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If there isnt an obvious answer, you get uncomfortable and a little suspicious. If the purpose of the interjection isor at least
appears to beclear from the get go, we put our guard down.
If you just want to have a conversation, you dont need any kind of elaborate plan, but to break the ice its good to start off with
an objective the other person can easily understand. Where you go from there is up to you.
So how do you do that? There are a few good ways.
1. Do you share an obvious commonality?
Are you wearing the same pair of shoes? Have the same color car? Waiting for the same bus? This can be incredibly trivial. It
doesnt matter what it is and, in fact, the more meaningless it is, the easier it is to at least get a response that can open a
dialogue.
Obviously, this does come with a limit. I see were both wearing pants is unlikely to go far. Everyone wears pantswell,
almost everyoneand its unlikely to reveal anything else. The same pair of shoes, however, can say quite a lot. It says you
have a similar taste in fashion even if the shoes youre wearing arent that uncommon.
I see you have good taste in shoes. What are the odds? Pretty high I guess. Oh well. Im Tyler, whats your name?
2. Is there an elephant in the room?
This is the easiest way to start a conversation with just about anyone. If youre in a situation where everyone is thinking the
same thing, but no one is saying it, you can have a roaring conversation going in just a few seconds by stating the obvious.
A few years ago I was in line at the grocery store when the woman in font of me started making a scene about a coupon that
didnt get scanned properly. She was yelling and cursing and stomping; it was ridiculous. Her daughter ran and hid behind the
end of the check-out counter as if to say, Oh no, Moms at it again.
I turned around to a few other people in line and said, How embarrassed do you think that little girl is right now? Everyone
had something to say about that. That moment of conversation also gave us the courage to let the woman know it was time to
settle down and move on with life. I ended up standing in the parking lot for ten minutes sharing a laugh with one of the ladies
in line with me.
3. Can you get them to start the conversation?
If theres something obvious to be talked about, sometimes it can be fun to use your own body languagefacial expressions,
hand gestures, postureto encourage someone else to start talking. This is one of my favorite techniques to use when
negotiating. Of course, in most aspects of life, its better to just be direct. If you want to talk to someone, its your job to start.
This one takes some practice, and youll rarely get it on your first try, but the trick is to end the conversation during a natural
lull, just before the break in silence turns awkward. This is hard because both of you will be fighting to avoid it, and if you dont
have a good exit statement lined up, you might say something that extends it rather than ends it.
Keep in mind that, due to the sunk cost fallacy, the longer you stay in a conversation, the more youll feel obligated to keep it
going. This is why its important to pay attention early on and look for an out as soon as you lose excitement for the
conversation. Dont wait too long!
I meet a lot of new people, usually in captive settings where an appointment was made via email. For a situation like this, I
always try to make it clear that the meeting will be 1 hour and then I have another obligation (usually true). This way, no matter
how the meeting goes, theres a natural end to it. And if it went well, then we can schedule another one later on.
Being turned on and in social mode is fun for me, but I can only take it in limited quantities. When I organize an event, I
purposefully leave my calendar empty the next day because I know Ill need to rest and recover.
If Im working on a team, dont ask me to brainstormI wont come up with anything useful. But if you leave me alone to
think awhile, you might be surprised at what I accomplish.
If you want me to come out with you and your friends, invite me somewhere quiet where we can talk. I get value from my
relationships by getting to know you much more than just being around you.
And if youre an extrovert, dont assume theres no value in this for you. In the same way I can enjoy myself in a big group, you
may find you can also enjoy yourself all by yourself. There is great value in being alone. And handling it well is a beautiful
thing.
At the very least, its a useful life skill. You cant always control when there will be someone there for you, so being able to
happily conduct yourself alone is an important part of being alive.
3. Learn to be an observer.
Ive always held the belief that if you arent able to take interest in something, it says more about you than whatever it is you
find uninteresting.
To truly enjoy being alone, learn to look at ordinary situations in new and unfamiliar ways. Go to the park and watch people
play with their children or their dogs. Go to the grocery store and watch how people shop for their groceries.
Everywhere you go, make an effort to understand the other people around you. Learning how people operate when they think no
one is watching will make you feel more connected to them.
Rearranging your furniture is meaningless by itself, but it brings new life to a dull routine, which is easy to fall prey to when
youre spending a lot of time alone.
