The full conversation.
Mike
0:00
Vanguard
is
the
company
I
most
respect
in
financial
services.
Invented
the
index
fund.
Incredible
company.
They
got
started
30-plus
years
ago.
Today
they
managed
–
back
then
it
was
like
they
managed
4
trillion.
They're
much
bigger
than
that
now.
It
took
them
30
years
to
get
to
their
first
trillion
dollars.
Pretty
incredible.
Blackrock
is
the
largest
asset
manager
in
the
world
today,
and
it
took
them
25
years
to
get
to
their
first
trillion.
It's
like
the
next
company
to
get
to
a
trillion
is
going
to
do
it
in
15
years
or
less.
Let's
go
be
that
business.
And
here
we
were
on
day
one.
We
had
zero
clients
and
zero
assets.
Pablo
0:34
Welcome
to
the
Product
Market
Fit
Show,
brought
to
you
by
Mistrial,
a
seed
stage
firm
based
in
Canada.
I'm
Pablo.
I'm
a
founder
turned
VC.
My
goal
is
to
help
early
stage
founders
like
you
find
product
market
fit.
Today
we
have
Mike,
the
CEO
and
founder
of
Wealthsimple,
an
app
that
many
of
you
are
probably
familiar
with,
and
it's
an
app
that
helps
two
and
a
half
million
Canadians
manage
their
finances.
They
are
based
out
of
Toronto,
have
over
a
thousand
employees,
and
in
the
last
round
were
valued
over
$4
billion.
The
topic
of
the
episode
today
is
how
to
come
up
with
an
idea.
So
it's
going
to
be
an
interesting
one.
We'll
be
diving
into
the
very
early
days
of
this
company,
which
is
really
a
brand
name
here
in
Canada.
So
with
that
said,
Mike,
it's
a
pleasure
to
have
you
on
the
show.
Mike
1:27
Thanks
for
having
me.
Pablo
1:28
So
let's
start
at
the
really
beginning.
I
think
it's
all
kind
of
going
to
tie
in
as
listeners
find
out
over
time.
Maybe
just
instead
of
coming
into
when
you
came
up
with
the
idea
on
where
you
were,
let's
rewind
a
little
bit
and
just
give
us
a
bit
of
your
background
and
and
what
had
happened
that's
relevant.
What
had
happened
before
in
the
years
leading
up
to
Wealthsimple
itself.
The Beginning
Mike
1:50
So
some
people
are
probably
sick
of
this
story
because
at
one
point,
I
think
we
even
turned
it
into
an
ad.
I
grew
up
here
in
Canada.
I
was
super
fortunate
that
I
got
introduced
to
the
world
of
investing
at
a
young
age.
So
my
sister
entered
me
into
a
stock-picking
contest
at
12
years
old
for
charity.
You
got
to
pick
a
portfolio
of
up
to
10
stocks
and
whoever
had
the
highest
balance
at
the
end
of
eight
weeks
won
the
grand
prize
ski
vacation
to
Whistler,
BC.
So
at
12
years
old,
I
win
this
competition
and
take
my
dad
skiing
for
a
week.
Think
I
am
the
coolest
12
year
old
kid
around
and
fall
in
love
with
investing.
That
was
a
very
early
and
formative
experience
for
me
that
I
owe
enormously
and
entirely
to
my
older
sister,
Jody.
Fast-forward
many
years
I
started
my
career
here.
Pablo
2:44
What
happened,
by
the
way?
Just
in
between
there,
do
you
have
the
opposite
experience?
I
remember
I
wasn't
–
I
think
it
was
actually
Ray
Dalio
saying
his
first
stock
tripled
and
then
he
throws
a
genius
and
then
he
lost
whatever
it
was
in
the
next
one.
Mike
2:55
I
get
asked
–
when
I
tell
this
story,
I
do
it
at
every
onboarding
class
of
new
Wealthsimple
colleagues
and
I
get
asked
often
oh,
what
did
choose?
I
remember,
I
bet
the
farm
–
my
strategy
was
you
had
to
pick
10
stocks
and
I
bet
the
farm
on
one.
So
it
was
the
minimum
investment
in
nine
stocks
and
then
the
maximum
possible
allocation
to
one
stock.
That
stock
was
called
MGI
Software.
In
the
eight
weeks
of
the
contest,
the
company
was
up
256%.
I
blew
away
the
competition.
Thought
I
knew
what
the
hell
I
was
doing.
For
my
birthday
that
year,
my
dad
actually
bought
me
a
share
of
MGI
Software
and
I
think
it
was
trading
at
25
bucks
a
share.
I
was
now
a
12
year
old
kid.
I
had
my
portfolio
of
one
share
of
MGI
Software.
Pablo
3:45
On
the
road
to
riches.
Mike
3:47
The
year
was
1999
and
you
can
imagine
what
happened
to
MGI
Software
very
quickly.
I
watched
it
go
from
25
bucks
a
share
and
representing
my
entire
12
year
old
bank
account
savings
to
a
year
and
a
half
later,
the
company
was
acquired
for
a
buck-18
and
learned
a
brutal
lesson
about
stock
picking
and
how
hard
that
can
be
and
how
easy
it
is
to
fool
yourself
that
you're
good
at
it.
So
that
was
was
my
entry
into
investing.
Pablo
4:20
In
2022,
a
lot
of
people
are
kind
of
relearning
that
lesson.
Every
20
years
or
so,
it
all
comes
back.
Anyways,
that
–
but
I
appreciate
you
you
sharing
the
other
side
of
that.
So
as
you're
saying,
you
fast-forward,
there
are
a
few
years
and
then...
Mike
4:36
I
had
the
good
fortune
of
moving
down
to
San
Francisco,
joining
a
few
friends
who
were
building
a
company
out
there.
They
hired
me
into
that
business.
We
built
it,
we
sold
it,
and
it
was
a
modest
sale.
For
the
first
time
in
our
lives
we
had
a
little
bit
of
money
to
invest.
The
team
came
to
me
and
they
said,
Mike,
you
seem
to
like
investing.
