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Two	 days	 after	 learning	 of	 the	 layoff,	 Kyle	 was	 out	 jogging	 when	 tragedy
struck	 in	 the	 form	 of	 a	 pickup	 truck	 that	 ran	 into	 her	 at	 a	 crowded	 intersection,
sending	her	flying	a	hundred	feet	from	the	point	of	impact.	Her	injuries	weren’t
life-threatening	or	permanent,	but	as	you’d	expect,	Kyle	was	badly	hurt.	After	a
week	in	the	hospital,	she	spent	several	more	weeks	at	home,	unable	to	walk	and
with	so	many	bruises	that	she	couldn’t	even	type—thus	ending	the	side	gig	with
AOL,	 which	 was	 done	 on	 a	 contract	 basis.	 “Between	 my	 husband’s	 layoff	 and
getting	run	over	by	the	car,”	Kyle	told	me	with	a	straight	face,	“it	was	kind	of	a
bad	weekend.”

   Kyle	and	Seba	had	been	married	for	nearly	three	years	at	that	point	and	hadn’t
ever	 had	 a	 real	 honeymoon,	 so	 they	 decided	 they	 might	 as	 well	 take	 vacation
time	 while	 they	 could.	 Instead	 of	 looking	 for	 work,	 they	 booked	 flights	 to	 Italy
and	 spent	 several	 weeks	 seeing	 Europe	 for	 the	 first	 time.	 Before	 the	 accident,
Kyle	 had	 been	 dabbling	 in	 wedding	 photography.	 She	 had	 never	 really	 tried	 to
make	a	career	of	it,	but	before	flying	out	she	updated	her	website	and	announced
that	she	was	accepting	new	bookings.	A	request	came	in	right	away,	giving	Kyle
confidence	that	she	might	be	able	to	make	some	kind	of	career	out	of	it.

   When	they	returned	to	Chile,	Kyle	and	Seba	decided	to	try	photography	full-
time,	 “at	 least	 until	 the	 bookings	 stopped	 coming	 and	 the	 money	 ran	 out.”	 To
their	 surprise,	 request	 after	 request	 arrived	 in	 Kyle’s	 inbox,	 and	 the	 schedule
quickly	 filled	 up.	 Two	 years	 later,	 they	 were	 making	 $90,000	 a	 year	 and	 were
fully	booked	another	year	in	advance.

   They	 now	 work	 all	 over	 the	 world,	 doing	 weddings	 in	 Argentina,	 Spain,
England,	 and	 the	 United	 States.	 You	 might	 wonder	 what	 the	 big	 deal	 is	 with
Kyle’s	work—since	there	is	no	shortage	of	other	good	 photographers	available
locally,	why	do	clients	fly	her	from	country	to	country?	Kyle	says	that	her	clients
are	 usually	 well	 traveled	 themselves,	 and	 aren’t	 afraid	 of	 hiring	 someone	 from
afar.	 “They	 know	 that	 the	 world	 is	 a	 small	 place,”	 she	 says,	 “and	 they	 like	 our
work	because	we	build	relationships	over	time.”

           Case	Study	3:	The	Spreadsheet	King†

	
A	 description	 of	 Bernard	 Vukas’s	 work	 space	 is	 typical	 of	 roaming
entrepreneurs:	 “I	 work	 from	 anywhere,	 anytime.	 Time	 zone	 and	 location	 are
irrelevant.	 All	 my	 property	 fits	 in	 a	 single	 backpack,	 including	 the	 laptop,”	 he
told	me	in	an	email	from	a	beach	in	Koh	Tao,	Thailand,	where	he	was	living	on
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