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How to Tell Anyone Anything: Breakthrough Techniques for Handling Difficult Conversations at Work


Sometimes it?s hard to keep our communication with coworkers positive. Whether it?s with a boss, someone we manage, or a peer, bringing up and resolving awkward and challeng?ing situations is never easy?and it?s potentially explosive! But interactions that might otherwise become verbal tugs-of-war can easily be transformed from stressful moments of criticism to collaborative, problem-solving exchanges?just by using the right technique.

How to Tell Anyone Anything gives you a ...

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How to Tell Anyone Anything: Breakthrough Techniques for Handling Difficult Conversations at Work

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Sometimes it’s hard to keep our communication with coworkers positive. Whether it’s with a boss, someone we manage, or a peer, bringing up and resolving awkward and challeng­ing situations is never easy—and it’s potentially explosive! But interactions that might otherwise become verbal tugs-of-war can easily be transformed from stressful moments of criticism to collaborative, problem-solving exchanges…just by using the right technique.

How to Tell Anyone Anything gives you a unique method for delivering constructive, positive messages that will create real changes in behavior and performance. Drawing from the latest in psychology on how best to connect with others, this book shows you step by step how to get your message across successfully while keeping feelings and relationships intact. Complete with helpful examples, How to Tell Anyone Anything reveals the painless new approach to communication we can all use to make our most challenging conversations both productive and stress-free.

Advance Praise for How to Tell Anyone Anything

“Gallagher’s remarkable, easy-to-use approach will teach you how to handle your most difficult workplace conversations, and even help turn some of your most challenging employees into valuable contributors. This book’s sound psychological concepts—and Rich’s gentle humor—will change the way you talk to people!”

— Jennifer J. Halpern, Ph.D., LMSW, CEO of The Decision Specialist;

and coauthor of Debating Rationality

“A wide chasm separates those who avoid difficult conversations and those who can effectively handle them. Rich Gallagher draws on years of experience and research to give a simple, highly readable yet effective set of steps to help you get from ‘here’ to ‘there.’”

— Phil Verghis, President, The Verghis Group, Inc.;

and author of The Ultimate Customer Support Executive

“Richard Gallagher nails it! How to Tell Anyone Anything is loaded with simple, systematic tools that will empower you to…well, ‘tell anyone anything!’ Transform your communication skills with this easy, powerful read.”

— Patty Kreamer, CPO®, Founder,;

and author of …But I Might Need It Someday!

Richard S. Gallagher is a popular corporate trainer and public speaker who specializes in the mechanics of workplace culture and communication. He is the author of several books including Great Customer Connections and What to Say to a Porcupine. He lives in Ithaca, New York.

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Editorial Reviews

From the Publisher

"Managers would benefits most from 'How to Tell Anyone Anything,' but anyone with someting difficult to convey to a coworker could glean useful information from Gallagher's book." --Houston Business Journal

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Product Details

  • ISBN-13: 9780814410158
  • Publisher: AMACOM
  • Publication date: 6/3/2009
  • Pages: 240
  • Sales rank: 703,104
  • Product dimensions: 5.90 (w) x 8.90 (h) x 0.60 (d)

Meet the Author

Richard S. Gallagher (Ithaca, NY) is a popular corporate trainer and public speaker who specializes in the mechanics of workplace culture and communication. He is the author of several books including Great Customer Connections (978-0-8144-7308-5) and What to Say to a Porcupine (978-0-8144-1055-4).

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Read an Excerpt


A New Way of Looking at Dialogue

“I can’t deal with him anymore!”

This pained outburst, spoken sharply into a cell phone, rose above the

din of a crowded Wednesday afternoon at Chicago’s O’Hare Airport, as a

well-dressed man wheeled his luggage behind me. Later that same afternoon,

settling into my seat at the United Airlines Red Carpet Club, I overheard more

cell phone conversations from more successful-looking people with business

suits and briefcases—things like:

“She may be the boss, but she doesn’t know how to get along with


“Everyone knows that he just isn’t working out, but no one has the guts

to tell him,”

“I got so fed up with that man that I walked out of a project with him

and got fired!”

These people all have one thing in common: they don’t know how to positively

influence the behavior of other people. They struggle with how to talk with their

employees, their bosses, and their peers about difficult subjects—or perhaps they

have tried airing their grievances and gotten nowhere—so instead, they gripe to

others and feel powerless. They don’t realize that the right kind of honest and

authentic communication, delivered in a nonthreatening way, could actually

change many of these situations for the better. And if this group of elite frequent

flyers among America’s best and brightest feel stuck in situations like these,

where does that leave the rest of us?

