
The Game Theory of Loan Workouts
Why a workout is a process, not a deal.
The Game
Theory of
Loan
Workouts
October 2026
Why a workout is a process,
not a deal.
Shlomo Chopp
Managing Partner, CASE
schopp@caseps.com
www.caseinv.com
This document is provided subject to the disclaimer
at the end of this paper.
In this paper
1 Asymmetric Bargaining
2 Best Response
3 Outside Options
4 Incomplete Information
5 Repeated Games
6 Principal-Agent Problems
7 Credible Commitments
8 Assurance Games
9 Backward Induction
10 Threat and Execution
11 Hold-Up and Negotiation Arithmetic
12 Residual Control Rights
13 War of Attrition
Conclusion
Key takeaways
● A lender weighs every proposal against its own enforcement recovery. A
modification wins only when the borrower shows it beats foreclosure and
that leaving the borrower in control is safe.
● Every exchange is evidence. Diligence responses, consents, vendor
payments and the tone of each call shape the lender’s view of the
borrower well before credit committee votes.
● Leverage in a workout is built through preparation rather than posture.
Early property knowledge, credible commitments and a first offer
designed backward from the final decision do more than relationships or
litigation threats.
Introduction
Borrowers hire us to restructure commercial real estate loans, and that often
requires the lender to accept a discount. This booking of a loss, even when it
is the lender’s best available outcome, isn’t something that comes easily.
Asking politely or going over an asset manager’s head is not the path to have
an institution accept reality. The borrower must show why the discount serves
the lender better than the alternative, and why doubling down on a failed
borrower is reputationally sound for the asset manager.
Game theory is the study of decisions in which the result depends on what the other party decides, so
neither side can choose well until it has worked out what the other will do. In a workout, the lender decides
whether to modify or foreclose based on what it expects from the borrower, and the borrower’s proposal
only works if it reads the lender correctly.
The borrower is long an option that gains value with
time; the lender is short the same option and paying to
stay in it.
Waiting impacts the two sides of a workout differently. The borrower’s equity is a call option on the
property struck at the loan balance. It is worth nothing while the asset trades below the debt, and it
captures every dollar of recovery above it. If the market recovers, that payoff is convex, so a few more
quarters can take the borrower from a wiped-out position to a viable one. A discount does the same thing
from the other direction, because lowering the debt moves the option back into the money, which is why
a restructuring that costs the lender a little can be worth a great deal to the borrower.
The lender holds the opposite position. Its payoff is capped at par plus interest however far the asset
recovers, and its cost of funds accrues every month the loan is outstanding, so waiting is a negative carry
on a non-performing loan. The borrower is long an option that gains value with time; the lender is short
the same option and paying to stay in it.
Here’s a game theory example proving economics alone isn’t enough. The Ultimatum Game is when
one player holds $100 and proposes a split. If the second player accepts, both keep their shares. If
the second player rejects, neither gets anything. A purely rational second player would accept $10,
since $10 beats zero. In practice, people reject offers they consider unfair, giving up their own share
to deny the other side its $90.1
Lenders focus on more than numbers. While rejecting a borrower’s discount offer can be wrong
economically, a bad borrower, especially under a modification, can be politically damaging to the
individual and the firm. Some resolutions leave the borrower visibly better off at the lender’s expense, or
make the lender look wrong for having made the loan to begin with.
Commercial real estate usually measures success by closed deals. For a loan workout, success is built
to a crescendo and every decision impacts the next one in a process, even to the extent that
consequences may appear several moves later.
A borrower skilled in operations is unlikely to also be skilled in loan workout negotiations, and in fairness,
an operator skilled in loan workout negotiations is likely not the type of operator that instills confidence in
their lender. Out-of-court commercial real estate restructuring is a small and unusual corner of the
industry, and its many moving parts are often underappreciated. Its perceived simplicity belies its
complexity.
Bankruptcy, on the other hand, is plainly complex and includes a legal venue. Loan documents, however,
put protections against bankruptcy filings, and the statute itself is positioned to deter single asset real
estate filings.
In out-of-court commercial real estate loan workouts, the best way for the borrower to manufacture
leverage is to share its institutional knowledge of the property, tenants, market and future potential. Any
lender stepping in must start from scratch. Helping the lender with transparency helps frame the
negotiation in realistic terms to produce better chances of borrower success.
What follows examines the simplest workout form. One lender, one borrower, one property, and no court.
Buckle up, this is not simple.
1. Asymmetric Bargaining
The highest form of strategy is to resolve conflict before it becomes a
contest.
Borrowers often reach out to us after they have received a notice of default or tried every form of
reasoning, bargaining, and begging with what they call an inflexible lender. That is akin to visiting the
surgeon once someone has already opened themselves up.
Borrowers also arrive equipped with a plan and their opinions on how to get there. Then they ask whether
we know the lender and have a relationship. We typically do, but that’s the wrong question. In a workout,
the door is open because you’re the borrower, but the goal is the right number and that takes more than
a relationship. The time for relationships is when there is a proposal that is seemingly the best possible
outcome for the lender, and the borrower has checked all the boxes discussed below, but nonetheless
seems to be coming up against a brick wall.
