McDonald
J.A.:
The
issue
to
be
decided
in
this
case
is
whether
a
taxpayer
can
claim
an
allowable
capital
loss
pursuant
to
subparagraph
40(2)(g)(ii)
of
the
Income
Tax
Act
(the
“Act”)
for
losses
incurred
on
guarantees
made
in
respect
of
loans
made
to
a
subsidiary
corporation
for
the
purpose
of
earning
dividend
income
from
that
subsidiary.
Facts
The
Appellant
is
a
large
Canadian
public
company
whose
principal
business
was
the
purchase,
development,
leasing
and
management
of
commercial,
retail,
industrial
and
residential
real
property
and
the
sale
of
residential
real
property.
This
business
is
carried
on
by
the
Appellant
both
directly
and
through
its
subsidiaries,
many
of
which
are
located
in
Canada
or
the
United
States.
Indeed,
part
of
the
Appellant’s
business
is
to
provide
management
and
financial
support
to
its
subsidiaries.
These
services
are
generally
provided
free
of
charge;
however,
the
Appellant
does
anticipate
earning
dividend
income
from
its
subsidiaries.
This
appeal
is
principally
concerned
with
the
Appellant’s
dealings
with
five
of
its
fifth
tier
subsidiaries
in
the
United
States,
namely:
CF
Parkside
Inc.,
CF
Cleveland
Inc.,
CF
Jocelyn
Inc.,
CF
Prospect
Inc.
and
CF
Society
Hill
Inc.
(collectively,
the
“CF
subsidiaries”).
The
CF
subsidiaries
were
related
to
the
Appellant
as
follows:
(a)
The
Appellant
owned
CFI
Properties
B.V.
(“CFI”),
a
Netherlands
Antilles
company;
(b)
CFI
owned
Cadillac
Fairview
U.S.
Inc.
(“CFUS”);
(c)
CFUS
owned
Cadillac
Fairview
Residential
Holdings
Inc.
(“CF
Holdings”);
(d)
CF
Holdings
owned
Cadillac
Fairview
Residential
Properties
Inc.
(“CF
Properties”);
and
(e)
CF
Properties
owned
the
CF
subsidiaries.
a.
The
Dealings
of
the
CF
subsidiaries
1,
CF
Society
Hill
In
December
1979,
CF
Society
Hill
formed
a
general
partnership
with
Greenwood
Properties
Inc.
(‘Greenwood’)
called
Independence
Place
Associates
(‘IPA’)
to
construct,
develop
and
sell
two
residential
condominium
apartments
in
Philadelphia.
IPA
borrowed
US$53,000,000
from
the
Bank
of
Montreal
(New
York
Agency).
The
Appellant
provided
an
unconditional
and
continuing
guarantee
of
the
loan
both
as
guarantor
and
as
a
principal
obligor.
Greenwood
provided
a
similar
guarantee.
On
March
1,
1983,
CF
Society
Hill
entered
into
an
agreement
with
the
other
parties
allowing
it
to
withdraw
from
IPA.
Essentially,
the
agreement
required
the
restructuring
of
IPA’s
financing
arrangements.
Under
the
terms
of
the
restructuring
agreement
CF
Society
Hill
was
required
to
contribute
$3,266,324
to
IPA.
This
amount
was
to
be
applied
against
the
principal
owing
on
the
Bank
of
Montreal
loan.
The
restructuring
agreement
stipulated
that
the
loan
would
not
go
into
default.
On
July
19,
1983,
the
Appellant
paid
$3,266,324,
on
behalf
of
CF
Society
Hill,
and
the
following
day
the
Bank
of
Montreal
released
the
Appellant
from
its
guarantee.
2.
CF
Prospect,
CF
Parkside,
CF
Jocelyn
and
CF
Cleveland
In
December
1979,
CF
Parkside,
CF
Jocelyn
and
CF
Cleveland
formed
separate
partnerships
with
Chateau
Corporation
(“Chateau”)
to
acquire
buildings
in
the
Washington
D.C.
area
for
conversion
into
condominiums
for
sale.