10. Make plans for the future, and pursue them immediately.
Its almost impossible to feel good about your life if you dont have some type of direction for it. When you meet someone, its
usually quite easy to see if they have a handle on their life and are happy, or if theyre wandering without aim, looking for
something to pursue.
The purpose for your life doesnt need to be complex or earth shattering. It doesnt have to be big or overwhelming. It only
needs to be present. Once its there, it gets much easier to make plans you can take action on.
Pursue these plans immediately. Dont put them off. Dont wait for the perfect opportunity. Perfect never comes, and the longer
you wait, the harder it is to get started.
Maybe you want to travel the world and understand different cultures. Maybe you want to build a massive stamp collection. It
doesnt matter what it ispick something you enjoy and go after it.
When you do this, two things happen. First, you gain a sense of confidence in yourself because you see that youre capable of
living on your own terms. Second, this confidence brings new and interesting people into your life.
Being alone can be beautiful, but if you want to add people to your life, finding a purpose for your existence is the fastest way to
do it.
If we listened to our intellect, wed never have a love affair. Wed never have a friendship. Wed never go into business because
wed be too cynical. Well, thats nonsense. Youve got to jump off cliffs all the time and build your wings on the way down.
Annie Dillard
Theres something liberating about not pretending. Dare to embarrass yourself. Risk. Drew Barrymore
You dont concentrate on risks. You concentrate on results. No risk is too great to prevent the necessary job from getting done.
Chuck Yeager
Every man has the right to risk his own life in order to preserve it. Has it ever been said that a man who throws himself out the
window to escape from a fire is guilty of suicide? Jean-Jacques Rousseau
Creative people who cant help but explore other mental territories are at greater risk, just as someone who climbs a mountain is
more at risk than someone who just walks along a village lane. R. D. Laing
Anyone who takes himself too seriously always runs the risk of looking ridiculous; anyone who can consistently laugh at
himself does not. Vaclav Havel
Often the difference between a successful man and a failure is not ones better abilities or ideas, but the courage that one has to
bet on his ideaa, to take a calculated risk, and to act. Maxwell Maltz
There can be no vulnerability without risk. There can be no community without vulnerability. There can be no peace, and
ultimately no life, without community. M. Scott Peck
In battle it is the cowards who run the most risk; bravery is a rampart of defense. Sallust
Accept that all of us can be hurt, that all of us can and surely will at times fail. Other vulnerabilities, like being embarrassed or
risking love, can be terrifying, too. I think we should follow a simple rule: if we can take the worst, take the risk. Joyce
Brothers
To win without risk is to triumph without glory. Pierre Corneille
You have to leave the city of your comfort and go into the wilderness of your intuition.You cant get there by bus, only by hard
work and risk and by not quite knowing what youre doing. What youll discover will be wonderful. What youll discover will
be yourself. Alan Alda
Our lives improve only when we take chances, and the first and most difficult risk we can take is to be honest with ourselves.
Walter Anderson
Creative risk-taking is essential to success in any goal where the stakes are high. Thoughtless risks are destructive, of course, but
perhaps even more wasteful is thoughtless caution which prompts inaction and promotes failure to seize opportunity. Gary
Ryan Blair
What I tell these young people is, the world is not as dangerous as the older generation would like you to believe. Anyone I
know who has ever taken a risk and lost a job has ended up getting a better one two years later. Jonathan Kozol
The refusal to rest contentthe willingness to risk excess on behalf of ones obsessionsis what distinguishes artists from
entertainers and what makes some artists adventurers on behalf of us all. John Updike
The principle element in a performance is risk, and if youre losing interest then by scaring yourself to death the audience will
feel it and boy itll wake them up. Leo Kottke
Because if youre prepared and you know what it takes, its not a risk. You just have to figure out how to get there. There is
always a way to get there. Mark Cuban
Risk! Risk anything! Care no more for the opinions of others, for those voices. Do the hardest thing on earth for you. Act for
yourself. Face the truth. Katherine Mansfield
The time to take counsel of your fears is before you make an important battle decision. Thats the time to listen to every fear you
can imagine! When you have collected all the facts and fears and made your decision, turn off all your fears and go ahead!
General George S. Patton
Youve got to keep fighting; youve got to risk your life every six months to stay alive. Elia Kazan
You must accept that you might fail; then, if you do your best and still dont win, at least you can be satisfied that youve tried.
If you dont accept failure as a possibility, you dont set high goals, you dont branch out, you dont try, you dont take the risk.
