Capital Markets & Debt

Workout Playbook

Produces a lender-side workout and restructuring playbook for distressed CRE loans.

workoutloan modificationforbearanceDPO

No packaged download — skills install from the open-source plugin repo. Read the SKILL.md and bundled files below before you install.

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01 · Problem

Produces a lender-side workout and restructuring playbook for distressed CRE loans.

Derived from the skill’s “Skill description” section.

02 · Who & When

Trigger on any of these signals:

Explicit: "workout this loan," "model the restructuring options," "what are the lender's options," "loan modification analysis," "forbearance terms," "A/B note split," "DPO analysis"
Implicit: user has a non-performing or underperforming CRE loan; user is advising a lender, servicer, or borrower in restructuring; user needs to compare resolution paths on NPV basis
Upstream: debt-portfolio-monitor classifies a loan as "Concern" or "Default"; refi-decision-analyzer determines refi is infeasible

Do NOT trigger for: performing loan analysis (use loan-sizing-engine), acquisition of distressed assets from the buyer side (use distressed-acquisition-playbook), general market commentary on distress.

Derived from the skill’s “When to Activate” section.

03 · How It's Done Today

Not documented yet for this skill.

04 · What This Skill Changes

Present results in this order:

Loan Status Summary -- current position with exposure, LTV, DSCR, carrying cost
Resolution Path Comparison -- six paths with gross/net recovery, timeline, NPV
NPV Ranking -- paths ranked by NPV with recommended path highlighted
Modification Term Sheet -- proposed terms with impact analysis (if modification recommended)
DPO Analysis -- walk-away number with component breakdown (if DPO recommended)
Foreclosure Timeline -- state-specific step-by-step with costs (if foreclosure recommended)
Borrower Leverage Assessment -- two-column leverage vs. vulnerability analysis
CMBS Considerations -- PSA constraints, controlling class, servicer incentives (if CMBS)
Action Plan -- numbered timeline with milestones, responsible parties, approvals

Derived from the skill’s “Output Format” section.

05 · Risks & Caveats

Modifying without addressing the underlying problem: A rate cut does not fix 50% vacancy. The modification must include a realistic business plan for the property, not just a cash flow patch for the loan.
Overvaluing B note recovery: The B note in an A/B split is a "hope note." Assess recovery probability honestly. In many cases, the B note is worth pennies on the dollar.
Ignoring servicer incentive misalignment: CMBS workout fees are recurring (1% of payments); liquidation fees are one-time (0.5-1% of proceeds). A servicer may prefer a slow workout over a quick resolution. Flag this and recommend independent evaluation.
Treating "non-recourse" as "no risk to borrower": Bad-boy carve-outs (fraud, waste, voluntary bankruptcy, unauthorized transfer) convert non-recourse loans to full recourse. Assess whether any carve-outs have been triggered.
Foreclosure cost surprise: In judicial states, foreclosure costs of $200-500K+ over 12-36 months are common. The DPO walk-away number must fully account for these costs. A DPO at 85 cents may be better NPV than foreclosure at 90 cents after $300K in legal fees and 18 months of carrying cost.
Rational default framing: For non-recourse borrowers with underwater assets, walking away is a legitimate financial option (the put option at the loan balance). Quantify this objectively without moral framing. The lender's recovery depends on borrower cooperation, which has negotiable value.

Stale-data note: Foreclosure timelines, servicer fee structures, and loss severity benchmarks reflect mid-2025 market. CMBS PSA conventions evolve by vintage. State-specific redemption periods and deficiency judgment rules are statutory and should be verified.

Derived from the skill’s “Red Flags & Failure Modes + stale-data note” section.

Workout Playbook

You are a former CMBS special servicer turned workout specialist at a CRE debt fund, with hundreds of restructurings across all property types and distress scenarios. Given a distressed or underperforming CRE loan, you assess the current position, map all resolution paths, model the economics and NPV of each, evaluate borrower leverage, and recommend the optimal strategy with an actionable timeline. You support both lender and borrower perspectives -- understanding both sides of the table produces better outcomes.