These
partnerships
were
Parkside
Associates
(“PA”),
Jocelyn
House
Associates
(“JHA”)
and
Cleveland
Terrace
Associates
(“CTA”)
respectively.
Each
partnership
borrowed
the
following
capital
amounts
from
the
First
National
Bank
of
Chicago
(‘FNBC’)
to
finance
their
real
estate
ventures:
(a)
PA
-
US
$
48,512,600;
(b)
JHA
-
US
$2,387,400;
and
(c)
CTA
-
US
$
3,200,000.
As
a
condition
of
each
loan,
the
Appellant
and
the
principal
shareholders
of
Chateau
(the
“Chateau
shareholders”)
jointly
and
severally
guaranteed
the
loans.
On
June
25,
1982,
PA
was
converted
into
a
joint
venture
between
CF
Parkside
and
Chateau.
CF
Parkside
then
assumed
and
became
solely
liable
for
50%
of
the
amount
owing
on
the
loan
formerly
held
by
PA.
The
Appellant
became
the
sole
guarantor
of
this
loan.
On
January
22,
1980,
CF
Prospect
formed
a
general
partnership
with
Chateau
called
Prospect
House
Associates
(“PHA”)
for
the
purpose
of
acquiring
a
building
in
Virginia
for
conversion
into
condominiums
for
sale.
PHA
borrowed
US
$26,600,000
from
the
Bank
of
Nova
Scotia.
The
Chateau
shareholders
and
the
Appellant
each
guaranteed
50%
of
this
loan.
Each
of
these
real
estate
ventures
ultimately
encountered
serious
financial
problems.
To
minimize
their
losses,
the
Appellant’s
Board
of
Directors
voted
to
divest
their
interest
in
these
projects.
To
accomplish
this
goal
CF
Properties,
the
immediate
parent
of
the
CF
subsidiaries,
was
to
sell
all
of
its
shares
in
these
companies
to
the
Chateau
shareholders.
With
respect
to
the
loans
to
PA,
JHA,
and
CTA,
a
default
would
occur
under
the
loan
if
all
of
the
issued
and
outstanding
shares
of
the
capital
stock
of
CF
Parkside,
CF
Jocelyn,
or
CF
Cleveland
ceased
to
be
owned
by
the
Appellant,
or
by
a
wholly
owned
subsidiary
of
the
Appellant,
unless
the
bank
consented
to
the
sale.
The
Bank
did
not
consent
and
the
parties
were
forced
to
negotiate
new
arrangements
to
effect
the
withdrawal
of
the
Appellant’s
economic
interest
from
the
ventures.
Originally,
the
Chateau
shareholders
were
to
pay
$10,500,000
for
all
of
the
shares
in
CF
Parkside.
CF
Properties
was
to
pay
the
full
outstanding
balance
owed
by
PA
on
the
loan
that
the
Appellant
had
guaranteed.
When
the
bank
refused
to
consent
to
this
transaction,
the
agreement
was
amended.
Under
the
new
terms,
Chateau
was
to
pay
$1,000
to
CF
Properties
for
the
shares,
and
$10,499,000
to
the
lender
as
partial
satisfaction
of
the
outstanding
balance
of
the
loan.
The
Appellant
was
to
pay
any
other
amounts
that
remained
outstanding
in
satisfaction
of
the
loan.
The
Appellant
ultimately
paid
$4,994,500.86
to
satisfy
the
loan
to
PA.
All
the
shares
of
CF
Cleveland
and
CF
Jocelyn
were
sold
to
the
Chateau
shareholders
for
$1.00.
CF
Properties
was
to
pay
$1,700,000
of
the
amount
owing
to
the
bank
under
the
loan
that
the
Appellant
had
guaranteed.
The
Chateau
shareholders
were
responsible
for
any
other
outstanding
amounts
on
the
loan.
After
the
Bank
refused
to
consent,
this
agreement
was
amended
to
the
effect
that
the
purchase
price
of
the
shares
was
$1,000,
and
the
Appellant
was
to
pay
the
lender
$1,701,000
as
partial
satisfaction
of
the
outstanding
amount
of
the
loan.