Rosalynn Carter
Many a man is praised for his reserve and so-called shyness when he is simply too proud to risk making a fool of himself. J.
B. Priestley
Death is not the biggest fear we have; our biggest fear is taking the risk to be alivethe risk to be alive and express what we
really are. Miguel Angel Ruiz
When you play it too safe, youre taking the biggest risk of your life. Time is the only wealth were given. Barbara Sher
If my ego was out of whack and I believed I could carry anything off, that would be a stupid risk. But so far theres been no
reason not to try anything. Kathleen Turner
Everyone has a risk muscle. You keep it in shape by trying new things. If you dont, it atrophies. Make a point of using it at
least once a day. Roger von Oech
You have to be able to risk your identity for a bigger future than the present you are living. Fernando Flores
Im of the mind that life is a risk. Every time you leave your house its a risk, and I see no reason to go through life with my
hands tied behind my back for any reason. Id be foolish to let something stop me from doing what I love to do. Thomas Jane
The person who risks nothing does nothing, has nothing, is nothing, and becomes nothing. He may avoid suffering and sorrow,
but he simply cannot learn and feel and change and grow and love and live. Leo F. Buscaglia
Man cannot discover new oceans unless he has the courage to lose sight of the shore. Andre Gide
It seems to me that people have vast potential. Most people can do extraordinary things if they have the confidence or take the
risks. Yet most people dont. They sit in front of the telly and treat life as if it goes on forever. Philip Adams
Its not because things are difficult that we dare not venture. Its because we dare not venture that they are difficult. Seneca
He who risks and fails can be forgiven. He who never risks and never fails is a failure in his whole being. Paul Tillich
It is only by risking our persons from one hour to another that we live at all. William James
Pitiful is the person who is afraid of taking risks. Perhaps this person will never be disappointed or disillusioned; perhaps she
wont suffer the way people do when they have a dream to follow. But when the person looks back-she will hear her heart
Paulo Coelho
Yes, risk-taking is inherently failure-prone. Otherwise, it would be called sure-thing-taking. Jim McMahon
People who dont take risks generally make about two big mistakes a year. People who do take risks generally make about two
big mistakes a year. Peter F. Drucker
If a man isnt willing to take some risk for his opinions, either his opinions are no good or hes no good. Ezra Pound
You must lose a fly to catch a trout. George Herbert
One hour of life, crowded to the full with glorious action and filled with noble risks, is worth whole years of those mean
observances of paltry decorum. Sir Walter Scott
Security is mostly a superstition. It does not exist in nature, nor do the children of men as a whole experience it. Avoiding
danger is no safer in the long run than outright exposure. Life is either a daring adventure or nothing. Helen Keller
I am always doing that which I cannot do, in order that I may learn how to do it. Pablo Picasso
Dont be afraid to take a big step. You cant cross a chasm in two small jumps. David Lloyd George
Trust your own instinct. Your mistakes might as well be your own, instead of someone elses. Billy Wilder
The dangers of life are infinite, and among them is safety. Goethe
A man would do nothing if he waited until he could do it so well that no one would find fault with what he has done.