When lenders decide how to resolve a distressed loan, they compare the cost of a proposed modification
with the expected recovery they would receive from foreclosure and liquidation. John Forbes Nash Jr.
modeled the general form of that comparison in “The Bargaining Problem,” published in Econometrica in
April 1950 while he was a graduate student at Princeton.2
Nash explored how two parties split a gain they can obtain only by agreeing. The split depends on what
each party gains over its fallback option, and the side with the better alternative wins.
In most real estate deals, both sides
want the trade to close. A workout has
no FOMO on the lender’s side.
Other economists added bargaining power to the model. John Harsanyi and Reinhard Selten, who
shared the 1994 Nobel Prize with Nash, published a generalized version of his solution in 1972. Ehud Kalai
built on it in 1977, in his paper exploring parties with unequal strength. In such an asymmetric version, the
lender almost always carries the heavier weight (leverage). Part of that weight is the lender’s sense that
the borrower is desperate to avoid the foreclosure alternative.3
In most real estate deals, both sides want the trade to close. A buyer who pulls back creates leverage
because the seller fears missing out and may soften its position. A workout has no FOMO on the lender’s
side. The lender doesn’t want the modification, it wants its money, and foreclosure and liquidation is one
way to get at least some of it. A lender, on the other hand, can reject proposals and force the borrower
to negotiate against itself. The borrower’s leverage, in some cases, may simply be the lender’s reluctance
to take back a cash-draining asset. Don’t rely on that.
Sonja Brangewitz and Jan-Philip Gamp showed in a 2011 working paper that “every bargaining game is
a market game.” While their results were more technical, the core result applies to a workout. The
borrower’s proposal competes in a market with the lender’s enforcement recovery. If enforcement
seems it will produce a better outcome, the lender will reject the proposal.4
Borrowers rarely see the lender’s analysis, so it must help develop it as much as possible. This includes
presenting an abundance of information, processed and analyzed to conclusion. The earlier this is
presented, with a credible solution, the less chance a borrower runs up against difficult lender
conclusions.
2. Best Response
Reply to Influence
A one-way negotiation with a lender that seems
unwilling to “negotiate in good faith” (as many
borrowers often suggest) can test even a
seasoned investor. But the anger is usually
unfounded and, frankly, not a productive use of
energy. The counterparty has the economic
equivalent of a loaded gun, and the lender has no
obligation to act in good faith beyond what the
documents require.
Fairness does not change
the immediate payoff, and if
being right is so important,
go ahead and be dead right.
Game theory calls the rational reply a Best
Response. This means the choice that produces
the best result given the other player’s move.
Each player treats the other’s move as fixed and
asks, “Given that, what is my best option?” Think
of vehicles at a four-way stop. If the other driver is
already rolling through, braking is the best
response even when you have the right of way.
Fairness does not change the immediate payoff,
and if being right is so important, go ahead and be
dead right.5
The Best Response advances the borrower’s
objective, whatever the lender’s conduct. Some
lender asset managers speak sharply, respond
slowly, and still demand speed and cooperation.
Between parties with comparable leverage,
matching that posture may sometimes be rational.
Most real estate professionals have a sharp
negotiation style. A lender that refuses to initially
concede a single point can seem, to a real estate
negotiator skilled in deal closings, like a “waste of
time,” “not real,” and decide to “let’s just move on
and call counsel.” These are bad assessments
and a potential legal case where only the
attorneys make money.
The better move is to ignore the drama and
understand that you need to sell them on yourself.
Browbeating the lender’s asset manager will likely
hurt the outcome, because even if it works, what
looks like intransigence is likely just an asset
manager still figuring out the asset and not yet
ready to reveal their hand.
A good call with an asset
manager is not approval.
It takes a combination of patience and the ability
to feel vulnerable, something most real estate
Type As are not used to. The asset manager may
be working from a script, fighting for the
borrower’s position against a strong senior party,
or just moving slowly. A sharp reply alienates the
front line, while a civil, timely, good-faith response
can keep temperatures where they need to be.
But here’s a mistake many borrowers make: a
good call with an asset manager is not approval.
The deal must survive each level of decision-
making. Even once approved, non-controlling
beneficiaries, such as upper-tranche
bondholders, may also send a legal letter and try
to jettison a modification by threatening suit.
3. Outside Options
A Threat to Walk Counts Only If Walking Pays
“Only when dealing himself out gives
the bargainer a bigger payoff than
dealing himself in.”
Ken Binmore, Avner Shaked and John Sutton, 1989
In a workout, the lender’s fallback (and often its easier option) is foreclosure. While the borrower cannot
remove this ace, it can suggest, or rather prove, that enforcement isn’t as attractive an option as the
lender assumes. Foreclosure may leave the lender with operating deficits, deferred repairs, leasing risks,
and a timetable controlled by the market and third-party providers, along with other problems outside its
usual scope. Lenders are not operators.