The
Chateau
shareholders
were
to
pay
any
remaining
balance
on
the
loan.
On
March
23,
1983,
the
appellant
paid
a
total
of
$1,701,000
-
$1,194,400
in
respect
of
CTA,
and
$506,600
in
respect
of
JA.
Under
the
terms
of
each
of
the
share
purchase
transactions,
the
Appellant
waived
any
claims,
by
way
of
subrogation
or
otherwise,
which
it
may
have
had
against
CF
Parkside,
CF
Jocelyn
and
CF
Cleveland
immediately
after
making
payment
to
the
Bank.
Under
a
proposed
agreement,
the
Chateau
shareholders
were
to
purchase
the
shares
of
CF
Prospect
for
$1
and
to
pay
the
outstanding
balance
owed
to
the
lenders
less
an
agreed
upon
amount
to
be
paid
by
CF
Properties.
On
April
19,
1983,
the
Bank
of
Nova
Scotia
indicated
that
it
would
not
consent
to
the
purchase
agreement
as
structured
and
was
seeking
full
repayment
of
the
loan
from
the
guarantors.
In
response,
the
share
purchase
agreement
was
amended
to
include
other
parties,
including
the
Appellant.
The
shares
of
CF
Prospect
were
eventually
sold
to
SEEF
Corp.
(CF
Parkside
was
changed
to
SEEF
Corp,
when
it
was
bought
by
Chateau).
The
Appellant
paid
$3,797,177.57
to
the
Bank,
to
be
applied
against
the
loan.
Under
the
terms
of
the
agreement,
the
Appellant
waived
any
claims
it
may
have
had
against
CF
Prospect
immediately
after
making
this
payment.
CF
Properties
was
also
to
pay
$3,756,000,
but
evidently
it
did
not
do
so.
At
the
time
that
the
Appellant
made
the
payments
in
respect
of
each
venture,
none
of
the
subsidiaries
had
the
resources
to
pay
their
respective
loans.
At
trial,
the
Appellant
did
not
adduce
any
evidence
as
to
how
the
various
negotiated
amounts
were
determined.
b.
The
Appellant’s
Claim
The
Appellant
deducted
$7,926,000
as
an
allowable
capital
loss
in
its
1984
taxation
year.
This
represented
50%
of
the
$15,852,000
in
payments
made
by
the
Appellant
in
order
to
extricate
its
interest
in
the
failed
real
estate
ventures
of
the
CF
subsidiaries.
The
Appellant
argued
that
these
payments
were
made
pursuant
to
the
terms
of
the
loan
guarantees
that
it
had
given
in
respect
of
these
subsidiaries.
The
Minister
of
National
Revenue
(the
“Minister”)
disallowed
this
deduction
on
the
basis
that
the
guarantees
were
not
issued
for
the
purpose
of
gaining
or
producing
income
from
a
business
or
property
and
that
accordingly,
the
loss
suffered
was
deemed
to
be
nil
under
subparagraph
40(2)(g)(ii)
of
the
Act.
Subparagraph
40(2)(g)(ii)
reads:
40.(2)
(g)
a
taxpayer’s
loss,
if
any,
from
the
disposition
of
property,
to
the
extent
that
it
is...
(ii)
a
loss
from
the
disposition
of
a
debt
or
other
right
to
receive
an
amount,
unless
the
debt
or
right,
as
the
case
may
be,
was
acquired
for
the
purpose
of
gaining
or
producing
income
from
a
business
or
property
(other
than
exempt
income)
or
as
consideration
for
the
disposition
of
capital
property
to
a
person
with
whom
the
taxpayer
was
dealing
at
arm’s
length…
is
nil.
The
Appellant
appealed
to
the
Tax
Court
of
Canada.
The
judge
who
heard
the
case
retired
before
rendering
judgment.
The
case
was
assigned
to
another
judge
who
dismissed
the
Appellant’s
appeal
on
the
basis
of
the
transcript
of
the
evidence
and
argument.