Situations like these lie at the heart and soul of our ability to engage in dialogue,

a term the dictionary defines broadly as “an exchange of ideas and opinions”

and more specifically as “a discussion between representatives of parties

to a conflict that is aimed at resolution.” In the ideal, dialogue serves as a mechanism

to make things right. But in our own experience, it too often has the opposite

effect. When we ask people to improve their performance, treat others

differently, or even shower more often, the result is frequently anger and resentment—

and far too often, nothing changing. So does this mean we are forever

doomed to choose between getting people riled up, or swallowing our pride and

accepting the status quo?

In a word: No!

This book presents what, for most people, is a very new and different approach

to having difficult conversations in the workplace—one that is remarkably

effective in actually getting people to listen to you, negotiate with you, and

ultimately make positive changes in their behavior. This approach is easy to

learn and put into practice, and is grounded in broader trends that are now

changing the way we apply psychology to human situations. Above all, it is designed

seemingly to achieve the impossible: to make these conversations painless

on both sides of the discussion.

So, is there a catch to this win-win situation? Yes, just one. It will require

you to change the way you view and respond to people—and at times, say things

that are precisely the opposite of what you might have said in the past. But once

you experience the results of this new approach to communicating with people,

I’m betting that you’ll never go back to the old way again. This new, painless approach

to dialogue will not only help give you power in situations where most

people feel powerless, it will fundamentally change the way you relate to other

people in all areas of your life—because the techniques will work just as well

with personal as with business contacts.

To give you a taste of where we are heading, let’s jump right in with a realworld

example that is all too common in many workplaces:

Now, what would you say to your employee Marcia after hearing this? Let

me guess. If you are like most people, I suspect it would fall into one of three


1. You would have some choice words for Marcia that you probably

wouldn’t say in church.

2. You would gravely intone about your company’s service standards,

how Marcia’s behavior doesn’t meet these standards, and how she

needs to improve.

3. You would try to avoid a confrontation by dodging the subject entirely,

but make a mental note of it for her next performance review.

Next question: how do you think Marcia will react to any of these approaches?

Will she express joy and thankfulness at being shown how to do her job better?

Will she enthusiastically commit to meeting standards of excellent customer

service in the future? In fact, is she likely to make any positive long-term

changes at all, particularly the next time you’re out of earshot?

I didn’t think so—and that’s where this book comes in. Whenever I’ve been

in situations like these (and as someone who spent much of his career managing

call center operations, trust me, I have), here is how I have handled them,

using the approach that forms the basis of this book:

Service with a Slam!

You are the manager of a telephone customer service center, and

once in a while you like to walk the floor and hear what people on

your team are saying to customers. Today, as you approach Marcia’s

cubicle, you can hear what she is saying from 20 feet away:

“This is the fourth time I’ve tried to explain this to you, and all you

do is keep asking more stupid questions! I’ve already spent way to

much time trying to help you with this problem. You need to go find

someone who knows what they are talking about. Goodbye!” As you

walk by, you can hear her slam the receiver down and sigh deeply.

• I would come to Marcia with a smile on my face, observe that this

customer was getting under her skin, and ask her to tell me about it.

• As she responds to me, I would acknowledge and validate everything

that she says. (“You’re right. Customers who don’t read the manual

and take up your time are really frustrating. I hate being in situations

like that too.”)

• Next, I would offer to help make this situation better in a way that

benefits her. (“Would you like to learn how I handle situations like


• Finally, I would role-play better ways to handle the situation with her,

and have fun with it. (“Marcia, here is a way to tell someone they are

stupid without ever using the word ‘stupid’ in the sentence: talk about

what happened when you made the same mistakes.”)

What you are seeing here are the mechanics of a totally new way of having a difficult

conversation—a positive, criticism-free process that never puts the listener

on the defensive, even in difficult or sensitive situations. The results of this approach?

Consistently, over and over, I’ve watched people with so-called “bad attitudes”

blossom into top-rated employees, some of whom even garnered awards

and leadership roles.

But for some of you reading this, I believe that I can read your mind right

now. “Oh, come on, you’re just being nice to a rude employee. You aren’t holding

her accountable. She isn’t experiencing any consequences for her behavior!”

If you work with people in the real world, these all sound like legitimate

concerns—so let’s look critically at each of them:

“You’re just being nice to a rude employee.” Actually, what you are seeing

here is a very formal, scripted process that has nothing to do with my attitude.

It is, in fact, a thoughtfully planned and composed performance.

More important, this isn’t something that I or anyone else just made up

off the top of our heads, but rather a process based on very specific principles

of human behavior. As you read through this book, you will learn

exactly what I said at each step of this process, and why I am saying it.

