July 2, 2026

The One Conversation You’re Avoiding Is Keeping You Stuck

The One Conversation You’re Avoiding Is Keeping You Stuck
The One Conversation You’re Avoiding Is Keeping You Stuck
Loud & Lifted
The One Conversation You’re Avoiding Is Keeping You Stuck
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Sometimes we’re not stuck on the decision. We’re avoiding the conversation that comes after it.

In this Quick Lift, Betsy breaks down one of the biggest takeaways from her conversation with Kasey D’Amato: the hard conversation sitting underneath the big decision.

You’ll learn how to name the real issue, use Kasey’s head-heart-gut framework to get clear, recognize when busyness is actually avoidance, and prepare to have the conversation without over-explaining, over-apologizing, or trying to manage everyone else’s reaction.

The conversation may not get easier while you wait. But clarity usually starts when you finally stop working around it.

Links

Full episode

Kasey D'Amato

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Welcome to Loud and Lifted Quick Lift. I'm Betsy

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Hamm, and this is where we take the key takeaways

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from a full episode and turn it into something

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you can actually use this week. Today, we're

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pulling from a conversation with Casey D 'Amato

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about big decisions, emotional intelligence,

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outside pressure, and finding clarity when everything

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else feels loud. And there was one idea from

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that conversation that has stayed with me. Sometimes

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we're not stuck on the decision. We're avoiding

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the conversations that come after it. Annoying,

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right? Because we tell ourselves we need more

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information, more time, another meeting, a better

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plan, maybe one more spreadsheet, although personally,

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it's never the spreadsheet. But a lot of time,

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we already know the answer. We know the role

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is no longer working. We know the partnership

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has run its course. We know someone is not meeting

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our expectations, and we know that the workload

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is unsustainable. The decision may be uncomfortable,

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but it's not actually unclear. What feels unclear

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is everything that comes next. What will they

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say? Will they be angry, disappointed? Will they

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think I'm selfish, difficult, disloyal? Will

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they make it a whole thing? I mean, you know

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the type. So instead of having that conversation,

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we try to solve around it. We add another process,

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move responsibilities around. take on more ourselves,

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give one more chance without clearly saying it's

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the last chance. We wait for the perfect moment,

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which oddly enough never appears on the calendar.

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And this is where avoidance gets tricky because

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it can look a lot like leadership. We're working,

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we're problem solving, trying to protect the

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team, being thoughtful or patient. But are we

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leading the issue forward or are we just making

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ourselves busier so we don't have to deal with

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the part that feels so personal? I have done

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this. I have told myself I was waiting for more

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clarity. Deep down, what I was waiting for was

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the conversation to somehow become less uncomfortable.

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It never does, by the way. So let's make this

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practical. Four steps to get out of the loop

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and move toward the conversation you already

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know you need to have. Number one, name the conversation.

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Before you solve anything, name the conversation

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you're avoiding. Who is the person and what do

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you actually need to say? not the soft inversion,

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not the opening paragraph you're writing in your

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head to prove you're still a good person, and

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not the 12 supporting details you plan to use

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so there's absolutely no chance they can disagree

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with you. What is the truth in one sentence?

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Maybe it's the partnership is no longer working,

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or your performance is not meeting the expectations

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of this role, or I made a decision that you may

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not agree with. The one sentence matters because

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we often make the conversation harder. by trying

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to make the truth impossible to feel. We add

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so much context and apology and explanation that

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the other person cannot tell what we're actually

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saying. Is this feedback, a warning, a request,

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a final decision? You know what I'm talking about.

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Clarity is not cruelty. You do not have to say

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everything in one sentence, but you should know

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the point of the conversation in one sentence.

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So action item, write down the person's name

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and the one sentence you have been avoiding.

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Do not write the speech yet, just write the truth.

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Step two, make sure you've made the decision.

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Sometimes we avoid the conversation because we're

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scared. Other times we avoid it because we genuinely

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have not made the decision yet. Those are not

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the same problems. This is where Casey's head,

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heart, and gut framework is so useful. It separates

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the different inputs instead of letting them

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all swirl together in one giant feeling of, I

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don't know. So let's start with your head. What

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does the data say? Look at the facts, the numbers,

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the performance, the pattern, the history. Is

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the situation improving? Have expectations been

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clear? Have you already provided support or feedback

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along the way? Then look at the heart. Who is

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affected and what are you feeling? Who may be

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hurt? What relationship could change? Are you

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staying because of loyalty, guilt, fear, or maybe

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just responsibility? Or are you trying to protect

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someone from a feeling that they may need to

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experience? And then the gut. What do you know?

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Not what can you prove in a PowerPoint? Not what

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everybody else thinks you should do? When the

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noise quiets down, what do you already know?