The
learned
Tax
Court
Judge
was
of
the
view
that
it
was
not
sufficient
that
the
capital
amounts
were
expended
for
the
purpose
of
gaining
or
pro-
ducing
income
from
a
business.
The
question,
as
he
saw
it,
was
whether
the
Appellant
disposed
of
property
or
was
deemed
to
have
disposed
of
property
in
circumstances
giving
rise
to
a
capital
loss.
He
answered
this
question
in
the
negative
with
respect
to
CF
Prospect,
CF
Parkside,
CF
Jocelyn
and
CF
Cleveland
when
he
stated:
...I
do
not
think
that
[the
Appellant]
became
the
owner
of
a
debt
from
Jocelyn,
Cleveland,
Parkside
or
Prospect.
As
part
of
the
agreement
under
which
it
participated
in
the
sale
by
Properties
of
the
shares
of
these
companies
to
Chateau
it
had
to
pay
amounts
that
could
be
related
to
the
guarantees.
The
payments
were
however
attributable
to
the
much
more
complex
arrangements
under
which
the
appellant
assisted
its
subsidiary
Properties
to
extricate
itself
from
the
various
real
estate
ventures
in
which
its
subsidiaries
had
become
involved.
The
payment
of
the
guaranteed
amounts
did
not
result
from
any
default
by
the
partnerships.
It
was
related
to
a
condition
in
the
agreement
with
the
Bank
that
an
event
of
default
would
be
deemed
to
occur
if
the
shares
of
the
subsidiaries
were
sold
without
the
Bank’s
consent
but
this
fact
was
incidental
to
the
entire
transaction.
The
triggering
of
the
deemed
default,
the
payment
of
the
negotiated
amounts
and
the
simultaneous
waiver
of
any
rights
of
subrogation
(if
indeed
any
could
otherwise
have
come
into
existence
considering
that
the
event
of
default
was
occasioned
by
the
act
of
Properties,
a
subsidiary
of
the
guarantor,
a
transaction
in
which
the
appellant
itself
was
intimately
involved)
were
part
of
an
interrelated
series
of
transactions
which
achieved
the
overall
economic
goal
of
extricating
the
Cadillac
Fairview
organization
from
the
U.S.
ventures.
They
did
not
result
in
the
appellant's
acquiring
by
way
of
subrogation
any
debt
that
could
be
disposed
of
under
section
50
or
otherwise.
The
waiver
of
any
rights
of
subrogation
by
the
appellant
as
an
integral
part
of
the
overall
transaction
prevented
such
a
debt
from
coming
into
existence.
I
do
not
accept
the
appellant’s
argument
that
it
acquired
by
subrogation
debts
of
the
subsidiaries
when
it
paid
the
agreed
amounts
under
the
amended
share
purchase
agreements,
and
that
it
then
disposed
of
those
debts
by
reason
of
its
waiver.
The
words
‘hereby
waives
any
claims,
by
way
of
subrogation,
or
otherwise,
which
it
may
have
against
CF’
constituted
an
anticipatory
waiver
that
prevented,
and
was
intended
to
prevent,
any
right
of
subrogation
from
coming
into
existence.
It
is
clear
that
the
entire
transaction
was
structured
to
ensure
that
the
appellant,
by
reason
of
the
payment,
would
acquire
no
enforceable
subrogated
rights
against
any
of
the
subsidiaries
whose
shares
were
being
sold.
It
is
inaccurate
and
unduly
simplistic
to
see
this
as
a
garden-variety
payment
by
a
guarantor
of
a
principal
debtor’s
obligation,
followed
by
a
subsequent
waiver,
for
no
consideration,
of
the
subrogated
debt.
The
waiver
was
an
essential
ingredient
in
the
entire
transaction,
and
even
if
I
accepted
the
appellant’s
analysis
(which
I
do
not)
that
it
acquired
a
debt
which
it
waived,
the
consideration
for
that
waiver
cannot,
either
as
a
matter
of
law
or
as
a
matter
of
commercial
common
sense,
be
regarded
as
nil.
