How to get a juicy conversation (2024)

When working with senior executives, one of the most common requests I get is to help create “juicy conversations.” What they mean by “juicy” is deep, probing, uncomfortable, novel, productive conversations that go beyond the normal safe, boring talk that consumes most meetings. Upon observation, I’ve realized that these leaders aren’t getting juicy conversations because of their own behavior. So, if you’re serious about fostering juicy conversations, here’s what you need to do (and not do).

Stop Doing This…

There are a few things you’re probably doing that are stifling good discussion. Here’s the list of things you really need to stop doing.

Stop starting the meeting by saying, “let’s have a really juicy conversation today.” Somehow that introduction sets everyone on edge and inhibits, rather than encourages the kind of openness that contributes to good conversation. Everyone just looks around nervously wondering just what’s going to be unearthed.

Stop talking. Guess what? You can’t have a juicy conversation with yourself. You should be talking infrequently. When you do talk, keep it short. A long-winded monologue from the boss is likely to shut everyone down, if not put them to sleep. Zip it or clip it.

Stop providing the answers. There’s no reason to have a juicy conversation about an issue where you’ve already figured out the solution. If you repeatedly jump in with the answer to your own questions, your team will learn to wait for the answer key. Who can blame them? No one wants to go out on a limb only to be contradicted five seconds later by the boss.

Stop showing frustration. Most leaders I know want juicy conversations that get to the heart of under-performance. But under-performance is personal and scary and uncomfortable. It’s going to require team members to talk publicly about what they did poorly or what they could be doing better. If your response to their vulnerability is frustration, anger, or hostility, even the brave will retreat.

Start Doing This…

There are new approaches to try in an effort to engage your team in richer, more thoughtful discussion.

Start introducing important discussions with a request that the team think differently about an issue. “We’ve been getting 3% growth each year for the past three years. If we wanted to get 15% growth, how would we need to think differently?” Alternatively, choose a stakeholder and re-examine an issue from their perspective, “What if we were to completely rethink this process through the eyes of our distributors?” You’ll generate more ideas by asking the team to “think differently” than asking them to “think better.”

Start engaging the quieter voices in the room. Use a simple facilitation technique like going around the table, passing a pen to the person who will speak next, or setting a timer on each comment to dampen the loud voices and amplify the quiet ones. Draw quieter folks into the conversation with non-threatening questions such as “what haven’t we thought about yet?” Changing who contributes will change the tenor of the conversation.

Start asking really juicy questions. Use provocative questions that stop people in their tracks and cause themto reflect. You’ll know that you’ve struck gold when your question is met with a full minute of silence. (Remember not to jump in with the answers!) You might have to wait them out, but it’s worth it. You could say something like, “I want each member of the team to share one way that you are slowing our speed to market,” or “Name your one greatest concern about launching this new project,“Tell us one thing that you’ve been thinking but haven’t said out loud.”

Start a juicy conversation by letting people talk in pairs or groups of three. That way, they’ll be able to test out their ideas in a safer setting. If the sub-group agrees, at least one member will likely have the courage to raise the issue to the whole team. If it’s a really radioactive topic, let the subgroups write their comments on a slip of paper and read them aloud.

Start modeling the behavior you’re looking for. If you think the team is in a rut, share one thing you’re doing that you think is contributing to the problem. Show that you’re willing to take accountability for your part of the problem and the solution.

Start reacting positively to even the most uncomfortable comments. If you’re trying to dial up the intensity of the conversation, what you say and what you do need to reinforce refreshingly radical statements, regardless of whether you like what they are saying or not. Say something like, “Wow! That is a bold statement, we have never thought about it that way before. That’s exactly what I was looking for today!” If the person’s comment is hard for you to hear, it’s especially important to comment. “Yikes, I guess I asked for that. I’m sure that was difficult for you to say, so I appreciate it.”

If every meeting was filled with juicy conversations, we’d all be too drained to act on the insights. But occasionally, you need to get a little deeper into an issue, a little more open to new ways of thinking, a little lesscomfortable. On those occasions, make sure you have lots of time and then open things up. Ask big, thought provoking questions and then wait it out. Be patient and don’t give up.

Further Reading

How to foster more open and honest debate

Planning an offsite? Things you need to consider

Extrovert vs. egomaniac: Are you too much for your team?

Be a more effective devil’s advocate

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How to get a juicy conversation (2024)

FAQs

How to get a juicy conversation? ›

One of my favorite context cues is asking about whatever someone is holding or doing. Ask them about their wine. Ask them if they like the artwork they are looking at. Ask them if the food is good.

How do you start a juicy conversation? ›

One of my favorite context cues is asking about whatever someone is holding or doing. Ask them about their wine. Ask them if they like the artwork they are looking at. Ask them if the food is good.

