good.“
“What brings you to this event?” or “Are you from this area originally?“
“Did you hear about [current event or local news]? What do you think about it?“

Want more strategies for networking events like this? This article might be helpful: 33 Networking Tips: Non-Sleazy Advice That Actually Works.

For transitioning to deeper topics

Use these when someone shares something interesting and you want to move past surface-level conversation.

“That sounds interesting. Tell me more about that.“
“What was that experience like for you?“
“How did you get started with that?“
“What do you enjoy most about [their interest/job/hobby]?“

Why Small Talk Can’t Just Be Copy-and-Paste

Scripts give you a starting point and some ideas for how to open a conversation, but your success depends on reading people and adapting in the moment.

A great line delivered at the wrong time will fall flat, while a simple one used at the right moment can spark a real connection. Sometimes people give short answers, avoid eye contact, or skip follow-up questions because they just don’t feel like talking. Other times, they’re stressed, distracted, or simply prefer to be left alone. None of that reflects on your skills.

Think of scripts as tools. They make starting easier, but it’s your judgment that keeps the conversation alive.

How to read social signals in real time

Pay attention to body language: Crossed arms, glancing at a phone, or scanning the room usually means the other person is ready to move on.

Notice response patterns too. If someone gives one-word answers and never asks you anything back, it’s a clear signal they don’t want to continue the conversation. Don’t feel dejected; there are countless reasons someone might not be up for talking, and most of them have nothing to do with you.

Instead of pushing, gracefully wrap things up and move on. The goal isn’t to “win” every interaction, but to connect with the people who are actually open to it.

Adapting your energy to match theirs

Matching someone’s energy helps you avoid awkward conversational imbalance. If the person you’re talking to is quiet and thoughtful, skip the rapid-fire questions and slow down. If they’re animated and bouncing between topics, you can be more lively and keep up with their pace.

Remember, some people genuinely enjoy small talk, while others see it as a quick warm-up before moving into deeper conversations. Either way, your ability to adapt is what makes you a great conversationalist.

At its core, small talk isn’t just about filling silence. It’s about creating tiny moments of connection that can grow into friendships, partnerships, or unexpected opportunities. You never know which casual chat will lead to a job referral, a new client, or even a lifelong friend. Even when nothing big comes from it, those conversations help you feel more connected to the people around you and make daily life a little more colorful.



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