Help
us
figure
out
what
–
what
should
we
do?
It
was
my
belief
The Inspiration For WealthSimple
Mike
4:59
at
the
time
that
it
is
so
easy
to
manage
your
own
money.
You
should
never
hire
someone
to
do
it
for
you.
I
built
a
simple
spreadsheet
in
Excel
that
tried
to
show
these
friends
basically
how
to
build
a
portfolio,
how
to
choose
a
set
of
ETFs
or
stocks
to
build
your
portfolio
with,
how
to
rebalance
it,
how
to
optimize
it
for
taxes.
I
gave
it
to
them
thinking
I
was
empowering
them
to
take
control
of
their
financial
futures.
The
feedback
they
gave
me
was,
Mike,
we
love
this
approach,
but
we're
lazy.
Please
just
do
it
all
for
us.
That
became
the
initial
inspiration
for
Wealthsimple,
which
is
people
knew
this
was
smart
and
important,
investing,
being
smart
about
money.
It's
the
way
you
live
the
life
you
want,
provide
the
life
you
want
for
your
family.
Yet
they
didn't
really
want
to
do
it
themselves.
They
didn't
really
want
to
hire
a
traditional
financial
advisor.
We
thought,
wouldn't
it
be
really
cool
if
we
could
use
great
software,
great
design
to
make
it
accessible,
simple,
human.
We
basically
started
iterating
on
that
problem.
Pablo
6:00
Maybe
just
to
set
some
context,
what
year
was
this
and
what's
the
landscape
at
that
point?
Today
there's
just
so
much
stuff
going
on
in
fintech,
so
much
stuff
going
on
for
financial
management,
but
back
then
I'm
sure
it
was
different.
What
were
some
of
the
brands
and
some
of
the
things
that
actually
existed
at
the
time
that
you
could
look
at?
Mike
6:18
So
this
would've
been
probably
in
2012
with
this
first
attempt
to
help
friends
manage
their
money.
That's
when
we
sold
the
company
and
started
exploring
this
concept.
There
wasn't
much
going
on
in
the
world
of
fintech
really
back
then.
As
we
got
more
and
more
excited
about
this
idea
–
we
worked
at
the
company
that
acquired
us
for
a
year
afterwards.
There
was
some
time
where
we
were
hacking
on
this
idea
nights
and
weekends
and
really
thinking
through
it.
It
was
during
that
year
where
I
think
Wealthfront
in
the
states
might
have
raised
their
first
seed
round
of
capital.
I
could
be
wrong,
but
that's
what
I
think
happened.
That
seemed
to
be
some
validation.
Oh
wow,
making
investing
easier
for
people,
that
seems
like
something
that
people
want.
It's
attracting
some
capital.
So
when
I
decided
to
move
back
to
Canada,
it
felt
like
a
extra
validation
that
we
were
onto
something
and
it
was
a
space
I
wanted
to
commit
myself
to.
Pablo
7:15
So
what
happens
at
that
point?
You've
got
this
kind
of
ah-ha
moment;
oh,
people
are
lazy,
but
they
want
this
product.
Fintech
is
not
a
thing.
Now
there's
BAS.
I
mean,
there's
all
this
infrastructure.
It's
like,
oh,
I'll
do
a
fintech
app.
Not
so
10
years
ago
we're
talking,
so
what's
your
next
move?
Mike
7:33
Well,
so
a
bunch
of
things.
So
one
is
okay,
interesting
concept,
but
I've
never
worked
in
financial
services
before
and
none
of
the
people
that
I
know
work
in
financial
services.
What
do
you
do?
I
was
still
pretty
stuck
on
this
first
idea
that
you
ought
to
manage
your
own
money.
That
is
the
best
thing
and
you
A Simple Prototype
Mike
7:51
want
to
empower
people
to
do
it.
We
started
building
our
best
attempt
to
solve
this
problem
of
making
investing
easy
without
having
to
get
any
regulation,
any
licenses
to
operate
in
a
space
and
by
building
tools
that
made
it
easy
for
people
to
manage
money.
It
was
at
this
point
we
had
a
really
simple
prototype.
We
were
calling
the
business
at
that
time
Steady
Up
and
it
essentially
was
like
trying
to
turn
this
spreadsheet
that
showed
you
how
to
rebalance
portfolio
into
a
web
app
that
would
send
you
a
set
of
instructions
once
a
month
of
sell
some
of
these
shares
and
buy
some
of
those
shares.
That's
how
to
rebalance
your
portfolio
and
keep
it
consistent
with
a
financial
plan.
We
had
about
50
people
using
it,
if
I
can
call
it
that.
We
applied
to
YC.
Little
known
fact
about
Wealthsimple's
history
at
this
stage,
got
turned
down
because
they
didn't
quite
believe
that
anybody
wanted
what
we
were
trying
to
build.
In
hindsight,
I
think
they
were
right
because
the
first
implementation
of
it
wasn't
exactly
spot
on.
Essentially
what
happened
is
we
had
this
web
app,
we
had
like
50
people
using
it
in
month
one,
maybe
like
10
people
came
back
in
month
two,
and
then
no
one
came
back
in
month
three.
We
realized
that
people
were
intrigued
by
this
idea
of
yeah,
of
course
I
want
a
way
to
make
investing
easy,
but
that
actually
to
solve
that
problem
for
people
would
probably
require
that
we
go
out
and
get
a
license
to
manage
money
and
actually
do
it
for
people.
So
it
was
a
point
of
having
to
make
that
tough
call
of
making
those
investments,
figuring
out
how
the
hell
to
go
get
a
license
to
manage
money,
building
the
infrastructure
to
make
that
possible,
which
was
not
easy.
Pablo
9:25
How
much
validation
did
you
–
and
even
in
hindsight,
hindsight
being
20/20,
did
you
do
or
should
you
have
done?
I'm
coming
at
it
from
your
first
A Leap Of Faith
Pablo
9:33
iterations
of
this
were
very
much
in
this
kind
of
MVP
mode
of
what's
the
least
I
can
do
to
get
at
the
problem?
