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The Five Challenges of Leadership

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Page 1: The Five Challenges of Leadership
Page 2: The Five Challenges of Leadership
Page 3: The Five Challenges of Leadership

Danya Cheskis-GoldCommunity Manager, Spark Capital

@danyacg

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LEADERSHIP

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@jerrycolonna

Andrew ParkerProfessional Coach, Jerry+___

Page 6: The Five Challenges of Leadership

@rosenblattdavid

David RosenblattCEO, 1stdibs

Page 7: The Five Challenges of Leadership

Bijan SabetSpark Capital, General Partner

@bijan

Page 8: The Five Challenges of Leadership

Arlyn DavichCEO, PayPerks @payperksb2b

Rod FeuerCOO, Signpost @rodfeuer

Eric Ma Head of Growth, Skillshare @ erm

Page 9: The Five Challenges of Leadership

Steve Miller CFO, Warby Parker @warbyparker

Justine Trubey VP of Supply Chain, Shapeways @justinebt

Rob WilkNational VP - Sales & Brand Partnerships, Foursquare @robwilk

Page 10: The Five Challenges of Leadership

LEADERSHIP

Page 11: The Five Challenges of Leadership

Jerry ColonnaProfessional Coach, Jerry+___

@jerrycolonna

Page 12: The Five Challenges of Leadership

Being Fierce The Five Challenges of Leadership

Jerry+All

Page 13: The Five Challenges of Leadership

Jerry+All

@jerrycolonna

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Jerry+All

@jerrycolonna#jerryisthegreatestspeakereverweshouldstartapetitiontogethimtodoatedtalknowaitweshouldinsisttheybuildawholetedxaroundhim

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Jerry+All

The Five Challengesof Leadership

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Jerry+All

The Five Challengesof Leadership

•Delusion•Disappearing into the fire•Not understanding leadership•Being unclear•Avoiding fierce conversations

Page 17: The Five Challenges of Leadership

Jerry+All

Overcoming Delusion:This Being so, so what?

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Jerry+All

Not disappearing requires a separation of self from the

goal.

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Jerry+All

Understanding the role of the leader is to…

•Hold the vision•Build and maintain the team•Give them what they need to succeed

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Jerry+All

Fierce, not Ferocious

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Jerry+All

Being Fierce

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Jerry+All

It’s Not What You Think

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Jerry+All

It’s not yelling, pounding the table, being unreasonable or otherwise an ass.

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Jerry+All

It’s being without deception.

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Jerry+All

Being without deception is an extension of telling the truth: it is based on being truthful with yourself. When you have a sense of trusting your own existence, then what you communicate to other people is genuine and trustworthy.

-Chogyam Trungpa Rinpoche

Page 26: The Five Challenges of Leadership

Jerry+All

The consequence of avoidance is an

exacerbation of problems and a destruction of trust.

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Jerry+All

Why do we avoid fierceconversations?

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Jerry+All

Fear

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Jerry+All

Fear and a discomfort with feelings (ours and others’) as

well as a lack of understanding about how

communicate.

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Jerry+All

1. O.F.N.R.2. The Magic Ninja Question

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Jerry+All

What Are You Not Saying That Needs To Be Said?

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Jerry+All

Thank You

[email protected] @jerrycolonna

www.themonsterinyourhead.com

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