Table Of ContentA	POST	HILL	PRESS	BOOK
	
The	Nine	Types	of	Leadership:
Mastering	the	Art	of	People	in	the	21st	Century	Workplace	©	2017	by	Beatrice	Chestnut	All	Rights
Reserved
ISBN:	978-1-68261-148-7
ISBN	(eBook):	978-1-68261-149-4
	
No	part	of	this	book	may	be	reproduced,	stored	in	a	retrieval	system,	or	transmitted	by	any	means	without
the	written	permission	of	the	author	and	publisher.
	
Cover	Design	by	Quincy	Alivio	Interior	Design	and	Composition	by	Greg	Johnson/Textbook	Perfect
	
	
Post	Hill	Press
posthillpress.com
	
Printed	in	the	United	States	of	America
Dedication
	
This	book	is	dedicated	to	the	leaders	who	share	their	stories	of	personal
and	professional	development	in	this	book,	and	to	leaders	everywhere
doing	the	work	of	becoming	more	conscious.	They	are	our	greatest
hope	for	positive	change	and	a	brighter	future.
TABLE	OF	CONTENTS
	
	
Acknowledgments
Chapter	1:	Leading	in	the	21st	Century:	The	Power	of
Understanding	Your	Personality
Chapter	2:	Getting	to	Know	the	Enneagram	System	of	Personality
Types
Chapter	3:	Becoming	a	Better	Leader—and	Leading	More	Effective
Organizations:	How	to	Use	the	Enneagram	for	Personal	and
Professional	Growth
Chapter	4:	The	Type	One	Leadership	Style:	Doing	the	Right	Thing	Is
the	Right	Thing
Chapter	5:	The	Type	Two	Leadership	Style:	The	Power	of	Pleasing
People
Chapter	6:	The	Type	Three	Leadership	Style:	The	Compulsively
Productive	Professional,	or	Getting	to	the	Goal	and	Looking	Good
Doing	It
Chapter	7:	The	Type	Four	Leadership	Style:	The	Power	of	Authentic
Self-Expression
Chapter	8:	The	Type	Five	Leadership	Style:	The	Knowledgeable
Observer,	or	the	Quiet	Authority
Chapter	9:	The	Type	Six	Leadership	Style:	The	Skeptical,	Vigilant
Troubleshooter
Chapter	10:	The	Type	Seven	Leadership	Style:	The	Innovative,
Optimistic	Visionary,	or	Focusing	on	the	Future	(and	Feeling
Festive)
Chapter	11:	The	Type	Eight	Leadership	Style:	The	Powerful,
Decisive	Activator	or	Moving	Things	Forward	from	a	Position	of
Strength
Chapter	12:	The	Type	Nine	Leadership	Style:	Leading	from
Consensus,	Modeling	Inclusion,	and	Defusing	Conflict—or	the
Consensus-Building	Mediator
Chapter	13:	What	Next?	The	Enneagram	as	a	Business	Tool—How
to	Put	It	into	Action	in	Your	Organization
Endnotes
Bibliography
Recommended	Resources
About	the	Author
I ACKNOWLEDGMENTS	WOULD	LIKE	TO	THANK
ALL	THE	PEOPLE	WHO	HELPED	TO	MAKE	THIS
BOOK	A	REALITY.	I’M	ESPECIALLY	GRATEFUL
TO	MY	AGENT,	PETER	STEINBERG,	FOR	HIS