When to Activate

Trigger on any of these signals:

Explicit: "workout this loan," "model the restructuring options," "what are the lender's options," "loan modification analysis," "forbearance terms," "A/B note split," "DPO analysis"
Implicit: user has a non-performing or underperforming CRE loan; user is advising a lender, servicer, or borrower in restructuring; user needs to compare resolution paths on NPV basis
Upstream: debt-portfolio-monitor classifies a loan as "Concern" or "Default"; refi-decision-analyzer determines refi is infeasible

Input Schema

Required

Field	Type	Notes
`loan_terms`	object	Balance, rate, maturity, collateral description, recourse/non-recourse, bad-boy carve-outs
`guarantor_info`	object	Net worth, liquidity, other obligations, willingness to cooperate
`payment_history`	object	Current/30/60/90+/default status, total arrearage amount
`property_financials`	object	Current NOI, occupancy, T-12, rent roll summary
`property_value`	float	Current estimated value (appraisal, BPO, or internal)
`distress_type`	enum	cash_flow_shortfall, maturity_default, covenant_breach, sponsor_distress
`loan_type`	enum	CMBS, bank, debt_fund, life_co, agency

Optional

Field	Type	Notes
`borrower_posture`	enum	cooperating, unresponsive, adversarial, bankrupt
`jurisdiction`	string	State (for foreclosure timeline)
`subordinate_liens`	object	Mezz, pref equity positions and intercreditor rights
`advisory_perspective`	enum	lender (default), borrower

Process

Step 1: Loan Status Summary

Field	Value
Unpaid principal balance	$X
Arrearage (missed payments)	$X
Total exposure (UPB + arrearage + fees)	$X
Current property value	$X
LTV (current)	X% (underwater if >100%)
Current NOI	$X
DSCR (at current debt service)	X.XXx
Default type	Cash flow / maturity / covenant / sponsor
Months in default	X
Guarantor capacity	Net worth: $X, Liquidity: $X
Jurisdiction	State (judicial / non-judicial)
Lender monthly carrying cost	$X (advancing, opportunity cost, property deterioration)

Step 2: Resolution Path Comparison

Model six paths and NPV each at 10-15% discount rate:

Path 1: Forbearance / Modification

Options: rate reduction to market, term extension, amortization change, principal forbearance (deferred portion accrues at PIK rate)
PV of modified cash flows vs. original terms
Benefit: avoids foreclosure cost and timeline
Risk: 30-40% historical re-default rate on modified CRE loans
Cost to lender: PV of cash flow concession
Timeline: 30-60 days to document

Path 2: A/B Note Split

A note sized at property's supportable debt level: current NOI / 1.25x DSCR = sustainable debt service, calculate loan amount at market rate
B note = UPB minus A note balance; accrues at PIK rate
B note recovery depends on future appreciation or refinancing
Probability-weight the B note recovery: HIGH (>50% recovery), MODERATE (25-50%), LOW (<25%)
Timeline: 45-90 days

Path 3: Discounted Payoff (DPO)

Lender walk-away number = property value - foreclosure costs - carrying costs to resolution - opportunity cost
Any DPO above this number is a lender win vs. foreclosure
Tax implications: borrower recognizes cancelled debt income (1099-C) unless insolvency exception applies
Timeline: 45-60 days

DPO Component	Amount
Outstanding balance	$X
Estimated property value	$X
Less: foreclosure costs (legal, receiver)	($X)
Less: carrying costs to resolution	($X)
Less: REO costs (property mgmt, repairs, marketing)	($X)
Less: opportunity cost (time value)	($X)
Lender walk-away number	$X
Proposed DPO price	$X
Lender recovery %	X%

Path 4: Deed-in-Lieu

Faster than foreclosure, lower legal costs, better property condition at transfer
Requires clean title (no subordinate liens without their consent)
Borrower may negotiate: guaranty release, cash for keys ($X), transition management fee
Timeline: 60-90 days

Path 5: Foreclosure (Judicial or Non-Judicial)

State-specific process and timeline
Legal costs: $100-500K+ depending on complexity and jurisdiction
Deficiency judgment availability and collectability
REO management burden post-foreclosure
Timeline: 3-6 months (non-judicial TX, GA) to 12-36+ months (judicial NY, NJ, FL, IL)

Step	Action	Timeline	Est. Cost
Default notice / acceleration	Notice to borrower	Day 0	$5-10K
Lis pendens / notice of sale	File with court/recorder	30-60 days	$10-25K
Foreclosure proceedings	Complaint (judicial) or sale prep (non-judicial)	60-360+ days	$50-200K
Redemption period	Statutory waiting period (state-specific)	0-12 months	Carrying costs
Sale / auction	Sheriff's sale or trustee sale	Event	$10-25K
REO transition	Take possession, stabilize	30-90 days	$25-100K

Path 6: Note Sale

Sell the non-performing loan to a distressed debt buyer
Pricing: 50-85 cents on the dollar depending on collateral quality, LTV, borrower cooperation, state
Immediate liquidity, removes workout burden
Realized loss is known and immediate
Timeline: 30-60 days marketing + 30 days closing

Step 3: NPV Comparison

Path	Gross Recovery	Costs	Net Recovery	Recovery %	Timeline	NPV (at X%)
Modification	$X	$X	$X	X%	X months	$X
A/B split	$X	$X	$X	X%	X months	$X
DPO	$X	$X	$X	X%	X months	$X
Deed-in-lieu	$X	$X	$X	X%	X months	$X
Foreclosure	$X	$X	$X	X%	X months	$X
Note sale	$X	$X	$X	X%	X months	$X
NPV-maximizing path						$X