Game theory calls each side’s alternative to a deal its “outside option.” The Outside Option principle says
that an alternative impacts a deal only when it pays more than the deal itself. Ken Binmore, Avner Shaked,
and John Sutton tested the principle in 1989, and found that a threat to walk away is credible “only when
dealing himself out gives the bargainer a bigger payoff than dealing himself in.”6
Take a car buyer with a written offer from a second dealer. If that offer is worse than what the first dealer
is already offering, it’s useless for the buyer. If it’s better, the first dealer has to beat it or lose the sale,
which sets the floor for the negotiation.
In distressed debt, facts on the ground are the
borrower’s best ally and can influence the lender’s
decision to foreclose more than theatrics and
litigation.
The borrower doesn’t know how the lender values its Outside Option, but it knows what those options
involve. The borrower also knows the property better than anyone and can persuade the lender of such
especially when it moves quickly.
If the borrower arrives late to the negotiation, and the lender already has a framework in mind, every story,
plan, and proposal is then tested against the lender’s already-completed fact-finding. In distressed debt,
facts on the ground are the borrower’s best ally and can influence the lender’s decision to foreclose more
than theatrics and litigation.
Showing that a takeover is expensive is not enough. Modifying the loan but leaving a weak operator in
place doesn’t solve market or borrower problems. A proposal that ignores operations, capital, or
governance, or a borrower that pushes too hard, gives the lender reason to doubt the whole approach.
In our process, we show why a modification improves the lender’s recovery, backed by a credible
operating plan that the lender can underwrite and take to committee. We compare current performance
with the original underwriting, separating market-driven problems, which help the borrower, from
execution problems, which the plan must address directly.
A good example of why understanding how operational competence plays into the bigger picture is
deferred repairs. They cut both ways, increasing the lender’s cost of taking control, and can make a
modification more attractive. But disclosing these deferred repairs allows the lender to make the
borrower’s addressing them a condition of doing a deal.
On the other hand, if the borrower distributed cash while property systems deteriorated, the lender may
reasonably question whether the borrower will behave differently after receiving relief. Even when that
sort of borrower reaches a deal, the lender pays a substantial credibility premium, colloquially known in
the industry as schmuck insurance.
Finally, the borrower too has an Outside Option. Sometimes the right move is to walk from the property,
and the willingness to do so may weaken the lender’s perceived leverage. When the deal on the table is
worth less than leaving, a consensual exit can be the better choice.
4. Incomplete Information
The Lender Works With What It Believes.
Lenders do not make instant decisions. Many
borrowers think that emailing a set of facts will
yield a modification proposal neatly packaged,
but lenders are businesses with set processes.
No matter the distress, they have to learn the
asset, the borrower, and the situation, all while
pursuing collection and enforcement. A deal,
when it comes, is the product of the lender’s work.
Thomas Bayes was an English Presbyterian
minister and mathematician. In 1763, two years
after his death, his friend Richard Price presented
Bayes’ manuscript, “An Essay Towards Solving a
Problem in the Doctrine of Chances,” to the Royal
Society.7 The essay discussed inverse probability,
or the process of reasoning backward from what
you have observed to the unknown cause behind
it and the chances of its accuracy.
“Games with Incomplete Information Played by
‘Bayesian’ Players” was a three-part paper
published in Management Science in 1967 and
1968 by John Harsanyi, a Hungarian-born
economist. It deals with a player that may not
know the other player’s goals, the moves
available, or what the other player knows.8 Each
player still estimates its odds for every possibility,
acts on that estimate, and revises it as the other
side’s conduct reveals more. A Bayesian game is
one in which a party acts without knowing all the
facts, which changes the payoff.
The borrower, therefore,
must manage the evidence
that shapes the lender’s
view.
In a workout, the lender models two uncertain
recoveries. It compares what it gets if it takes the
property in foreclosure versus leaving the
borrower in control, with or without a discounted
payoff. It cannot know whether vacancy or
distress reflects the market, the asset, or the
operator. Lender diligence involves evidence
gathering about both property and borrower, and
uses that evidence to update its recovery cases.
If the lender decides that the borrower caused the
distress, it may view foreclosure as the better
recovery, even when the real problem is the floor
plate or weak market demand. If the borrower
then proves it can attract tenants, the lender may
model modification as the better outcome. The
borrower, therefore, must manage the evidence
that shapes the lender’s view.
5. Repeated Games
Repeated Opportunity.
The lender forms those beliefs through what game theory calls a Repeated Game. Each side sees the
previous actions, and based on observations chooses the next move. Observable, reliable behavior can
build trust and improve later treatment, while opportunistic undercutting erodes good will.9
Each stage of a workout builds on the one before it. Diligence, modification negotiations, closing, and
post-closing performance involve different choices and consequences. The Repeated Game still applies
because each phase produces evidence about how the borrower will behave in the next one, including
the next loan.
A lack of preparation may be the cause, but to the
lender, it looks like an unwillingness or inability to
cooperate.