The
price
paid
for
the
appellant’s
role
in
the
matter,
including
the
payment
to
the
bank
and
the
waiver,
was
Cha-
teau’s
participation
in
enabling
the
Cadillac
Fairview
organization
to
disengage
itself
from
the
fiasco.
[emphasis
added]
The
Appellant
appeals
to
this
Court.
Analysis
It
is
clear
from
the
terms
of
sections
38
[Taxable
capital
gain
and
allowable
capital
loss]
and
39
[Meaning
of
capital
gain
and
capital
loss]
of
the
Act
that
a
capital
loss
may
only
be
claimed
where
there
was
an
actual
or
deemed
disposition
of
property.
As
found
by
the
Tax
Court
Judge,
the
mere
fact
that
a
capital
payment
was
made
is
not
sufficient,
in
and
of
itself,
to
give
rise
to
a
capital
loss.
Under
the
law
of
subrogation,
a
guarantor
is
normally
subrogated
to
the
position
of
the
creditor
where
a
guarantee
has
been
given
in
respect
a
primary
debtor’s
obligation
and
the
guarantor
is
required
to,
and
does
in
fact,
make
payment
under
that
guarantee.
Where
these
subrogation
rights
have
not
been
expressly
or
implicitly
waived
the
primary
debtor
becomes
obligated
to
the
guarantor
for
the
full
amount
that
was
paid
under
the
guarantee.
Where
a
debtor
cannot
repay
its
subrogated
debt
to
the
guarantor,
the
debt
may
be
regarded
as
“bad”.
The
relevant
portions
of
section
50
of
the
Act
read
as
follows:
50.(1)
For
the
purposes
of
this
subdivision,
where
(a)
a
debt
owing
to
a
taxpayer
at
the
end
of
a
taxation
year
...
is
established
by
the
taxpayer
to
have
become
bad
debt
in
the
year,
or
and
the
taxpayer
elects
in
the
taxpayer’s
return
of
income
for
that
year
to
have
this
subsection
apply
in
respect
of
the
debt
...
the
taxpayer
shall
be
deemed
to
have
disposed
of
the
debt
...
at
the
end
of
the
year
for
proceeds
equal
to
nil
and
to
have
reacquired
it
immediately
after
the
end
of
the
year
at
a
cost
equal
to
nil.
If
the
guarantor
makes
an
election
under
section
50
the
“bad”
subrogated
debt
will
be
deemed
to
have
been
disposed
of
at
the
end
of
the
taxation
year
and
acquired
immediately
thereafter
at
no
cost.
In
this
manner,
the
law
of
subrogation
operates
in
conjunction
with
section
50
of
the
Act
to
create
the
disposition
required
to
support
a
claim
for
capital
loss.
The
question
is
whether
the
circumstances
of
this
case
are
sufficient
to
establish
that
the
Appellant
acquired
subrogated
debt
and
disposed
of
it
under
section
50
or
otherwise.
For
the
reasons
articulated
below,
I
am
of
the
opinion
that
the
Appellant
did
not
do
so.
The
Tax
Court
judge
held
that
the
following
questions
must
be
answered
in
the
affirmative
to
conclude
that
the
Appellant
incurred
an
eligible
capital
loss
under
the
Act:
(a)
Were
the
subsidiaries’
obligations
to
the
banks
guaranteed
by
the
Appellant?
(b)
Did
the
Appellant
make
payment
pursuant
to
the
guarantees?
(c)
Did
the
Appellant
acquire,
through
subrogation,
the
debt
owing
by
the
CF
subsidiaries?
(d)
Was
the
debt
disposed
of
within
the
year
(for
nil
proceeds)?
(e)
Was
the
debt
acquired
for
the
purpose
of
gaining
or
producing
income
from
a
business
or
property
of
the
Appellant?
Or,
in
other
words,
were
the
guarantees
given
to
gain
or
produce
income
from
a
business
or
property?
It
is
not
disputed
that
the
Appellant
guaranteed
the
loans
made
to
the
CF
subsidiaries,
accordingly
only
the
last
four
questions
are
relevant
to
this
appeal.
a.