“You aren’t holding her accountable.” Actually, if you read this carefully,

I am holding her very much accountable: I am coaching her. And I will

keep coaching her, again and again if needed, until her performance

meets my expectations. What I think you really mean to say is that I am

not criticizing her, and on that point you are precisely correct.

Listen carefully. I have never accepted people giving less than their very

best at their jobs, and I have the management track record to prove it, including

creating near-perfect customer satisfaction ratings, near-zero external

turnover, and high growth. Anyone who has worked for me for

more than ten minutes knows that I have extremely high expectations

for how people treat our customers, our organization, and each other.

And at the end of the day, I use a painless approach to communications

skills for a very selfish reason: it gets me much more of the behavior that

I want in situations like these.

“She isn’t experiencing any consequences for her behavior.” What you are

really saying is that she isn’t experiencing any punishment for her behavior.

Again, you are correct. I am 100% focused on changing how she responds

to customers in the future, rather than making her feel bad about

how she responded to them in the past.

One of the things you will learn as you work your way through this book is

that while our natural reaction is often to lash out at people who disappoint us,

criticism and punishment are almost always the least effective way to change

performance. If you want things like sullen compliance, resentment, turnover,

and sabotage, negative feedback will certainly get you there. But I want something

much better for you: I want you to be able to help people grow and



Picture an important peer in your life: perhaps your spouse or partner, a good

friend, or one of your co-workers. Now, I have a question for you: have you ever

tried to change his or her behavior? When I ask this question to audiences at my

training programs, nearly every hand goes up (including mine). But then when

I ask another equally simple question—did it work?—suddenly no one’s hand

is raised.

The reason for this is that most of us naturally practice “deficit-based”

communications, where we point out another person’s faults and try to correct

them. Deficit-based feedback is simple and logical—and almost never works.

Why? Because human beings are inherently programmed to fight back against

criticism, no matter how “right” it is.

But there is a new approach in psychology—it’s called a strength-based

approach—that will dramatically change your ability to influence people in any

situation. It isn’t a gimmick, nor is it a random assortment of verbal techniques

that you will need to memorize and pull out on command. Instead, it is a proven

approach that is based on one simple but powerful idea:

Always speak to the other person’s strengths and interests—even in difficult


It is the key to effective, painless communication on any subject. Sounds

simple enough, right? So why isn’t everyone practicing strength-based communication

already? The problem is, when we go into the real world and run headon

into challenging situations, strength-based feedback is the last thing on earth

we want to do. Here is why:

• When an employee is late again, the last thing you want to do is

“understand” it.

• When you feel someone is dead wrong, the last thing you want to do

is explore the benefits of her approach.

• When someone is rude and abrasive, the last thing we want to ask is

what frustrates him.

But that last thing you want to do is exactly what will keep another person in

dialogue, and more often than not, change their behavior. Here is why:

• When you acknowledge the feelings and frustrations of the late employee,

you can much more effectively coach him—or even discipline


• When another person feels you understand the benefits of her approach,

it becomes much easier for them to listen to your concerns.

• When you connect with another person’s frustrations, it opens the

door to showing him more productive ways to handle them.

Using numerous real-life examples, this book will show you how to fundamentally

change your ability to influence other people’s behavior, using a simple

process that creates honest, authentic dialogue that benefits everyone concerned.

As I mentioned before, these powerful new communication skills have their roots

in psychology; if you are interested in learning more about the psychological underpinnings

of these techniques, read Appendix B. Meanwhile, let’s start by looking

in detail at why difficult conversations are so hard for most of us.

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Table of Contents



Introduction: A New Way of Looking at Dialogue

Section I: The Basics

Chapter 1. Why We Stink at Difficult Conversations—

And How We Can Change

Chapter 2. How to Have Painless Conversations: The CANDID Approach

Section II: The CANDID Approach in Detail

Chapter 3. Compartmentalize Your Message: The Neutral Zone

Chapter 4. Ask Questions: From Furious to Curious

Chapter 5. Normalize: It’s OK, Really

Chapter 6. Discuss the Issue: Just the Facts

Chapter 7. Incentivize: It’s All About Them

Chapter 8. Disengage from the Discussion: Making a Good

Last Impression

Section III. The Advanced Course

Chapter 9. Reframing: Making Difficult Messages Painless

Chapter 10. Managing the Dialogue: Response and Counter-Response

Chapter 11. You Don’t Say: Phrases to Avoid

Chapter 12. How to Receive Feedback

Section IV. Putting It into Practice

Chapter 13. Case Studies: Creating Painless Discussions in Real Life

Chapter 14. Troubleshooting the Mechanics

Epilogue: Summing It All Up 189

Appendix A: The Painless Conversation Worksheet

Appendix B: Strength-Based Psychology:

The Basis of Painless Communication


About the Author

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