If the lender believes the borrower caused the original default, it may also assume the borrower will fail
under modified terms. The process of a workout lets the lender test that belief before it commits.
Responsiveness and candor are part of this test because the lender will require both after closing. If a
routine question produces delay and repeated follow-up during negotiations, the lender may expect the
same behavior after modification. A lack of preparation may be the cause, but to the lender, it looks like
an unwillingness or inability to cooperate.
6. Principal-Agent Problems
Alignment of Incentives.
A Principal-Agent problem occurs when the
person acting has different information and often
a different incentive, from the person bearing the
consequences of the action.10 A property
manager whose fee is unpaid may cut staff, while
the owner thinks bills and vendors are being
managed during the crisis, which is seldom the
case. We therefore help oversee the day-to-day
operating issues because a property-
management failure is a borrower failure, which
confirms the lender’s worst possible assumptions
about the borrower.
Despite being in default, a
borrower can still show
reliability and competence
under pressure.
Much of our work is managing communications
with the lender so that they receive prompt,
accurate answers about the property, and if a
request needs follow-up or the answer isn’t clear-
cut, we provide a clear timetable and then send
the best true answer with backup. Despite being
in default, a borrower can still show reliability and
competence under pressure.
We help avoid last-minute emergencies, keep the
lender informed of leases and capital needs, and
create time for decisions while options remain.
Promptness and transparency protect asset
value, show the borrower’s involvement, and
convince the lender to forgo a receiver. Keeping
the lender informed also prevents the borrower
from wasting time and money on unapproved
initiatives and helps push through live deals with
lender guidance.
But with cash being trapped and lenders being
slow to release funds, emergencies and utility
shutoff notices will happen. Borrowers must
therefore have a protocol in place to keep
operational expenses flowing, and we bring that
to the table.
We are transparent with what is owed, why it
remains unpaid, why payment is necessary, and
when it must occur. After the release, we confirm
that the vendor received the funds and prepare
the next request to the same standard. We also
keep the lender involved in the decision-making
around major repairs and replacements so that
they are pre-approved and then funded.
The riskier it looks to leave
the borrower in control, the
more attractive foreclosure
becomes.
We ask borrowers to engage us at least 60 to
90 days before default so we can do all the work,
and more, described above, so that we can avoid
bad valuations and operational failures, and
deliver a documented story and plan on day one
that will survive scrutiny. Raw reporting,
inconsistencies, and unanswered follow-ups
create credibility risk. Instead, we guide the
borrower to present as institutional, prepared, and
proactive, qualities that seldom appear together
on a distressed property.
An advisor focused only on making a deal is
playing a numbers game. They often miss the
credibility issue and leave the borrower relying on
flimsy leverage and uninformed operations. The
riskier it looks to leave the borrower in control, the
more attractive foreclosure becomes.
7. Credible Commitments
Costly Commitments are Valuable
A promise is only as good as the promiser’s
motivation to keep it when the time comes, a
problem game theory calls the Commitment
Problem. One side acts first and the other acts
later.
If breaking the promise is the second side’s best
move when its turn comes, the first side should
expect it to be broken. The Stanford
Encyclopedia of Philosophy’s entry on Game
Theory calls a promise or threat like that “cheap
talk.”11
Suppose I want to buy your land, but you won’t
accept my price. I threaten to build a foul-smelling
sewage plant next door unless you sell. You know
the plant would damage my property too, so you
have a reason to call my bluff. If you refuse, I would
rather abandon the threat than carry it out.
Now suppose I sign a binding contract to supply
fertilizer from that plant, with a provision allowing me
to cancel if you sell me your land. Backing down now
means breaking another agreement. If that
obligation makes backing out more costly for me,
you have a reason to take the threat seriously. That
is a commitment: I changed my future choices
through an action you can see.
A party can make a promise credible by visibly
surrendering its option to break it. Thomas
Schelling, who shared the 2005 Nobel Prize in
economics, showed that “a party can strengthen
its position by overtly worsening its own options.”
The other side can rely on the commitment
because breach no longer pays.
“A party can
strengthen its
position by overtly
worsening its own
options.”
Thomas Schelling, 2005 Nobel
Prize in economics
This is where borrowers go wrong all the time.
The lender might make a demand that plainly
worsens the borrower’s options, like tough
language in the pre-negotiation agreement or
consent to a receiver. Borrowers with a decisive
posture often take a hard line without
understanding the request. The lender is asking
for a commitment with teeth. Save the fight for
when it counts and you can point to the easy
gives you already committed to down the line.
A pre-negotiation agreement may waive
defenses the borrower could assert in court, but
lender counsel often attempts to protect those
rights despite their shelf life being the time
between the defendant’s submission of a
response and the judge’s ruling on summary
judgment. Let me be clear, if a defense is viable,
preserving it and perhaps leading with it may help
for leverage purposes. If it is not, trade it for
whatever stipulations the lender values.