That's
where
Steady
Up
comes
up.
Now
you're
like,
okay,
the
least
I
can
do
is
every
–
it's
the
whole
stack.
All
of
a
sudden
you're
going
to
have
to
take
this
leap
of
faith.
What's
in
between
that
and
how
much
validation
do
you
seek
out
to
say
I
think
this
is
real
and
once
we
build
it,
they
will
come?
Mike
9:55
Well,
I
think
the
benefit
we
had
–
and
one
of
the
things
that
I've
always
related
to
is
when
you're
solving
a
problem
with
a
business
for
yourself.
I
found
for
our
business,
especially
in
the
early
days,
that
was
really
helpful.
It
was
trying
to
figure
out
what
do
we
want.
We
want
something
to
manage
our
own
money.
That's
who
we're
building
it
for.
The
first
attempt
of
me
trying
to
help
some
friends
do
it
themselves
wasn't
exactly
what
they
wanted,
but
taking
their
feedback
and
learning
that
actually
they
loved
the
approach,
they
loved
the
way
we
were
managing
money,
but
they
just
wanted
to
do
it
with
the
tap
of
a
button.
They
didn't
really
want
to
have
to
do
the
work
themselves.
Made
it
pretty
obvious
that
there
was
a
group
of
people
here
who
would
be
interested
in
that
and
maybe
that
group
would
only
be
the
three
or
four
colleagues
that
was
trying
to
help
out.
As
we
did
more
research,
as
we
invited
more
people
to
participate
in
this
web
app,
it
just
became
increasingly
obvious
that
no
one
knew
how
to
manage
–
no
one
knew
how
to
invest
and
no
one
was
particularly
happy
with
the
way
they
were
doing
it
or
they
weren't
doing
it
at
all.
There
was
a
solution
to
this
problem
somewhere
in
this
product
space,
and
we
would
just
need
to
keep
iterating
until
we
found
it.
Pablo
11:07
It
does.
I
mean
I
think
it's
this
classic
solve
your
own
problem
and
the
more
you're
doing
that,
the
easier
it
is
to
take
that
leap
of
faith
because
you
assume
there
must
be
other
people
with
this.
I'm
curious.
You're
also
an
angel
investor
now.
When
does
that
fail?
Again,
it's
cliché.
It
doesn't
always
work.
Do
you
have
any
insights
into
when
does
–
solving
your
own
itch
is
not
the
answer?
Mike
11:30
I
don't
know
that
I
have
a
great
way
to
think
about
that.
I
mean,
I
think
intuitively
the
way
to
think
about
that
is
we
got
lucky.
I
mean,
we
operate
in
financial
services.
Financial
services
is
so
huge
that
if
we
only
build
a
Canadian
business
and
our
aspirations
are
bigger
than
that,
even
though
we're
focused
here
in
Canada,
we
can
build
a
really
big
company
in
financial
services
in
Canada.
That's
not
always
true.
I
think
the
question
is
if
you're
operating
in
other
markets,
does
the
question
am
I
an
N
of
one
or
is
there
a
big
market
behind
my
need
that
I
know
that
if
I
just
keep
hacking
away
at
this
problem
for
myself,
there's
going
to
be
a
million
or
10
million
other
people
behind
me
that
are
going
to
want
this
to?
I
think
we're
lucky.
We
just
operate
in
such
a
giant
space
that
that
was
never
going
to
be
an
issue
for
us.
Pablo
12:20
That
makes
sense.
Back
to
the
common
story
arc
here,
you
decide
you're
going
to
take
this
leap
of
faith.
Grounded
in
your
own
personal
belief
that
you're
solving
a
real
problem.
Again
2012,
what's
next?
You
have
to
go
get
license.
What's
the
next
big
hurdle?
Mike
12:40
Yeah,
so
I
moved
back
to
Canada.
We
get
rejected
from
YC.
I
moved
back
to
Canada,
decide
to
start
the
business
and
it's
exactly
that.
It's
like,
okay,
what
do
you
even
need?
Around
this
time,
I
start
meeting
with
other
financial
services
entrepreneurs
that
I
had
heard
great
things
about
and
really
admired.
One
of
them
turned
out
to
be
Som
Safe
who
became
our
first
angel
investor,
is
just
an
incredible
partner
and
was
the
first
believer
in
this
business
from
the
very
earliest
days.
That
provided
the
first
set
of
insider
expertise
that
–
we
had
no
idea
how
naive
and
ignorant
we
were
until
we
had
someone
on
the
inside
that
showed,
okay,
these
are
the
pieces
you
need
to
build
a
financial
services
business.
You
need
a
registered
financial
advisor,
obviously,
but
didn't
think
of
that
one.
You
need
a
compliance
person,
obviously,
but
who
does
compliance?
I
didn't
even
know
that
was
a
profession,
let
alone
know
anybody
in
that
industry.
You
have
to
apply
to
these
securities
commissions.
And
by
the
way,
in
Canada
there
are
10
securities
commissions,
not
just
one.
How
does
that
work?
What
is
the
license
that
you're
applying
for?
So
someone
that
just
helped
navigate
all
of
that.
Then
that's
just
the
stuff
you
need
to
assemble
to
apply
for
a
license.
Then
you
need
to
figure
out
the
infrastructure
that
says
where
do
you
hold
the
money?
How
are
you
going
to
place
a
trade?
In
the
US
because
the
industry
is
so
big,
you
have
these
infrastructure
players
like
Apex,
Clearing
that
if
you
want
to
start
a
stock-trading
business,
you
just
ask
them
for
their
APIs
and
you
plug
in.
It
is
super
simple.
In
Canada,
none
of
that
existed.
In
fact,
in
Canada,
if
you
wanted
to
open
up
an
investment
account
at
that
time,
there
were
rules
that
said
that
you
needed
to
meet
a
financial
advisor
in
person
for
an
in-person
suitability
assessment
for
that
person
to
actually
build
a
portfolio
on
your
behalf
and
offer
you
financial
advice.