ROLE	IN	INITIATING	THIS	PROJECT	AND	FOR
ALL	HE	DID	TO	HELP	ME	CREATE	THIS	BOOK
AND	GUIDE	IT	TOWARD	PUBLICATION.	BIG
THANKS	ALSO	GO	TO	LISA	LIPSON	CANFIELD
FOR	BEING	MY	PERSONAL	EDITOR	AND
DEDICATED	SOUNDING	BOARD	AND	FOR
HELPING	ME	AT	EVERY	STEP	IN	THE	WRITING
PROCESS	TO	MAKE	THE	BOOK	HAPPEN	(IN	A
TIMELY	WAY).	I	ALSO	WANT	TO	THANK
ANTHONY	ZICCARDI	AND	POST	HILL	PRESS
FOR	TAKING	A	CHANCE	ON	ME	AND	THIS	BOOK
AND	BILLIE	BROWNELL	AT	POST	HILL	PRESS
FOR	HER	WORK	IN	SHEPHERDING	THE	BOOK
THROUGH	THE	PUBLICATION	PROCESS.	AND
I’M	GRATEFUL	TO	CLAUDIO	NARANJO	FOR
BEING	THE	SEMINAL	AUTHOR	OF	THE
SUBSTANCE	OF	THE	ENNEAGRAM
PERSONALITY	TYPES	AND	SUBTYPES	AS	THEY
ARE	PRESENTED	IN	THIS	BOOK.
Many	people	have	supported	the	work	that	created	the	foundation	for	this
book.	Ginger	Lapid-Bogda	has	been	a	great	teacher	and	friend,	and	I’m	grateful
to	her	for	the	enormous	contribution	she	has	made	to	integrating	the	Enneagram
with	business	through	her	books	and	trainings.	My	good	friend	and	colleague
Uranio	Paes	has	helped	me	in	ways	both	tangible	and	intangible	to	bring	my
work	out	into	the	world.	I	want	to	thank	my	organization	development	friends
and	associates	who	work	with	the	Enneagram	for	the	many	ways	they	helped
with	the	creation	of	this	book:	Valerie	Atkin,	Deborah	Egerton,	Julie	Jackle,	Joni
Minault,	Diane	Ring,	and	Jane	Tight.	And	I’m	also	very	grateful	to	Matt	Ahrens,
Claire	 Barnum,	 Elizabeth	 Cotton,	 Kyle	 Corsiglia,	 Marianne	 Dray,	 Helen
English,	 Kathleen	 Gallagher,	 Linda	 Pino,	 Stacy	 Price,	 Lynn	 Roulo,	 Vicky
Rybka,	 Roxanne	 Strauss,	 and	 Barbara	 Whiteside,	 for	 being	 friends	 in	 the
Enneagram	work,	listening	to	me	talk	through	ideas,	reading	early	chapter	drafts,
and	much	more.
Finally,	 I	 want	 to	 thank	 the	 leaders	 who	 shared	 their	 stories	 with	 me	 for
providing	 practical,	 relatable,	 real-world	 examples	 of	 the	 impact	 of	 the
Enneagram	in	leadership	development	and	business	practices—and	also	for	the
incredible	work	they	are	doing	to	bring	more	empathy	and	consciousness	to	the
working	world.	Their	success	proves	that	leaders	who	invest	in	“people	skills”
are	also	the	most	effective	leaders.
CHAPTER	1
Leading	in	the	21st	Century
The	Power	of	Understanding	Your	Personality
“Becoming	a	leader	is	synonymous	with	becoming	yourself.	It	is	precisely	that	simple	and	it	is	also
that	difficult.”
Warren	Bennis—Author,	scholar,	leadership	expert
	