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Casey's rule is that two of the three need to

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align and I love that because all three may never

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agree. Your head and gut may say it's time to

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leave while your heart is sad about what you're

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losing. The goal is not to eliminate every uncomfortable

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feeling. The goal is to understand whether the

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discomfort means the decision is wrong or simply

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that the decision has a cost. When I made my

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own career pivot, it was not because every part

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of me felt calm and certain. There was excitement,

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but there was also grief, fear, identity, and

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a lot of questions about what came next. A decision

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can be right and still feel heavy. Action item,

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create three columns, head, heart, gut. Answer

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each one separately. Then ask, where do two of

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the three align? Step three, notice what avoidance

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is costing you. Avoiding the conversation does

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not keep things neutral. It actually creates

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a cost. Maybe you keep doing work that belongs

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to someone else. Maybe your strongest team members

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are frustrated because an issue is not being

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addressed. Maybe you're losing sleep, replaying

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imaginary versions of the conversation. And maybe

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you're becoming resentful toward a person who

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does not even know they're the problem. And sometimes

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the person on the other side already knows something

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is off. They feel the tension. They notice the

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vague feedback. They just don't know what it

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means. Silence does not protect people. Sometimes

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it simply makes them anxious without giving them

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anything useful to respond to. This is also where

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busyness becomes a very convenient hiding place.

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We say, I have to take this on. I have to stay

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involved. I have to wait until things settle

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down. I have to get through this launch quarter

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busy season. But sometimes I have to really means

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I'm scared to say no. I'm scared to disappoint

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someone or look difficult or again have the conversation.

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Casey made the point that many things we describe

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as outside our control are actually choices we

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have continued making because of fear, expectation

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or other people's perceptions. This does not

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mean every responsibility magically disappears.

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It means we stop pretending we have no role in

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the pattern. Ask yourself, what am I continuing

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to do because it allows me to postpone the real

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issue? And what is the delay cost to me, the

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other person, and everyone around us? Action

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item here is name one cost of waiting, then identify

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one workaround or delay you can stop using as

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a cover. And step number four, prepare for the

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conversation, not every possible reaction. Now

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comes the part nobody enjoys. You have to have

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the conversation. But there's a difference between

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preparing and obsessing. Preparing means getting

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clear in your message. Obsessing means rehearsing

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every possible thing the other person could say

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and trying to build a response for all of it.

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That's impossible. Humans remain wildly committed

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to being unpredictable. Do not prepare alone.

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Call a mentor. Talk to a friend who's handled

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something similar. Ask a coach. Find the person

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who will help you get clearer and more direction,

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not the person who will help you avoid it for

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another three weeks. Before the conversation,

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manage your emotional state. Casey uses a two

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-minute rule. Give yourself a defined amount

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of time to feel angry, frustrated, hurt, overwhelmed,

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scared. It may literally be two minutes. It may

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be a day. The point is not to suppress the emotion.

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It's to keep the emotion from running the meeting.

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So get clear on four things. What is the decision

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or issue? What does the person need to understand?

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What happens next? And what is not up for debate?

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Then open directly. You might say, I want to

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be clear about why I asked to meet. I have decided

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X. Or I need to address something that is not

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working. I want to be clear about the change

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that needs to happen. Or even, this is difficult

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for me to say, but I do not want that difficulty

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to make me unclear. Then say the thing. You can

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provide context without burying the message.

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You can be compassionate without turning decision

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back into a group vote. You can listen without

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abandoning what you came to communicate. And

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here's the hardest part. They may not like it.

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They may be disappointed. They may disagree.

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They may need time. Your job is not to make sure

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they have no reaction. Your job is to communicate

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clearly, treat them fairly, and allow them their

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own time to respond. Emotional intelligence does

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not mean making sure nobody feels uncomfortable.

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It means recognizing your emotions, understanding

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theirs, and still staying grounded enough to

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communicate the truth. Action, write your opening

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two sentences, then put the meeting on the calendar

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before fear turns into another someday. That's

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the four -step process. Think about the one conversation

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sitting in the back of your mind right now. Name

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it. Run the decision through your head, heart

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and gut. Be honest about what the waiting is

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costing you. Prepare your opening, not every

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possible reaction, then set the meeting. Because

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the conversation is probably not going to become

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easier while you wait. And the goal is never

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to walk in without fear. The goal is to stop

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letting fear make the decision for you. There's

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a good chance the relief begins before the conversation

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is even over because you are no longer spending

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all of your energy carrying what has not been

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said. And trust me, I have one of these conversations

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sitting on my list too. So I'm not talking to

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you from the other side of perfect execution.

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I am right there with you. This week, find your

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conversation, write the sentence, set the meeting,

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and say what needs to be said. If you haven't

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listened to Casey's full episode, I strongly

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encourage you to do so. Until next time, stay

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loud and stay lifted.