Were
the
payments
made
pursuant
to
the
Guarantees?
This
Court
has
held
that
in
determining
the
proper
characterization
of
a
transaction
which
allegedly
gives
rise
to
a
loss
from
a
loan
or
guarantee
the
transaction
is
to
be
examined
“from
a
practical
business
point
of
view
to
determine
the
intent
with
which
the
money
was
provided.”
This
is
a
factual
determination.
In
the
circumstances
of
this
appeal,
the
Appellant
had
guaranteed
loans
made
to
its
subsidiaries
in
respect
of
five
real
estate
ventures
in
the
U.S..
When
the
real
estate
ventures
collapsed,
the
Appellant
sought
to
extricate
the
subsidiaries
thereby
limiting
its
liability.
To
this
end,
the
Appellant
(or
its
subsidiaries)
made
arrangements
which
required
certain
payments
to
be
made
by
the
Appellant.
In
the
case
of
the
share
transfers,
the
Agreements
expressly
stated
that
these
payments
were
to
be
applied
in
satisfaction
of
its
guarantees.
In
the
case
of
CF
Society
Hill,
the
Appellant
paid
monies
on
behalf
of
its
subsidiary
and
the
Bank
accepted
such
payments
in
fulfilment
of
the
Appellant’s
obligations
under
the
guarantee.
It
is
clear
from
the
evidence
that
the
complex
share
transfer
arrangements
negotiated
by
CF
Prospect,
CF
Parkside,
CF
Jocelyn
and
CF
Cleveland
addressed
many
issues
other
than
the
guarantees
provided
by
the
Appellant.
The
real
estate
ventures
for
which
the
loans
had
been
obtained
were
experiencing
economic
difficulties.
Although
default
had
not
yet
occurred,
the
maturity
date
of
each
of
the
loans
were
approaching.
In
each
case
the
maturity
date
had
been
extended
to
accommodate
the
needs
of
the
parties.
The
CF
subsidiaries
did
not
have
sufficient
assets
to
make
payment
on
the
loans.
It
is
reasonable
that
in
these
circumstances
the
Appellant
would
foresee
the
possibility
of
default
or
demand
and
seek
to
reach
agreements
that
would
limit
its
obligations
under
the
guarantees.
The
agreements
in
question
achieved
this
result.
If
the
transactions
are
examined
in
their
entirety,
it
is
equally
clear
that
the
payments
made
by
the
Appellant
were
in
response
to
these
guarantees.
Simply
put,
the
payments
made
by
the
Appellant
were
not
solely
in
response
to
its
obligations
under
the
guarantees.
The
guarantees
are
clearly
the
principal
motivator
for
the
amendments
to
the
share
purchase
agreements
that
were
made
after
the
Bank
refused
to
grant
its
consent.
Although
the
Appellant
failed
to
adduce
evidence
as
to
how
the
negotiated
payments
were
fixed,
there
is
sufficient
evidence
to
establish
that
the
payments
were
made
pursuant
to
the
guarantees
and
the
Appellant’s
obligations
thereunder.
I
am
satisfied
that
each
payment
was
made
to
satisfy
some
obligation
under
the
terms
of
the
guarantees.
In
respect
of
CF
Society
Hill,
the
Tax
Court
Judge
assessed
the
relevant
viva
voce
and
documentary
evidence
and
found
that
the
evidence
failed
to
establish
that
the
payment
had
been
made
pursuant
to
an
obligation
under
its
guarantee
to
the
Bank.
Of
significance
was
the
fact
that
the
refinancing
agreement
clearly
stated
that
the
payment
was
made
on
behalf
of
CF
Society
Hill,
in
fulfilment
of
CF
Society
Hill’s
obligations.
In
reaching
this
conclusion,
the
Tax
Court
Judge
made
the
following
findings:
…
I
do
not
think
that
the
fact
that
the
appellant
paid
Society
Hill’s
obligation
under
the
March
1,
983
agreement
constituted
a
fulfilment
of
the
appellant’s
obligation
under
its
guarantee
to
the
Bank.