A request for a receiver means the lender has lost
confidence in the borrower. Many loan
documents already include consent to a receiver
after default, and the lender may be able to obtain
one without the borrower’s cooperation. Counsel
can say how strong that position is under the
documents and in the jurisdiction. Where it is
strong, consenting costs the borrower little, and
the lender will read the consent as a credible
commitment to act in good faith, a good first step
toward revising the lender’s assumptions about
the borrower.
8. Assurance Games
Who goes first?
An operating shortfall creates what game theory calls an Assurance Game, where each side funds only
if the other does.12 The lender can let payables pile up, foreclose, and leave the vendors behind. The
borrower cannot, because it needs those vendors, especially if it keeps the property. If the lender agrees
to fund part of the shortfall when the borrower covers part, it has made a visible commitment, an
assurance of its own.
Reciprocal performance, however, means each side funds its agreed share. In an Assurance Game, a
commitment the other side can rely on can change the future outcome in favor of the initiating party. That
tells the borrower the lender is committed to the negotiation, even if only to keep its own options open.
It does not bind the lender to another advance. None of this means accepting every lender demand, but
a borrower that has not repaid its loan has to rebuild a pattern of good faith. We reserve conflict for
positions that can be defended, and mostly for items involving capital, releases, economics, and
concessions the borrower actually needs to succeed.
This is not the prisoner’s dilemma, where refusing may be the better move no matter what the other party
does.13 It also doesn’t mean that the borrower must choose only between fighting and walking away.
They can reject a bad claim on Monday and professionally deliver complete backup on Tuesday. The
lender may still reject the proposal, but it won’t question whether the borrower will honor an agreement
it would sign.
9. Backward Induction
Design the First Move Last
Backward induction begins with identifying the last decision required for the goal and working backward,
assuming each party will act in its own interest at every later step.14
At CASE, we use this theory to stress-test an offer before recommending it. Based on what the lender
will expect and what the borrower will need, we trace the offer through the likely responses at later
decisions, and see where it leaves the borrower.
The lender’s final choices are whether to modify, foreclose, or sell the note. The borrower accepts only
terms it can perform and that are better than losing the property. The lender’s final term sheet is limited
to what committee approved.
Therefore, the sequence works backward:
- In reaching a deal, the borrower’s revised offer will have to narrow the gap without commitments
it cannot meet.
- The lender’s previous counter may require a paydown, reserve, cash sweep, or guaranty.
- The borrower’s first proposal must fall within the lender’s approval range for it to consider
negotiating a modification.
- The lender decided whether to negotiate, dual-track, or seek a receiver.
That decision tree will turns on how the borrower handles diligence, consents, and the property during
default. The borrower acts first when it opens the workout negotiations, but that first move is the last one
designed. Without that see-through visibility, the negotiation can pass the range the borrower can accept
before the borrower notices.
10. Threat and Execution
Be Careful What You Wish For
A lender raises the stakes by dual-tracking negotiations while pursuing foreclosure. Each step in the
foreclosure tells the borrower how much time remains. The lender may also ask the court to appoint a
receiver, which removes the borrower from control of the property and can discourage the borrower.
To a lender with a viable alternative, the
foreclosure option can lose its
attractiveness as it becomes real.
Foreclosure pressure squeezes the borrower until a sale, but it also ends the lender’s chance at a better
resolution with the borrower. In Ariel Rubinstein’s bargaining model, two parties divide a fixed sum by
trading offers, and each round of delay makes the eventual share worth less to both (Ariel Rubinstein,
“Perfect Equilibrium in a Bargaining Model,” Econometrica, 1982). The party that has more time to wait
gets the larger share. Each side, therefore, has a reason to raise the other’s cost of waiting.15
But this pressure runs both ways. The foreclosure process costs the lender legal fees, receiver fees,
protective advances, and whatever value the property loses in the meantime through “placeholder
management.” To a lender with a viable alternative, the foreclosure option can lose its attractiveness as
it becomes real. When the lender actually forecloses, it loses its other options. The borrower can no
longer offer a paydown, new capital, or a negotiated exit. The lender owns the property, its costs, and
whatever price the market will pay, which might be less than a potential workout.
That gives the borrower one last window to propose a solution. By that time, the lender knows more
about the property-level challenges and has seen the issues firsthand, including those that it may have
previously dismissed as excuses. A borrower that kept the property operating, within its means, and then
presents a credible proposal may give the lender a good reason to stop the clock. A borrower that spent
the period stalling or railing against the lender is viewed as a time waster.
11. Hold-Up and Negotiation Arithmetic
Commitment can trigger a renegotiation
Hold-up begins when one party commits money or effort that is worth much less outside the relationship,
and the other party uses that commitment to renegotiate. Consider a homeowner who hires a contractor
to gut a kitchen. Once the cabinets are gutted, the contractor can demand more money to finish. The
homeowner can refuse, but changing contractors costs time and money, and the kitchen is unusable.
The contractor’s leverage comes from the homeowner’s sunk investment, not from any change in the
work.
