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Danya Cheskis-Gold

Community Manager, Spark Capital
@danyacg
LEADERSHIP
Jerry Colonna

Professional Coach, Jerry+___
@jerrycolonna
@rosenblattdavid
David Rosenblatt

CEO, 1stdibs
Bijan Sabet

Spark Capital, General Partner
@bijan
Arlyn Davich

CEO, PayPerks

@payperksb2b
Rod Feuer

COO, Signpost

@rodfeuer
Eric Ma

Head of Growth, Skillshare

@ erm
Steve Miller

CFO, Warby Parker

@warbyparker
Justine Trubey

VP of Supply Chain, Shapeways

@justinebt
Rob Wilk

National VP - Sales & Brand Partnerships, Foursquare

@robwilk
LEADERSHIP
Jerry Colonna

Professional Coach, Jerry+___
@jerrycolonna
Being Fierce
The Five Challenges of Leadership
Jerry+All
Jerry+All
@jerrycolonna
Jerry+All
@jerrycolonna
#jerryisthegreatestspeake
reverweshouldstartapetiti
ontogethimtodoatedtalkno
waitweshouldinsisttheybui
ldawholetedxaroundhim
Jerry+All
The Five Challenges˝
of Leadership
Jerry+All
The Five Challenges˝
of Leadership
•Delusion˝
•Disappearing into the fire˝
•Not understanding leadership˝
•Being unclear˝
•Avoiding fierce conversations
Jerry+All
Overcoming Delusion:˝
This Being so, so what?
Jerry+All
Not disappearing requires
a separation of self from
the goal.
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
Jerry+All
Fierce, not Ferocious
Jerry+All
Being Fierce
Jerry+All
It’s Not What You Think
Jerry+All
It’s not yelling, 

pounding the table, 

being unreasonable 

or otherwise an ass.
Jerry+All
It’s being without
deception.
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
Jerry+All
The consequence of
avoidance is an
exacerbation of problems
and a destruction of trust.
Jerry+All
Why do we avoid fierce˝
conversations?
Jerry+All
Fear
Jerry+All
Fear and a discomfort with
feelings (ours and others’)
as well as a lack of
understanding about how
communicate.
Jerry+All
1. O.F.N.R.˝
2. The Magic Ninja Question
Jerry+All
What Are You Not Saying
That Needs To Be Said?
Jerry+All
Thank You˝


jerry@colonna.org
@jerrycolonna
www.themonsterinyourhead.com
The Five Challenges of Leadership
The Five Challenges of Leadership

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The Five Challenges of Leadership