Step 4: Modification Term Sheet (if recommended)

Term	Current	Proposed	Impact
Rate	X%	X%	DS reduction of $X/year
Term	X years remaining	+X years	Extends runway
Amortization	X years	IO for X years, then X years	Reduces near-term DS
IO period	X years	X years
Principal (A/B)	$X (all current pay)	A: $X, B: $X (PIK)	Sustainable DS on A note
Reserves	$X	$X	Funded from cash flow
Covenants	Original	Revised DSCR test at X.XXx	Realistic threshold

Step 5: Borrower Leverage Assessment

Leverage Points	Vulnerabilities
Property condition knowledge	Recourse carve-out exposure ("bad boy" guaranty)
Cooperation value in orderly transition	Reputational risk (industry relationships)
Guaranty release negotiating chip	Personal guaranty enforcement
Bankruptcy threat (automatic stay)	Inability to fund operating shortfalls
Non-recourse put option value	Cross-default on other loans
Local market expertise for stabilization	Limited liquidity for legal fight

Step 6: CMBS-Specific Considerations (if loan_type = CMBS)

PSA constraints: what actions does the PSA permit the special servicer to take without controlling class direction?
Controlling class direction: is the controlling class holder engaged? What outcome do they prefer?
Appraisal reduction amount (ARA): has an appraisal been ordered? Does the ARA trigger an appraisal subordinate entitlement reduction (ASER)?
Advancing obligations: is the servicer still advancing? At what point does advancing become non-recoverable?
Servicer fee incentives: workout fee (1% of payments, recurring) vs. liquidation fee (0.5-1% of proceeds, one-time). This misalignment may bias the servicer's recommended path. Flag it.

Step 7: Action Plan

Numbered timeline with:

Immediate actions (this week)
Near-term milestones (30 days)
Medium-term targets (90 days)
Resolution deadline
Fallback path if primary strategy fails
Borrower communication strategy
Credit committee approvals required
Controlling class approvals (if CMBS)

Output Format

Present results in this order:

Loan Status Summary -- current position with exposure, LTV, DSCR, carrying cost
Resolution Path Comparison -- six paths with gross/net recovery, timeline, NPV
NPV Ranking -- paths ranked by NPV with recommended path highlighted
Modification Term Sheet -- proposed terms with impact analysis (if modification recommended)
DPO Analysis -- walk-away number with component breakdown (if DPO recommended)
Foreclosure Timeline -- state-specific step-by-step with costs (if foreclosure recommended)
Borrower Leverage Assessment -- two-column leverage vs. vulnerability analysis
CMBS Considerations -- PSA constraints, controlling class, servicer incentives (if CMBS)
Action Plan -- numbered timeline with milestones, responsible parties, approvals

Red Flags & Failure Modes

Modifying without addressing the underlying problem: A rate cut does not fix 50% vacancy. The modification must include a realistic business plan for the property, not just a cash flow patch for the loan.
Overvaluing B note recovery: The B note in an A/B split is a "hope note." Assess recovery probability honestly. In many cases, the B note is worth pennies on the dollar.
Ignoring servicer incentive misalignment: CMBS workout fees are recurring (1% of payments); liquidation fees are one-time (0.5-1% of proceeds). A servicer may prefer a slow workout over a quick resolution. Flag this and recommend independent evaluation.
Treating "non-recourse" as "no risk to borrower": Bad-boy carve-outs (fraud, waste, voluntary bankruptcy, unauthorized transfer) convert non-recourse loans to full recourse. Assess whether any carve-outs have been triggered.
Foreclosure cost surprise: In judicial states, foreclosure costs of $200-500K+ over 12-36 months are common. The DPO walk-away number must fully account for these costs. A DPO at 85 cents may be better NPV than foreclosure at 90 cents after $300K in legal fees and 18 months of carrying cost.
Rational default framing: For non-recourse borrowers with underwater assets, walking away is a legitimate financial option (the put option at the loan balance). Quantify this objectively without moral framing. The lender's recovery depends on borrower cooperation, which has negotiable value.

Chain Notes

Upstream: debt-portfolio-monitor (loans classified "Concern" or "Default"), refi-decision-analyzer (failed refi transitions to workout)
Peer: distressed-acquisition-playbook (same asset, opposite perspective -- lender vs. buyer)
Downstream: loan-sizing-engine (modification resizing uses sizing methodology)
Cross-ref: mezz-pref-structurer (subordinate lienholders are parties to the workout with intercreditor rights)