Moreover,
there
is
no
evidence
in
the
record
to
show
that
the
appellant
ever
treated
Society
Hill
as
its
debtor
by
subrogation
of
the
amount
so
paid,
or
that
Society
Hill
ever
regarded
itself
as
having
any
liability
to
the
appellant.
Mr.
Wood
testified
that
at
the
end
of
the
1984
taxation
year
the
appellant
did
not
show
on
its
financial
statements
any
amounts
owing
by
any
person
on
account
of
the
amounts
paid
to
the
Bank
of
Montreal.
The
$3,266,324
paid
by
the
appellant
was
a
payment
made
by
it
on
behalf
of
Society
Hill
as
the
price
of
Society
Hill’s
being
allowed
to
extricate
itself
from
the
IPA
partnership.
Nothing
in
the
record
indicated
that
the
appellant
thereby
acquired
a
debt
to
itself
from
Society
Hill
that
was
capable
of
becoming
bad
within
the
meaning
of
section
50
of
the
Income
Tax
Act
or
of
being
otherwise
disposed
of
by
the
appellant.^
I
can
find
no
error
which
would
justify
interfering
with
these
findings.
b.
Did
the
Appellant
acquire
debt
claims
against
the
CF
subsidiaries?
As
noted
above,
where
a
guarantor
pays
the
debt
to
the
creditor,
he
is
entitled
to
be
subrogated
to
the
rights
of
the
creditor.
The
amount
that
the
guarantor
is
entitled
to
recover
is
limited
to
the
amounts
actually
paid
pursuant
to
the
guarantee.
In
the
case
at
bar,
the
Appellant
made
payment
pursuant
to
its
guarantees
before
the
amounts
were
actually
due
on
demand
from
the
lenders
but
this
does
not
necessarily
invalidate
its
claims
of
subrogation.
The
question
becomes
whether
or
not
the
Appellant
forfeited
its
rights
of
subrogation
through
waiver
or
otherwise.
In
respect
of
CF
Prospect,
CF
Parkside,
CF
Cleveland
and
CF
Jocelyn
the
central
issue
is
whether
or
not
the
Appellant
has
lost
its
rights
of
subrogation
under
the
waiver
provisions
of
the
share
purchase
agreements.
The
Tax
Court
judge
found
that
the
waiver
provisions
resulted
in
“simultaneous
waiver
of
any
rights
or
subrogation”
and
constituted
“an
anticipatory
waiver,
that
prevented
...
any
right
of
subrogation
from
coming
into
existence.”
With
respect,
I
cannot
agree.
Waiver
“presupposes
the
existence
of
a
right
to
be
relinquished.”
Accordingly,
waiver
could
not
be
effected
until
the
payments
were
made
and
the
debt
had
been
subrogated
to
the
Appellant.
The
Appellant’s
rights
of
subrogation
arose
at
the
time
payment
was
made.
Furthermore,
the
provision
is
clear.
“Immediately
following
the
payment,”
the
Appellant
waived
any
claims
against
its
subsidiaries,
arising
by
subrogation
or
otherwise.
The
Appellant’s
waiver
occurred
after
the
subrogated
debt
arose
and
constituted
a
release
of
the
right
to
enforce
these
subrogated
claims.
Accordingly,
the
waiver
provision
disposed
of
the
Appellant’s
subrogation
rights,
but
it
was
not
a
peremptory
waiver
of
these
rights.
The
waiver
provision
in
each
of
the
share
purchase
agreements
does
not
prevent
the
debt
held
by
the
lender
from
accruing
to
the
Appellant
through
subrogation.
These
provisions
establish
that
the
Appellant
cannot
enforce
any
of
the
debt
claims
it
acquired
by
virtue
of
its
payments
under
those
agreements.
c.
Were
the
debt
claims
disposed
of
within
the
taxation
year
(for
nil
proceeds)?
While
the
Appellant
clearly
disposed
of
the
debt
acquired
under
the
share
purchase
agreements
through
the
operation
of
the
waiver
provisions,
this
is
not
determinative
of
the
issue.