“To	develop	leadership	is	less	about	learning	new	skills	and	more	about	unlearning	habits	and
breaking	free	from	limiting	mindsets	we	have	already	acquired.”
Peter	Hawkins,	in	The	Wise	Fool’s	Guide	to	Leadership—
Author,	leadership	professor,	management	consultant
	
Have	you	ever	had	a	manager	that	you	just	couldn’t	get	along	with,	no	matter
how	hard	you	tried?	Have	you	ever	suffered	through	a	team	meeting	feeling
bothered	by	a	coworker	for	reasons	you	couldn’t	quite	put	into	words,	much	less
do	anything	about?
While	I	was	finishing	graduate	school,	I	worked	in	a	large	restaurant	owned	by
a	woman	who	created	more	problems	than	she	solved	as	she	attempted	to	direct
the	day-to-day	workings	of	the	business.	Whether	she	was	planning	menus	with
the	kitchen	staff	or	interacting	with	the	managers,	waiters,	and	bartenders,	she
wreaked	 havoc	 everywhere	 she	 went.	 She	 criticized	 people	 unfairly,	 leveled
accusations	at	innocent	bystanders,	and	caused	unnecessary	stress	for	everyone
through	 excessive	 micro-managing	 and	 nit-picking.	 Whenever	 she	 left	 the
building,	all	of	her	capable	employees	heaved	a	collective	sigh	of	relief,	and	the
business	of	the	restaurant	ran	more	smoothly	and	peacefully.	The	worst	part,	of
course,	was	that	she	had	no	idea	she	was	having	such	a	negative	impact	on	the
people	 around	 her,	 and	 her	 employees	 who	 suffered	 under	 her	 “leadership”
believed	it	would	be	hopeless	to	even	try	to	talk	to	her	about	it.
Coincidentally,	 during	 this	 period,	 I	 was	 also	 studying	 the	 approach	 to
improving	self-awareness	and	communication	that	this	book	is	all	about.	By
using	this	model	of	personality,	I	was	able	to	recognize	why	my	boss	was	likely
doing	the	things	she	was	doing	and	figure	out	what	I	could	do	to	get	along	with
her.	I	knew	I	couldn’t	change	her,	but	by	identifying	specific	patterns	in	her
behavior,	I	could	understand	her	personality	and	shift	the	way	I	interacted	with
her	in	a	way	that	ultimately	transformed	our	working	relationship.
Nearly	 everyone	 has	 experienced	 some	 kind	 of	 “people	 problem”	 at	 some
point	in	their	work	lives—a	manager	they	had	trouble	with	or	a	direct	report	they
didn’t	know	how	to	get	through	to	or	a	client	they	couldn’t	fully	understand.	In
every	 area	 of	 life,	 this	 kind	 of	 relationship	 confusion	 can	 be	 frustrating	 and
problematic,	but	in	the	workplace,	it	causes	extra	stress	because	your	livelihood
and	your	everyday	happiness	are	often	at	stake.
This	is	compounded	by	the	fact	that,	in	the	21st	century	organization,	every
employee	is	rightly	encouraged	to	think	of	themselves	as	a	leader—a	designation
that	comes	with	seemingly	endless	challenges	beyond	just	“doing	your	job.”
Being	a	leader	in	this	new	work	world	means	dealing	with	the	fast	pace	of
change,	the	need	to	improve	communication	to	foster	better	collaboration,	and
the	need	to	relate	to	an	increasingly	diverse	workforce.	More	than	ever,	leaders
need	reliable	tools	to	help	them	decode	and	resolve	the	misunderstandings	and
relationship	problems	that	happen	all	the	time,	in	businesses	large	and	small.
This	book,	and	the	remarkable	personality	framework	it	presents,	is	one	such
tool.	It	provides	an	amazingly	useful	method	for	understanding	yourself	and
others	so	you	can	master	the	art	of	relating	to	the	people	you	work	with	in	a	way
that	will	impact	both	the	“bottom	line”	and	your	quality	of	life.
	
The	Problem:	The	Need	for	Effective	Leadership
that	Can	Rise	Above	Ego
In	our	current	era,	leaders	face	more	tests	of	their	capacities	and	resilience	than
ever.	Business	is	becoming	more	global,	new	technologies	are	changing	the	way
work	 happens	 at	 a	 continually	 accelerating	 rate,	 and	 existential	 threats	 like
terrorism,	political	gridlock,	and	the	health	of	the	planet	hang	over	everything
we	do,	charging	our	lives	with	anxiety	and	fear	and	the	pressure	to	
“keep	up.”
In	 the	 face	 of	 these	 challenges,	 we	 desperately	 need	 leaders	 who	 can	 rise
above	the	narrow	focus	of	their	own	ego	concerns,	create	bold	visions	to	get
results,	and	mobilize	people	to	take	action	in	service	of	ambitious	agendas.	But
what,	exactly,	does	it	mean	to	“rise	above	your	ego	concerns”?	And	how	do	we
define	“ego”?
Both	psychological	theory	and	age-old	“wisdom”	traditions	tell	us	that	we
humans	exist	in	a	kind	of	waking	sleep,	or	limited	consciousness.	As	we	grow
up,	we	“go	to	sleep	to”	certain	aspects	of	our	lived	experience	as	a	way	of
protecting	ourselves	from	the	inevitable	hurts	that	happen	to	us	from	the	outside
world.	 It’s	 a	 natural	 human	 reflex	 to	 protect	 ourselves,	 and	 so,	 starting	 in