Then
if
you
wanted
to
open
an
investment
account,
there
was
no
way
to
do
it
without
paperwork.
Literally
the
final
stage
of
trying
to
apply
for
an
investment
account
was
mail
or
fax
this
application
somewhere
and
hope
weeks
later
you
hear
back
that
it's
open.
I
think
that
if
we
had
known
the
scale
of
what
we
were
trying
to
build
at
the
time
and
hadn't
been
so
naive,
I
might've
just
said
that
just
seems
way
too
ridiculous
and
hard.
I
don't
know
anybody
who
works
in
financial
services.
I
don't
know
any
of
the
people.
I
don't
know
any
of
the
things
that
we
need
to
build
to
do
this
thing.
Pablo
15:19
Are
you
hitting
these
one
by
one?
Here
you
list
all
of
them,
but
you're
doing
the
one
thing
and
then
you
realize,
oh,
there's
another
door
behind
that
and
another
door
behind
that
and
so
on.
One Foot In Front Of The Other
Mike
15:28
Yeah,
you
just
put
one
foot
in
front
of
the
other
and
try
and
solve
okay,
I
am
trying
to
solve
for
an
N
of
me
and
a
few
friends.
We
have
some
money,
so
what
do
I
need
to
actually
move
that
money
into
an
account
at
Wealthsimple
or
whatever
we
were
calling
it
back
then,
Steady
Up
I
think
it
was
still
called.
How
do
I
place
a
trade?
How
do
I
actually
enable
that
first
transaction
to
happen?
It
was
just
one
step
after
the
other
trying
to
figure
it
out.
Pablo
15:57
How
expensive
was
this?
Did
you
get
funded
in
that
in
the
meantime,
just
thinking
licensing,
compliance,
infrastructure?
Mike
16:04
Yeah,
we
raised
–
we
were
convinced
that
we
would
need
some
capital
to
get
going
and
so
we
raised,
I
think
it
was,
a
$2
million
seed
round,
which
at
the
time
was
a
huge
round.
Now
it's
like
I
feel
like
people
did
ridiculous
seed
rounds.
Pablo
16:18
Last
year.
This
year,
we'll
see
what
happens.
Mike
16:21
But
at
the
time
it
was
big
because
we
thought
we
would
need
runway
and
capital
to
get
the
regulators
comfortable
and
really
make
a
go
this
thing.
Pablo
16:30
So
tell
us
some
stories
from
back
then.
I
mean,
I
think
you
–
just
getting
this
across
the
line,
you
mentioned
regulators.
What
was
that
process
like?
Mike
16:36
Yeah,
it's
all
these
funny
things.
The
first
step
was
try
to
find
a
financial
advisor
because
you
can't
put
the
application
in
unless
you
have
someone
registered
to
manage
money.
There's
certain
requirements
for
good
reason
to
who
is
qualified
to
do
that.
Som
introduced
me
to
someone
that
he'd
known
for
quite
a
long
time,
a
guy
named
Dave
Nugent,
who
became
a
founding
team
member
and
our
first
chief
investment
officer,
in
fact
our
chief
investment
officer
and
chief
compliance
officer.
I
remember
we
got
introduced
and
we
were
scheduled
to
meet
for
a
coffee
somewhere
downtown.
Both
of
us
showed
up
at
an
hour
late
to
the
meeting.
We
knew
from
that
moment
that
this
was
probably
a
perfect
fit.
He
was
scheduled
to
leave
on
a
trip.
I
want
to
say
it
was
either
to
Costa
Rica
or
Hawaii,
the
week
after
our
meeting.
He
was
going
to
be
there
for
a
week.
We
hit
it
off
and
I
told
him
that
we
were
planning
to
submit
our
application
to
the
regulators
in
10
days
and
that
if
he
wanted
the
job
as
our
CIO,
he
would
need
to
complete
these
five
requisite
courses
and
pass
them
within
seven
days
so
that
we
could
put
his
name
onto
the
application
that
went
with
the
regulators.
I
remember
he
printed
off
–
because
he
didn't
know
he
was
going
to
have
wifi
at
this
place
he
was
going
in
the
rainforest
in
Costa
Rica
or
something
like
that.
Hundreds
of
pages
of
exam
prep
materials
essentially
that
he
studied
on
for
his
entire
vacation
by
the
pool
or
wherever
he
was
so
that
the
day
he
got
back,
he
could
write
this
exam.
It
was
like,
you
better
pass
because
A,
you
have
to
quit
because
you
have
to
be
dedicated
to
this
full-time
to
be
on
the
application.
By
the
way,
if
you
don't
pass,
the
job's
not
yours,
and
you
got
to
spend
your
entire
vacation
studying
to
to
approve
this
thing,
Pablo
18:32
How
do
you
get
–
how
do
you
convince
him
to
do
that
back
then?
Mike
18:37
I
have
no
idea
how
we
did
it,
but
it's
just
Dave.
Dave
was
just
an
incredible
partner
and
believed
in
the
vision.
He
was
a
financial
advisor.
He'd
worked
in
this
space.
He
understood
the
need
and
the
opportunity
to
build
something
different,
and
he
knew
Som
well,
which
meant
a
lot
to
why
he
would
trust
me
and
this
opportunity
was
that
relationship.
He
took
a
leap
of
faith
and
fortunately
it
all
worked
out.
Pablo
19:03
Maybe
on
that,
was
the
vision
–
once
you
had
spelled
it
out
to
people,
was
it
obvious
back
then?
People
were
like,
oh
yeah,
I
could
see
everybody
using
this,
or
was
it
like,
that's
stupid,
like
Airbnb
type
thing.
Early
days?
Mike
19:17
I
don't
think
it
was
quite
Airbnb
because
having
people
sleep
in
your
living
room
was
really
out
there
kind
of
concept,
but
I
think
people
thought
it
was
a
good
In The Business Of Trust
Mike
19:26
idea,
but
were
very
skeptical
that
it
would
ever
work
because
of
two
particular
reasons.