Benjamin Klein, Robert Crawford and Armen Alchian described the problem in 1978 in the Journal of Law
and Economics.16 Oliver Hart’s Nobel lecture17 uses the example of a coal-fired power plant beside a coal
mine. Before construction, the plant could have built near any mine. Once built, it depends on that mine,
which can demand a higher price or threaten to ship poor coal. The plant pays because its alternatives
disappeared when it committed to the mine. The threat works in advance, too; a party expecting to be
held up invests less or refuses to invest at all.
A lender holding up a borrower, doesn’t automatically
signal bad intent.
A modification creates the same exposure between term sheet and closing. Consider a hypothetical
borrower with a $40 million loan. The lender agrees to a nonbinding term sheet for a three-year
extension in exchange for a $2 million paydown and a $1 million borrower-funded leasing reserve. To
close, the borrower pays the lender’s appraisal and legal fees, calls investor capital, and lets a refinance
quote expire. It also signs a letter of intent with a tenant for a vacant floor, with improvements paid from
the reserve. None of those steps can be undone, and each narrows the borrower’s room to move.
Then the lender’s draft arrives, riddled with terms. Every reserve release is subject to the lender’s sole
discretion, and the draft adds cash-management provisions the term sheet never mentioned. Each
change can be defended as ordinary lender protection, but packed together they mean the reserve may
never reach the tenant and the property’s cash may never reach the borrower. The borrower can still
walk, but its investors have funded, the refinance is gone, and the tenant is waiting.
A lender holding up a borrower, doesn’t automatically signal bad intent. Its counsel often creates the
hold-up without being asked, protecting the lender against every identified risk. The asset manager may
defer on points called legal, even when those points move the economics. Every round adds time and
legal fees, and the borrower usually pays both.
In negotiating open points, the lender may also tie any concessions to new asks. In 1983, James Sebenius
called this Negotiation Arithmetic, adding or removing issues to change what each side will accept. 18 A
lender term that ties reserve language to a broader guaranty or new reporting obligation has turned one
drafting point into a package that is harder to refuse piecemeal.
Pressing a hold-up costs the lender time, and in finance, time value is everything. Each new demand tells
the borrower what the lender values and how much it wants the deal.
The borrower has to answer with equal care. Its alternatives have narrowed, so a threat to walk from a
deal that still makes sense despite the lender’s new ask may not be credible. An overreaction, however
warranted, can unfairly raise doubts about how the borrower will behave after closing, especially if the
lender’s ask is fair. Challenging items in retaliation gives the lender a reason to stop.
The best way to deal with shifting negotiation arithmetic, which we do, is to be judicious in negotiating
expected terms before any hold-up occurs. We also work through calling investor capital ahead of the
closing date, as the normal process can make it challenging to close on time. This is because there are
notice times and waiting periods, and when an investor won’t fund, the process can get complicated and
time consuming, potentially blowing through a closing deadline and triggering a quick foreclosure.
12. Residual Control Rights
The Control Party Governs Ambiguity
Sanford Grossman and Oliver Hart defined ownership in 1986 as the residual right of control, the right to
decide how an asset is used when the contract does not say.19 In his Nobel lecture, Hart put it this way,
“The owner of an asset has the right to decide on how the asset is used to the extent that its use is not
contractually specified.”20 Every contract leaves gaps, and the party holding that right decides what’s not
addressed.
The residual right is leverage.
Consider a hypothetical office building whose tenants park in an adjacent lot owned by a borrower
affiliate. There is no recorded easement or written lease, and the lot was never pledged to the lender. The
lender’s appraisal at origination assumed the parking. During the workout, the lender learns that
foreclosure would not include it with the building. Thus, the foreclosed value falls, and so does the
recovery compared with modification. The documents do not say whether the lot remains available. The
borrower’s affiliate decides.
The residual right is leverage. If the lender finds the gap on its own, it sees hidden leverage, and the asset
manager has to explain why the collateral was not what the committee understood. If the borrower raises
it early, the lot becomes part of the deal. The modification can add a recorded easement or long-term
lease, and the borrower can ask for that value in return. The documents then turn the borrower’s residual
right into a specific right the lender can rely on.
13. War of Attrition
Match the Lender’s Force, Not its Manner
Some lenders, especially CMBS, may not wait for a default to apply pressure. A performing borrower
may find its cash trapped, its consents delayed, and its sponsor put on notice over positions the
documents only tenuously support. These positions may be determined by a manager at the Master
Servicer, and the lender may not be totally wrong about the documents. It can, however, be using a
creative interpretation and at times, err on the side of being aggressive.
In most modern loan documents, the borrower’s remedy is weak. They commonly waive damages, jury
trials and limit lender liability. A borrower that prevails in court may only win a declaratory judgment that it
is entitled to what it should have gotten to begin with but nothing more. Counsel should confirm the
documents and available remedies, but the lender’s downside from overreaching is typically limited, and
it knows it.