Cardinal Newman
Twenty years from now you will be more disappointed by the things you didnt do than by the ones you did. So throw off the
bowlines, sail away from the safe harbor, catch the trade winds in your sails. Explore. Dream. Discover. Mark Twain
Every society honors its live conformists and its dead troublemakers. Mignon McLaughlin
Do not be too timid and squeamish about your actions. All life is an experiment. The more experiments you make the
better. What if they are a little course, and you may get your coat soiled or torn? What if you do fail, and get fairly rolled in the
dirt once or twice. Up again, you shall never be so afraid of a tumble. Ralph Waldo Emerson
Dont refuse to go on an occasional wild goose chase; thats what wild geese are for. Henry S. Haskins
To dare is to lose ones footing momentarily. To not dare is to lose oneself. Soren Kierkegaard
When in doubt, make a fool of yourself. There is a microscopically thin line between being brilliantly creative and acting like
the most gigantic idiot on earth. So what the hell, leap. Cynthia Heimel
Many great ideas have been lost because the people who had them could not stand being laughed at. Unknown
I believe in getting into hot water; it keeps you clean. G.K. Chesterton
A ship in harbor is safe, but that is not what ships are for. John A. Shedd
This nation was built by men who took riskspioneers who were not afraid of the wilderness, businessmen who were not afraid
of failure, scientists who were not afraid of the truth, thinkers who were not afraid of progress, dreamers who were not afraid of
action. Brooks Atkinson
The knowledge of the world is only to be acquired in the world, and not in a closet. Philip Dormer Stanhope Chesterfield
Keep away from people who belittle your ambitions. Small people always do that, but the really great make you feel that you,
too, can become great. Mark Twain
Two roads diverged in a wood, and I I took the one less traveled by, and that has made all the difference. Robert Frost
I guess what Im trying to say is I dont think you can measure life in terms of years. I think longevity doesnt necessarily have
anything to do with happiness. I mean happiness comes from facing challenges and going out on a limb and taking risks. If
youre not willing to take a risk for something you really care about, you might as well be dead. Diane Frolov
To be a good human being is to have a kind of openness to the worldan ability to trust uncertain things beyond your own
controlthat can lead you to be shattered in very extreme circumstances for which you were not to blame. That says something
very important about the condition of the ethical life: that it is based on a trust in the uncertain and on a willingness to be
exposed; its based on being more like a plant than like a jewelsomething rather fragile, but whose very particular beauty is
inseparable from that fragility. Martha Nussbaum
The fishermen know that the sea is dangerous and the storm terrible, but they have never found these dangers sufficient reason
for remaining ashore. Vincent van Gogh
An adventure is only an inconvenience rightly considered. An inconvenience is only an adventure wrongly considered. G. K.
Chesterton
The most important thing to remember is this: to be ready at any moment to give up what you are for what you might become.
W. E. B. Du Bois
The young do not know enough to be prudent, and therefore they attempt the impossibleand achieve it, generation after
generation. Pearl S. Buck
People wish to be settled: only as far as they are unsettled is there any hope for them. Ralph Waldo Emerson
Whenever I prepare for a journey I prepare as though for death. Should I never return, all is in order. Katherine Mansfield
Whatever you do, you need courage. Whatever course you decide upon, there is always someone to tell you that you are wrong.
There are always difficulties arising that tempt you to believe your critics are right. To map out a course of action and follow it
to an end requires some of the same courage that a soldier needs. Peace has its victories, but it takes brave men and women to
win them. Ralph Waldo Emerson
Play the game for more than you can afford to lose only then will you learn the game. Winston Churchill
Behold the turtle. He makes progress only when he sticks his neck out. James B. Conant
When you are in any contest, you should work as if there wereto the very last minutea chance to lose it. This is battle, this
is politics, this is anything. Dwight D. Eisenhower
Only those who will risk going too far can possibly find out how far they can go. T. S. Eliot
I dip my pen in the blackest ink, because I am not afraid of falling into my inkpot. Ralph Waldo Emerson
If you never budge, dont expect a push. Malcolm S. Forbes
Without the element of uncertaintythe bringing off of eventhe greatest triumph would be dull, routine, and eminently
unsatisfying. J. Paul Getty
It is true that when we take chances, we stand to lose. But it is also true that we will never win anything if we never even enter
the game. Lucky people are aware of the possibility of losing, and indeed they may lose often. But since the chances they take
are small, the losses tend to be small. By being willing to accept small losses they put themselves in position to make large
gains. Max Gunther
It is better to be boldly decisive and risk being wrong than to agonize at length and be right too late. Marilyn Moats Kennedy
Risk more than others think is safe. Care more than others think is wise. Dream more than others think is practical. Expect more
than others think is possible. Cadet Maxim
How does one become a butterfly? she asked pensively. You must want to fly so much that you are willing to give up being a
caterpillar. Trina Paulus
It is not the critic who counts. Not the man who points out how the strong man stumbled or where the doer of deeds could have
done better. The credit belongs to the man who is actually in the arena, whose face is marred by dust and sweat and blood; who
strives valiantly; who errs and comes short again and again; who knows the great enthusiasms, the great devotions; who spends
himself in a worthy cause. Whoat the bestknows in the end the triumph of high achievement, and whoat the worstat
least fails while daring greatly so that his place shall never be with those timid souls who know neither victory nor defeat.
Theodore Roosevelt
Somebody must take a chance. There are monkeys who became men, and the monkeys who didnt are still jumping around in
trees making faces at the monkeys who did. Lincoln Steffens
If you want to stand out, dont be different. Be outstanding. Meredith West