One
is
we
are
in
the
business
of
trust.
We
ask
people
for
their
life
savings.
It
is
an
enormous
ask.
When
I
started,
I
was
what,
25
years
old,
had
never
really
worked
in
financial
services.
I
had
no
track
record.
Like
what
business
did
I
have
earning
people's
trust.
So
there
was
just
this
giant
amount
of
skepticism
of
who
is
this
kid
and
what
right
does
he
have
to
do
anything
in
this
space?
In
particular,
there
was
the
second
base
of
skepticism
of
who
is
this
kid?
In
the
context
of
Canadian
financial
services,
which
are
dominated
by
these
five
giant
banks
that
don't
let
competitors
come
into
the
market,
crush
anyone
who
tries
to
do
it,
have
a
monopoly
on
trust.
People
were
just
like,
it's
never
going
to
work.
It's
cool
concept.
Sounds
like
young
people
might
like
it,
but
they
don't
have
any
money,
first
of
all.
So
you're
never
going
to
be
able
to
build
a
business
that's
interesting
and
B,
the
banks
will
just
crush
you,
so
no
thanks.
That
was
generally
the
feedback
we
got.
Pablo
20:34
So
it
was
really
a
matter
of
finding
those
people
crazy
enough
who
also
thought
you
were
crazy
enough
to
really
get
this
thing
across
the
finish
line.
Mike
20:42
Yeah,
I
mean,
I
still
remember
it.
It
was
the
day
we
launched
the
company.
It
was
our
official
launch
to
the
public
press
release
announcement
day
or
whatever
it
was.
We
had
a
small
meeting
with
a
couple
of
our
advisors
at
the
at
the
office
and
one
of
them
who
was
an
industry
veteran,
asked
me
the
question.
He's
like,
“Mike,
what
are
we
doing
here?
What's
the
ambition
behind
the
business?”
I
remember
I
said
at
the
time
something
so
naive,
but
I
think
that's
kind
of
what
it
takes
to
do
these
sorts
of
things.
I
said,
“Vanguard
is
the
company
I
most
respect
in
financial
services.”
Invented
the
index
fund,
made
it
accessible,
cheap,
incredible
company.
They
got
started
30-plus
years
ago.
Today
they
manage
–
back
then
it
was
–
they
managed
4
trillion.
They're
much
bigger
than
that
now.
It
took
them
30
years
to
get
to
their
first
trillion
dollars,
pretty
incredible.
Blackrock
is
the
largest
asset
manager
in
the
world
today
and
it
took
them
25
years
to
get
to
their
first
trillion.
The
next
company
to
get
to
a
trillion
is
going
to
do
it
in
15
years
or
less.
Let's
go
be
that
business.
Here
we
were
on
day
one.
We
had
zero
clients
and
zero
assets,
and
the
advisor
kind
of
looked
at
me
and
was
like,
“You're
an
idiot.”
It's
super
naive,
but
I
don't
know.
I
just
think
it's
a
little
bit
of
what
it
takes
is
a
little
bit
of
that
naive
optimism
or
naive
ambition
when
you're
getting
started
to
do
something.
Pablo
22:19
I
think
that's
right.
I
think
that's
what
gets
people
excited
even
though
a
lot
of
people
will
laugh
it
off.
I
have
to
ask,
are
you
generally
on
track
for
that,
kind
of
ballpark?
Mike
22:29
I
think
if
you
extrapolate
the
compound
growth
rate
of
the
business,
we
are
ahead
of
what
we
would've
needed
to
get
there,
but
we're
a
long
way
away.
The
company's
are
roughly
20
billion
or
so
today,
which
is
nothing
to
sneeze
at,
but
it's
not
a
trillion
yet.
Pablo
22:47
Sure.
Mike
22:49
If
we
keep
the
growth
rate
up
–
I
would
say
that
it's
one
of
those
things
that
along
the
way
is
interesting.
Things
evolve.
We're
not
just
an
asset
manager
anymore.
Our
business
is
now
something
different
than
it
was
on
day
one
where
we
see
an
opportunity
to
really
become
our
clients'
primary
financial
relationship
across
all
of
their
financial
needs.
This
idea
of
just
growing
our
asset
base
is
no
longer
the
prime
objective.
Pablo
23:16
That
makes
sense.
It
actually
gets
segued
into
my
question,
which
is
what
was
this
–
first
the
MVP
was
you
just
help
people
make
decisions
and
they
do
it.
Once
you
decided,
no,
we're
going
to
go
all
the
way
and
manage
people's
money,
even
then,
what
was
the
first
–
what
did
you
imagine
your
app
would
do
on
day
one
for
someone?
Mike
23:34
Well,
it
was
just
about
building
a
long-term
portfolio
on
day
one.
It
was
–
the
best
way
for
people
to
invest
is
to
build
a
portfolio
that
reflects
your
long-term
aspirations
and
risk
tolerance.
Invest
in
it
regularly
and
stick
to
it
through
market
ups
and
downs.
Best
if
you
build
that
portfolio
yourself,
but
we
were
doing
it
for
you.
We
were
offering
some
financial
advice
to
help
people
navigate
those
choices
and
make
a
plan
and
stick
to
that
plan.
That
was
the
initial
ambition,
which
was
just
help
people
get
into
really
thoughtfully
constructed
portfolios,
help
them
get
started.
The
kind
of
service
that
you
get
if
you
have
a
half
a
million
or
a
million
bucks
and
a
wealth
manager,
young
people
that
don't
quite
have
that
asset
base
today,
didn't
have
access
to.
That
was
the
ambition
at
the
outset.
Pablo
24:29
Okay,
that
makes
sense.
So
you
were
going
to
take
people's
money
and
help
them
pick
out
what
whatever
make
–
ask
some
questions
about
what
kind
of
risk
tolerance
they
have
and
these
sort
of
things
and
build
them
a
portfolio
that
they
would
then
invest
into
on
monthly
or
whatever
cadence.
Mike
24:44
Yeah,
exactly.