In CMBS, that downside may approach zero. The special servicer acts for the trust, and the trust
indemnifies it for ordinary enforcement costs, short of its own negligence or bad faith, so the expense of
a dispute is paid from the certificate holders’ recoveries, not the servicer’s own pocket.
If the issue arises from a defect in the loan documents or a breach of the originating lender’s
representations, the trust may demand that the originator repurchase the loan at par, plus accrued
interest and enforcement costs. In origination loan agreement mistakes, the repurchase right turns
litigation into a reason to fight rather than a reason to settle. If the servicer wins, the trust keeps the loan
on its terms, and if it loses, the originator buys the loan back and pays the bill.
A borrower expecting litigation to pressure the servicer, however, is misreading the power dynamics.
The servicer’s exposure runs to the trust and the originator, not the borrower, and the trust may be made
whole whether or not the servicer’s position was correct.
Game theory calls this a War of Attrition. John Maynard Smith described it in 1974 as a contest without
physical contact in which victory goes to the contestant willing to remain longer, while each side bears
the time and cost of staying in.21 A party that expects the other to tire first has no reason to concede early.
A lender that believes the borrower cannot fund a fight, or will not risk having one, will keep pressing until
the borrower sues for peace.
The lender also has a second move that borrowers rarely anticipate. Even if the borrower proves there
was no default, the lender may not retreat and it may look for another one. This is because modern loan
documents do not easily fit with most borrowers’ property operations, and we’ve seen a few loans that
were in default from the day they closed. So, sure, you won, but we had you all along on another count.
This can be a late report, an unapproved lease amendment, or accounts payable above a threshold. A
borrower that wins the first argument and loses the second has gained nothing. So, before contesting
the lender’s position, we audit the borrower’s compliance against the loan documents so its flank is
covered when the lender turns.
Borrowers usually posture wrong in one of two ways. Some remain accommodating for way too long
because they expect the relationship to protect them or have not recognized how limited their remedies
are. Others answer aggression with aggression, and give the lender the dispute it is well-prepared to
fight, while damaging the good-faith record, perhaps an unfair standard, but one that they will need when
that same lender must approve a consent or modification. Even if dealing with a bully requires
comparable force, it must be a reasonable reaction to everyone who counts, including a judge.
From the first exchanges, we show that we read the documents as closely as lender’s counsel, that the
borrower has the resources to remain in the contest, and that neither fact changes our tone. We state
each position clearly, in writing, with the document reference attached, and take the next step on the
stated date. A servicer may answer to nobody on a day-to-day basis, but it still answers to the rating
agencies and to the trust parties whose recoveries fund the dispute. When it serves the borrower, we
make sure those parties understand what is happening.
Kreps and Wilson showed in 1982 that a reputation for toughness, established early in a multistage game,
changes the other side’s later decisions.22 CASE does not seek out these disputes, because it typically
doesn’t have to. That being said, we are retained as outside advisor to major law firms and their clients in
several matters, and the work we do follows the path above.
Borrowers also overestimate what reasoning alone can accomplish. The borrower argues from the
property perspective, but the servicer is administering a loan under its documents. If the documents do
not permit the ask clearly, the servicer will say no, until compelled otherwise, as the strength of the
business case never enters the decision when the documents don’t support it. If the documents are
ambiguous, the argument sounds like a borrower looking for an exception. The better move is to find the
course the documents already permit, or change what the servicer is being asked to approve.
Even if dealing with a bully requires comparable force,
it must be a reasonable reaction to everyone who
counts, including a judge.
Conclusion
A workout is decided long before the term sheet. By the time the lender’s credit committee votes, the
asset manager has formed a view of the borrower from the diligence responses, the consents, the vendor
payments, and the tone of every exchange, and the committee judges the proposal against that view,
even when the numbers support it.
The borrower’s one durable advantage is
its knowledge of the property, and that
advantage shrinks as the lender’s own
diligence catches up.
The borrower’s one durable advantage is its knowledge of the property, and that advantage shrinks as
the lender’s own diligence catches up. A borrower that brings the knowledge early, organized to a
conclusion the asset manager can take to committee, shapes the lender’s beliefs before they harden. A
borrower that arrives after the notice of default spends the workout trying to correct them.
Borrowers should call us before the notice of default, at the point where the property’s financials show a
decline that isn’t reversing and the borrower has to decide whether to put in new capital. That decision
shapes everything the lender later sees, because new money either buys time for a plan the lender can
underwrite or disappears into the shortfall. With the analysis done early, the borrower can weigh the
injection against a workout or a consensual exit while both are still available, and at a minimum, it decides
with better information.
Sources
1. Werner Güth, Rolf Schmittberger and Bernd
Schwarze, “An Experimental Analysis of Ultimatum
Bargaining,” Journal of Economic Behavior &
Organization, 1982
2. The Bargaining Problem
3. Weighted Proportional Losses Solution.
4. Inner core, asymmetric nash bargaining solutions and
competitive payoffs
5. Stanford's game-theory overview
6. An Outside Option Experiment
7. An Essay Towards Solving a Problem in the Doctrine
of Chances
8. Games with Incomplete Information Played by
“Bayesian” Players, I–III Part I.