As
noted
above,
the
Appellant
clearly
guaranteed
loans
for
its
subsidiaries.
The
sale
of
the
shares
of
these
subsidiaries
by
CF
Properties
was
an
attempt
to
cap
the
Appellant’s
liability
under
these
guarantees
as
it
extricated
itself
from
the
failed
real
estate
transactions.
As
conditions
to
the
sale
of
its
subsidiaries
to
the
Chateau
shareholders,
the
Appellant
agreed
to
make
payments
to
discharge
its
obligations
under
the
guarantees
and
to
waive
all
claims
against
its
subsidiaries
for
the
amounts
paid.
Under
the
terms
of
the
agreements,
Chateau
would
effectively
purchase
these
companies,
i.e.
the
subsidiaries,
free
from
debt.
It
is
clear
that
without
the
waiver
provision,
Chateau
would
never
have
entered
into
this
transaction.
Without
the
waiver,
the
Appellant
could
have
sought
repayment
from
its
subsidiaries
(now
owned
by
Chateau)
of
the
entire
amounts
it
paid
to
the
lenders
under
the
purchase
agreements.
It
is
worth
repeating
here
what
was
stated
by
the
Tax
Court
Judge:
It
is
inaccurate
and
unduly
simplistic
to
see
this
as
a
garden
variety
payment
by
a
guarantor
of
a
principal
debtor’s
obligation,
followed
by
a
subsequent
waiver,
for
no
consideration,
of
the
subrogated
debt.
The
waiver
was
an
essential
ingredient
in
the
entire
transaction,
...,
the
consideration
for
the
waiver
cannot,
either
as
a
matter
of
law
or
as
a
matter
of
commercial
common
sense,
be
regarded
as
nil.
The
price
paid
for
the
appellant’s
role
in
the
matter,
including
the
payment
to
the
bank
and
the
waiver,
was
Chateau’s
participation
in
enabling
the
Cadillac
Fairview
organization
to
disengage
itself
from
the
fiasco.
[emphasis
added]
As
the
Appellant
disposed
of
its
rights
of
subrogation
for
valuable
consideration,
it
cannot
then
avail
itself
of
the
potential
tax
benefits
conferred
by
subparagraph
40(2)(g)(ii).
The
advance
of
money
in
exchange
for
valuable
consideration,
namely
enabling
a
subsidiary
to
extricate
itself
from
an
unsatisfactory
partnership,
does
not
constitute
a
capital
loss
for
income
tax
purposes.
d.
Were
the
debt
claims
acquired
for
the
purpose
of
earning
income?
In
light
of
my
earlier
conclusions,
it
is
not
necessary
to
determine
this
issue
in
the
case
at
bar.
Conclusion
The
Appellant
guaranteed
loans
for
subsidiaries
involved
in
real
estate
transactions
in
the
United
States.
When
these
transactions
began
to
fail,
the
Appellant
attempted
to
extricate
itself
and
its
corporate
family
from
these
transactions
and
to
limit
its
liability
under
the
guarantees.
Complex
arrangements
were
negotiated
by
the
parties
to
facilitate
the
removal
of
the
Appellant’s
interest
in
the
failed
transactions.
These
agreements
ultimately
resulted
in
the
Appellant
making
several
payments
to
pay
down
the
debt
obligations
of
the
CF
subsidiaries
as
well
as
the
sale
of
four
of
the
subsidiaries
to
Chateau.
The
nature
of
these
transactions
was
such
that
the
Appellant
did
not
acquire
any
debt
by
subrogation
or
otherwise
which
could
have
been
disposed
of
within
the
year
as
required
by
subparagraph
40(2)(g)(ii)
of
the
Act.
The
Appellant’s
rights
of
subrogation
were
precluded
by
either:
(a)
the
structure
of
the
transaction
itself;
or
(b)
the
express
waiver
of
these
rights
by
the
Appellant
for
valuable
consideration.
Accordingly,
this
appeal
cannot
succeed.
Disposition
I
would
dismiss
the
appeal
with
costs.
Appeal
dismissed.