Pablo
24:46
So
tell
me,
I
think
earlier
you
shared
with
me
before
the
call
some
funny
stories
with
meeting
regulators.
I
mean,
I'm
just
curious
what
that
was
like.
You're
25.
You're
new
to
financial
services,
completely
new
world
out
of
–
the
thing
about
finance
is
so
different
than
your
traditional
startup
that's
building
software
in
a
garage,
whatever,
and
just
putting
it
up.
You
were
meeting
people
who
are
all
about
status
quo.
What
was
that
kind
of
dynamic
like?
Meeting The Regulators
Mike
25:12
The
first
time
we
went
to
meet
the
regulators,
I
have
a
picture
of
it
that
I
come
back
to
often.
It's
Dave
Nugent,
my
co-founder
Brett,
and
one
of
our
earliest
software
engineers
wearing
suits
for
the
first
and
only
time
we
have
ever
worn
suits
to
the
office
together
because
what
the
hell
do
we
know?
We're
meeting
the
regulators.
You
got
to
be
respectful
and
play
the
part.
We
were
kids
and
wanted
to
appear
a
little
bit
older
and
more
credible
than
we
had
any
right
to
at
the
time.
We
showed
up
and
were
just
so
far
out
of
our
depth,
but
I
think
we
benefited
from
the
fact
that
the
story
is
one
that
really
resonated
with
regulators.
Young
people
wanted
an
a
new
way
to
invest.
They
didn't
want
to
have
to
meet
someone
in
person
and
spend
an
hour
with
a
random
financial
advisor
to
build
a
portfolio.
By
the
way,
the
financial
advisor
would
never
spend
the
time
with
them
because
young
people
don't
have
enough
money
that
that
business
model
makes
sense.
What
we
tried
to
show
them
was
that
was
this
giant
group
of
people
who
need
to
invest
because
if
they
get
started
now
with
decades
of
compounding
in
front
of
them,
they're
the
ones
that
stand
to
benefit
from
this
opportunity
but
aren't
and
can't
because
of
some
of
the
structural
barriers
that
we
have
mistakenly
put
in
the
way
of
getting
into
a
a
thoughtful
investment
program.
It
took
us
a
long
time
to
convince
them
to
give
us
the
the
account
app.
It
took
us
six
months
to
get
the
the
approval,
which
felt
like
forever.
Maybe
it
wasn't
in
a
regulatory
world.
Then
even
when
we
got
approval,
we
actually
had
all
these
conditions
on
it
where
we
had
to
call
every
single
client
who
signed
up
to
do
a
suitability
assessment.
So
we
got
them
to
admit
that
okay,
meeting
someone
is
maybe
a
step
too
far,
but
people
have
to
have
a
phone
call.
You
have
to
have
a
phone
call
before
you
invest.
It
took
us
another
six
months
of
showing
them
the
data
of
how
phone
calls
really
didn't
change
the
answer
for
people
and
people
really
didn't
want
–
young
people
in
particular
really
didn't
want
to
speak
to
anybody
on
the
phone
to
convince
them
that
we
could
do
a
suitability
assessment
completely
digitally
and
and
make
that
work.
So
it
took
a
lot
of
regulatory
hacking
to
try
and
get
to
even
the
first
version
of
the
product
that
we
maybe
originally
had
wanted
to
launch
the
market
but
couldn't
for
quite
a
long
time.
Pablo
27:40
Just
to
be
clear,
the
first
product
was
mobile
app
or
was
it
a
web
app?
Mike
27:45
It
was
a
web
app
to
start.
Pablo
27:47
It
was
a
web
app,
okay.
I'm
curious
on
–
the
reason
I
ask
that
is
on
timing.
It's
a
known
adage
that
timing
is
extremely
important.
There's
all
the
serendipity
and
luck
elements
that
go
into
that.
Did
you
spend
a
lot
of
time
thinking
about
this
why
now
question
relatedly?
Would
you
–
people
have
ideas
all
the
time
and
that,
as
a
VC,
is
one
of
the
things
that
we
think
about.
Why
now
for
this
idea?
When
you
think
about
you're
talking
to
founders
that
are
out
there
maybe
having
an
idea,
maybe
coming
up
with
one,
did
you
spend
a
lot
of
time
thinking
about
timing?
Should
a
founder
actually
spend
a
lot
of
time
thinking
about
whether
it's
the
right
time
for
that
idea?
Mike
28:22
I
don't
know.
I
think
it's
so
easy
to
be
wrong
on
timing.
So
many
great
companies
get
lucky
that
they
had
the
right
idea
at
the
right
time.
You
hear
when
No Such Thing As A Good Idea
Mike
28:34
someone's
successful,
people
come
out
of
the
woodwork
and
tell
you,
oh,
I
had
the
same
idea
or
I
did
the
same
thing
but
10
years
ago
and
it
was
10
years
too
early.
There's
probably
some
truth
to
that,
but
one
of
my
co-founders,
Rudy,
has
always
had
this
great
saying
when
he
talks
to
founders,
because
some
people
are
sometimes
so
protective
of
their
ideas
and
so
secretive
because
they
worry
that
it's
just
a
matter
of
time
until
someone
else
does
it
and
they're
going
to
steal
my
idea
and
move
with
it.
He's
like,
there's
no
such
thing
as
a
good
idea.
In
fact
when
you
have
an
idea
you
think
is
any
good,
your
second
thought
should
be
someone
else
had
the
exact
same
idea
at
this
exact
same
time
and
whoever
wins,
game
on.
It's
now
about
execution.
I
don't
know
if
you
can
plan
for
timing
versus
is
there
a
way
that
you
just
execute
given
the
cards
you're
dealt,
the
market
you're
in,
the
timing
that
you're
building
something.
Some
conditions
work
in
your
favor
and
evolve
to
be
better
for
you,
and
sometimes
they
get
worse.
We
were
a
massive
beneficiary
of
starting
the
business
in
a
huge
bull
run
in
the
markets.
We
were
around
with
a
stock
trading
app
during
meme
stocks
that
was
just
incredibly
successful.