What are some deep juicy Questions? ›

Hard questions to ask friends
  • What is the relationship with your parents like?
  • What is your worst memory?
  • What fears do you experience?
  • What do you find most challenging in your life right now?
  • What is something that not many people know about you?
  • What prevents you from sharing that part of yourself?

What are juicy conversations? ›

When working with senior executives, one of the most common requests I get is to help create “juicy conversations.” What they mean by “juicy” is deep, probing, uncomfortable, novel, productive conversations that go beyond the normal safe, boring talk that consumes most meetings.

What are 21 juicy questions? ›

Best juicy questions
  • Where is your favourite place to be kissed?
  • And where is your favourite place to kiss someone?
  • Have you ever sent a nude photograph?
  • Have you ever received a nude photograph from someone else?
  • What attracts you to someone else?
  • What do you wear to bed?
  • Have you ever had a sexy dream about someone?
Dec 15, 2023

How to do flirty small talk? ›

Flirty Conversation Starters to Help Break the Ice
  1. Give a compliment on their appearance. What you mean: I want to see you naked. ...
  2. Ask if they're attached. ...
  3. Say you've been thinking about them. ...
  4. Mention things you could do together. ...
  5. Talk about dating and being single. ...
  6. Offer to be their date.
May 4, 2019

What are some flirty 21 questions? ›

If you're playing with your crush or on a first date, consider these flirty questions your go-to.
  • Do you believe in love at first sight?
  • What was your first kiss like?
  • What was your best kiss like?
  • What was your first impression of me?
  • What's your idea of a perfect date?
May 5, 2021

What are juicy questions for girls? ›

Dirty Questions to Ask Your Girlfriend
  • What makes you feel sexy?
  • Do you like PDA?
  • Do you feel satisfied in the bedroom?
  • What fantasies have you never told me about?
  • Is there anything non-sexual I do that turns you on?
  • Do you like when I wear lingerie?
  • Do you want to be gifted lingerie?
Apr 10, 2024

How to flirt in a conversation? ›

Ask questions related to their interests

Showing genuine interest in the other person is a great way to start a flirty conversation. Ask them about their hobbies, favorite social activities, music, or their weekend plans. Make it fun, “Now you've got me craving sushi!

How to heat up a girl on chat? ›

Ask her a good question.

Ask her something that will give her a chance to give a long answer, like "So tell me about what you did today," or "What exciting things do you have planned for the weekend?" This will get her talking and will show her that you care.

How to spice up chat with a guy? ›

Topics to break the ice with a guy
  1. Talk about what he's doing. ...
  2. Tell him a story. ...
  3. Compliment him. ...
  4. Talk about his name. ...
  5. Discuss his career. ...
  6. Ask about his hobbies. ...
  7. Talk about movies and TV. ...
  8. Have a conversation about music.
May 1, 2024

What are some flirty topics to talk about? ›

Flirty Questions to Ask Your Crush
  • What's your idea of the perfect morning with someone you like?
  • Is there a song that reminds you of someone you're interested in?
  • What's the most romantic movie you've ever seen?
  • If we were at a movie, would you put your arm around me?
7 days ago

What's the deepest question to ask a girl? ›

Deep Questions to Ask your Girlfriend
  • Who is your role model and why?
  • What's the worst decision you've ever made?
  • What makes you the happiest version of yourself?
  • What do you want your future to look like?
  • How do you define success?
  • Does the idea of getting older scare you?
  • What was your childhood like?
May 9, 2023

How do you fix a dry conversation? ›

If the conversation has stalled, try dropping in something you've always liked about them. Even a casual compliment might encourage them to open up to you a little more. For instance, you might share something you really appreciate about them by saying something like, "You always make me feel better when I'm down.

How do you start a conversation not dry? ›

Try these conversation starters to talk to absolutely anybody:
  1. Skip the small talk. ...
  2. Ask for their opinion. ...
  3. Ask for their advice or recommendations. ...
  4. Ask them a question — that's easy to answer. ...
  5. Comment on the environment. ...
  6. Ask for an update. ...
  7. Ask open-ended questions whenever possible. ...
  8. Ask a hypothetical question.
Oct 27, 2014

How do you start a juicy conversation with a boy? ›

Our list of icebreakers may help the next time you speak to a male that you're interested in.
  1. Talk about what he's doing. ...
  2. Tell him a story. ...
  3. Compliment him. ...
  4. Talk about his name. ...
  5. Discuss his career. ...
  6. Ask about his hobbies. ...
  7. Talk about movies and TV. ...
  8. Have a conversation about music.
May 1, 2024

What do you say when a conversation is dry? ›

What's something you're looking forward to today?” It sounds simple, but starting off your dry texter's day with this question is a win-win: you might help them get into a positive headspace and look forward to their day, all the while kicking off the conversation and getting to know more about what makes them happy.

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