9. A Non-cooperative Equilibrium for Supergames
10. Moral Hazard and Observability
11. Stanford’s game-theory example
12. Stanford's discussion of assurance games
13. Stanford's analysis of the prisoner's dilemma
14. Stanford's game-theory overview
15. Ariel Rubinstein, "Perfect Equilibrium in a Bargaining
Model"
16. Vertical Integration, Appropriable Rents, and the
Competitive Contracting Process
17. Incomplete Contracts and Control
18. Negotiation Arithmetic: Adding and Subtracting Issues
and Parties
19. The Costs and Benefits of Ownership: A Theory of
Vertical and Lateral Integration
20. Incomplete Contracts and Control
21. The Theory of Games and the Evolution of Animal
Conflicts
22. Reputation and Imperfect Information
About the Author
Shlomo Chopp is the Managing Partner of Case Equity Partners, bringing over 20 years of
commercial real estate investment and advisory experience. He specializes in crafting
solutions for distressed property and debt situations while developing innovative strategies
for repositioning assets and asset classes.
The son of a computer programmer, Shlomo's foray into commercial real estate began in
2003 when he sold PropTech software to real estate finance brokerages. Since then, he has
invested in, structured, or advised on nearly $5 billion in commercial real estate.
In 2010, Shlomo founded Case Property Services (CPS) to help borrowers and guarantors
navigate the challenges of distressed real estate loans in today’s complex and
interconnected capital markets. With expertise at the highest levels of structured finance and
CMBS, his approach combines strategic analysis, planning, and diligence to create leverage
for his clients and foster proactive communication between borrowers and lenders.
On the investment side, Shlomo is part of a family office that owns and operates ±70
properties across the US, and multiple asset classes. Focused on value-add opportunities,
he leverages his distressed debt expertise to invest across all levels of the capital stack,
including bonds, loans, properties, and other derivative interests in commercial real estate.
Beyond distressed debt, Shlomo has secured four commercial real estate-related patents in
the areas of shopping centers, e-commerce, and fulfillment. His invention, retailOS™, is a
platform designed to enhance shopping center value and improve retail operations
profitability. He has been recognized by RETHINK RETAIL as a "Top Retail Expert" for three
consecutive years, alongside other industry accolades.
To schedule a call with the CASE team, please reach out:
(646) 412-5888 | contact@caseinv.com
DISCLAIMER: This document or white paper is provided for educational purposes only and does not constitute legal services or advice, nor does its use create
any relationship of any sort between you and us at CASE (CPS CRE, LLC or any of our affiliates, employees, or contractors). Circumstances related to each
Loan and each Lender differ, and we will never make any guarantee, representation, or warranty—express or implied—that our consulting services will result in
any loan restructuring, amendment, modification, recasting, release, debt repurchase, debt acquisition, debt reduction, debt forgiveness, or any debt or equity
investment for you or any of your affiliates, subsidiaries, or related entities, and you are not relying on any such guarantee in entering into this Agreement. The
information provided is general in nature, not tailored to your individual situation, and should not be considered legal advice; you should consult a qualified
attorney or suitable advisor regarding your specific circumstances. We expressly disclaim all liability for any actions you take in reliance on this white paper, and
past results do not guarantee future outcomes.
About CASE
Since 2010, CASE has guided institutional investors, family offices and
hands-on property owners through the complexities of distressed
commercial real estate finance. We combine deep CMBS, structured
finance and capital stack expertise with real‑world operational experience,
having sat in the borrower’s, lender’s and bondholder’s seats. Working
hand‑in‑hand with your counsel, we craft clear, custom strategies and
solutions to demystify the process, enable effective risk mitigation and put
you in control.
Our Loan Workout Advisory is geared for loans typically exceeding $25 million, and in
our experience we have advised on capital stacks as high as $1 billion. Our method
mirrors the lender’s own approach, prepared in accordance with a systematic strategy
that spans from diligence through resolution. We begin by conducting comprehensive
property and covenant analysis to establish your negotiation baseline. As lenders
progress through appraisal and valuation, we refine your value‑creation story, surface
hidden risks and develop solution focused scenarios—whether discounted payoffs or
covenant modifications. We then lead negotiations with servicers and special servicers,
coordinating closely with your legal team to prioritize battles that drive results and
optimize risk mitigation.
Pre-Workout & Small‑Balance Advisory: Built to guide hands‑on property owners
and small family offices through the early warning signs of loan distress—before special
servicing or full workouts kick in. This service provides actionable guidance within 1–4
weeks. We collaborate with the borrower in developing a concise action roadmap, by
developing a strategy based on property and loan review, including, identifying often
misunderstood issues such as lockbox triggers and recourse carve‑outs before they
escalate. We also help interview and identify the right counsel to assist in executing a
viable strategy. This solution‑oriented approach ensures you know precisely where risks
lie, which steps to take and how to negotiate confidently, all without committing to a full
workout.