If
you
were
starting
an
investment
business
right
now,
that'd
be
brutal,
but
if
you
execute
it
right
for
this
market,
it
can
last
until
the
next
bull
market
comes,
because
these
things
are
cyclical.
You'll
probably
be
okay.
So
the
timing
is
a
thing,
but
I
don't
know
how
much
you
can
plan
for
that
or
be
too
precious
about
it.
Pablo
30:05
I
think
one
of
the
other
ways
to
look
at
that
same
thing
is
you're
probably
better
off
focusing
on
delivering
clear
value
versus
focusing
on
the
why
now
of
it.
If
you
can
deliver
clear
value,
and
that's
where,
when
you
look
at
some
of
these
things
–
to
your
point,
I
think
before
Uber,
somebody
came
up
with
Uber
10
years
ago,
but
there
wasn't
mobile
phones
that
were
all
over
the
place.
What's
really
the
value
of
having
to
load
up
your
laptop
or
your
computer
to
call
taxi?
It's
just
not
the
same
value
as
opening
up
your
mobile
phone,
clicking
a
button.
So
that's
maybe
a
better
way
for
people
to
gauge
if
the
timing's
right,
or
the
iPhone
before
the
iPhone
right
there,
smartphones
before
the
smartphone
sort
of
thing.
Again,
the
things
weren't
there
yet,
so
the
experience
was
actually
pretty
weak
even
though
the
idea
was
cool.
Mike
30:46
I
think
there's
truth
to
that.
There's
some
enabling
technologies
that
just
unlock
opportunities.
To
be
honest,
when
Uber
launched,
I
lived
in
San
Francisco
and
I
never
thought
it
was
going
to
work
outside
of
San
Francisco
because
–
I
was
obviously
dead
wrong
about
that,
but
San
Francisco,
you
could
never
get
a
cab.
It
was
impossible
to
get
a
car
to
go
somewhere.
In
fact
if
there
had
–
if
mobile
phones
hadn't
been
around
and
there
was
simply
a
website
to
go
to
to
order
a
cab
to
come
pick
you
up,
maybe
you
didn't
have
your
laptop
on
you
at
all
times
and
that's
the
thing
that
never
would've
worked,
but
that
would've
been
actually
a
step
function
better
than
what
existed
in
the
market.
Maybe
you
could
have
only
created
a
small
little
San
Francisco
local
cab
business
that
was
better,
but
part
of
part
of
building
a
great
company
is
the
luck
of
just
being
in
the
right
place
at
the
right
time.
If
someone
was
hacking
on
that
problem,
maybe
they
would've
been
the
one
that
figured
out,
oh,
mobile
phones
are
coming
out.
We've
got
this
great
distribution
system
we
use
a
laptop
for
and
we
evolve
it
for
mobile
and
then
they
would've
won.
I
think
people
shouldn't
be
too
precious
about
timing.
It's
a
hard
thing
I
think
to
guess
right
or
wrong
on.
Pablo
31:52
Perfect.
No,
that's
super
helpful.
So
fast-forward
a
little
bit.
You've
gone
through
all
these
hurdles
and
the
thing's
getting
ready.
I'm
just
curious
maybe
if
you
can
dive
a
little
bit
into
kind
of
the
big
launch.
There's
always
–
especially
in
consumer,
The Public Launch
Pablo
32:03
I
think
there's
always
this
huge
thing
around
the
the
public
launch.
What
went
into
that?
What
was
that
like?
Mike
32:10
It
was
begging
and
pleading
for
press.
We
thought
that
if
the
Global
Mail
wrote
about
us,
it
would
give
the
facade
of
credibility.
No
one
wanted
to
be
–
no
one
wants
to
be
the
first
client
to
an
investment
business.
I
would
go
and
I
would
talk
to
people
and
be
like,
here's
what
we're
doing.
We're
making
really
high-quality
investing
accessible,
low
cost,
really
simple.
They'd
say,
oh,
that
sounds
amazing.
How
many
clients
do
you
have?
No
one
wants
the
answer
to
be,
well,
if
you
sign
up,
we'll
have
one.
That's
just
a
bad
answer.
Sounds
like
a
big
risk.
It's
like,
oh,
it
seems
like
they
have
clients.
They're
credible.
They're
big.
So
we
really
did
everything
we
could
to
get
a
lot
of
press
in
those
days.
Then
we
hustled.
We
hustled
like
crazy
to
try
to
win
clients.
I
mean,
I
used
to
do
crazy
things.
I
used
to
try
to
–
within
30
seconds
of
someone
signing
up
on
the
website
and
–
the
first
version
you
had
to
give
a
name,
email,
phone
number.
I
used
to
try
within
30
seconds
of
calling
every
single
person
who
signed
up
and
there
weren't
that
many
that
were
signing
up
that
I
couldn't
actually
manage
it
for
a
while.
It
would
just
be,
“Hey,
I'm
Mike,
co-founder
of
Wealthsimple.
I
just
wanted
to
say
thank
you
so
much
for
signing
up.
I
want
you
to
–
this
is
my
number.
If
you
ever
need
anything,
you
call
me
directly.
Love
to
hear
how
you
heard
about
us.
Thank
you
and
be
in
touch.”
It
was
just
hustling
to
try
to
differentiate,
to
try
to
win
that
little
extra
bit
of
trust
that
we
could
on
every
client.
Those
were
the
things
we
did
to
grow
back
then.
Then
it
evolved
into
these
–
we
had
these
lunch
and
learn
presentations
where
we'd
go
in;
we'd
take
free
lunch
into
companies.
We
found
that
if
I
did
one
of
these
presentations,
20%
of
the
audience
would
become
a
client,
became
the
first
reliable
customer
acquisition
channel
we
found.
It
didn't
matter
how
big
the
audience.
If
there
were
five
people,
we'd
get
one
client.
If
there
were
a
hundred
people,
we'd
get
20.
My
job
for
a
year
became
do
as
many
lunch
and
learns
a
day
as
you
possibly
can.
It
was
not
uncommon
to
see
me
running
around
Toronto
holding
50
bags
of
lunch
and
running
between
buildings,
trying
to
stuff
in
three
or
four
or
five
of
these
things
back
to
back.
It
just
became
about
hustle.
Pablo
34:29
Was
it
hard
to
get
PR
for
this?
It
sounds
like
an
obvious
–
I
mean,
that's
hindsight
maybe
speaking,
but
empowering
the
average
consumer
to
have
the
tools
of
the
big
guys.
Sounds
like
an
pretty
–
Mike
34:40
We
were
lucky
we
got
press,
but
we
hated
the
press
in
the
early
days.
They
called
us
a
robo-advisor
and
they
would
do
these
awful
stock
image
photography
of
robots
along
with
every
article
they
wrote.
We
just
–
there
was
always
this
like
negative
connotation
to
the
press
of
they're
robots
and
we
were
like,
actually
we're
way
more
human
than
any
traditional
financial
advisor
delivering
a
more
personalized
experience
to
people
that
–
just
all
of
it
fell
on
deaf
ears.
They
just
were
not
interested
in
that
story.
We
got
the
press,
but
I'm
not
sure
it
was
always
the
press
we
wanted.
Pablo
35:14
You
launched
this
product.
When
do
you
feel
like
–
when
do
you
start
to
get
signals
that
that
leap
of
faith
was
worth
taking,
that
this
thing
is
trending
towards
something
positive?
Mike
35:25
I
think
I
told
you
this
when
you
asked
me
that
the
other
day.
I
don't
know
that
I
ever
felt
that
way.
I'm
still
not
sure
I
feel
that
way.
I
think
that
paranoia
is
probably
a
good
thing.
I
knew
from
the
very
earliest
days
that
we
were
solving
a
real
problem.
The
first
clients
at
Wealthsimple
were
my
friends
and
my
family.
As
I
told
you,
I
called
every
single
person
who
signed
up
for
a
very
long
time.
I
think
that
feedback
loop
of
hearing
from
people
that
we
were
the
first
time
that
they
had
ever
thought
about
investing
and
they
were
doing
it
and
they'd
become
investors
and
they
found
the
process
empowering
and
simple,
transparent.
Those
were
enough
signs
of
validation
that
we
were
onto
something
that
we
could
get
going.
As
time
grows
on
you
hear
more
of
these
stories
and
they
get
even
more
powerful.
I
remember
there
was
this
one
client
we
had
early
days
who's
been
very
public
about
his
Wealthsimple
experience
where
he
has
this
tweet
storm
where
he
talks
about
how
he
had
been
homeless.
This
post
on
Twitter
showed
him
in
front
of
this
brand
new
house
with
a
for
sale,
sold
sign
on
it.
He
said,
“This
is
now
me
standing
in
front
of
the
home
I
just
bought
with
my
mom.
It's
the
first
home
I've
owned
in
a
decade.
It
was
because
of
Wealthsimple
that
I
managed
to
put
enough
money
away
for
a
down
payment
and
saved
enough.
Now
we
just
got
keys
to
our
brand
new
house.”
When
you
start
to
hear
stories
of
the
impact
you're
having
on
people's
lives,
that
was
enough
to
know
we
have
something
here
that
is
doing
good
for
people,
solving
a
real
problem.
We
got
to
stick
to
it,
obviously.
Product Market Fit
Pablo
37:02
So
the
early
days
of
solving
a
problem,
delivering
real
value.
This
is
the
Product
Market
Fit
Show,
so
we
always
end
on
this
question,
which
is
–
and
especially
I'm
curious
as
a
consumer
app
–
when
did
you
feel
like
you
had
real
product
market
fit?
Mike
37:18
Beyond
the
anecdotes,
it
might
be
those
first
times
where
we
had
a
way
to
grow
that
was
reliable.
So
it
was
the
matching
of
the
anecdotes
of
people
are
telling
us
they
love
this
thing
and
they're
putting
they're
putting
money
into
it.
That's
a
big
signal.
Someone
has
$50,000
to
their
name,
$25,000
to
their
name
and
they're
giving
us
that
money.
At
the
individual
level,
that
was
a
pretty
good
signal
that
we
had
something,
but
then
when
we
could
find
that
we
had
a
couple
channels
to
scale
that
where
we
could
reliably
grow
and
it
was
a
question
of
putting
more
–
every
effort
you
put
into
a
lunch
and
learn,
you
get
something
out
of
it.
I
think
that's
probably
the
moment
where
we
have
something
here.
We
could
probably
raise
some
capital
to
make
this
thing
go
faster.
Maybe
that
would
be
how
I
thought
about
us
getting
a
product
market
fit.
Recap
Pablo
38:08
Perfect.
Well,
thanks,
Mike.
We'll
stop
there.
I
mean,
just
to
quickly
recap,
you
started
off
with
that
classic
origin
story
at
12
years
old,
winning
an
investing
contest,
then
a
few
years
later
coming
back
to
this
idea,
starting
off
with
some
MVPs
that
I
think
make
a
lot
of
sense
from
the
perspective
of
trying
to
do
the
least
to
delivering
the
value
and
then
effectively
getting
caught
into
the
financial
services
world.
Fast-forward
a
decade,
now
serving
two
and
a
half
million
Canadians
and
helping
them
accomplish
their
finance
goals,
which
I
think
is
as
noble
a
mission
as
you
can
get.
Really
appreciate
you
sharing
this
story.
I
think
founders
will
get
a
lot
of
it
and
if
only
learn
and
see
that
even
the
biggest
brands
had
to
go
through
a
lot
of
little
things
at
the
beginning,
which
amount
to
something
big
once
it's
all
said
and
done.
So
anyways,
thanks
for
that,
Mike.
It
was
awesome.
Mike
38:58
Thanks
for
having
me.
A
lot
of
fun.
Pablo
39:08
Thank
you
so
much
for
listening
all
the
way
through.
It's
been
a
pleasure
having
you
here.
Make
sure
to
subscribe
so
you
don't
miss
the
next
episode.