Interview Questions137

    Capital Structure Review and Debt Capacity Analysis

    Capital structure review maps every instrument, lien, and covenant; debt capacity analysis calculates sustainable post-emergence leverage.

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    20 min read
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    5 interview questions
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    Introduction

    On the second day of a new restructuring engagement, after the bank has been retained and the kickoff call has happened, the analyst sits down with the company's credit agreements, indentures, intercreditor agreements, security agreements, and the most recent compliance certificates. The next 48 to 72 hours produce the document that anchors the rest of the engagement: a capital structure review that maps every dollar of debt the company owes, the priority each tranche occupies, the covenants each tranche carries, the maturity each tranche faces, and the intercreditor architecture connecting them all. Without that map, no recovery analysis works, no LMT can be designed, no plan of reorganization can be drafted, and no DIP can be sized. With it, the rest of the engagement has a defensible foundation.

    The companion exercise is debt capacity analysis: working backward from the post-emergence operating model to determine how much debt the company can actually sustain at the point of fresh start. The two analyses connect. Current debt minus sustainable debt is the haircut, and the haircut, distributed across creditor classes by the absolute priority rule, is the math that drives plan economics.

    This article walks through the mechanics of both: how a capital structure review is built, what a credit agreement actually tells you and which sections to read first, the intercreditor architecture and the four levels of priority, the basket capacity that drives most LMT activity (with the J.Crew transaction as the canonical worked example), the difference between contractual and structural subordination, the inputs that go into a debt capacity analysis, a worked example that shows the math, and how the two analyses combine into the deliverable that drives every plan negotiation.

    What a Capital Structure Review Actually Captures

    A complete capital structure review captures every element of a company's funded debt and contingent obligations. The output is typically a single tab in the master model and a one-page summary slide for the deck.

    TranchePrincipalCouponMaturityLiensCovenantsIntercreditor Position
    Revolver / ABL$300M commitmentSOFR + 200-3502027First lien on AR/inventoryMaintenance leverage; springing FCCRFirst-out on ABL collateral
    Term Loan B (1L)$1,500MSOFR + 350-5002028First lien on all assetsCov-lite (incurrence only)Pari with ABL except priority on ABL collateral
    Senior Secured Notes$500M7.5%2029First lien on all assetsIncurrence covenantsPari with TLB on shared collateral
    Senior Unsecured Notes$800M9.0%2030NoneIncurrence covenantsStructurally subordinated
    Convertible Notes$300M5.0%2027NoneLimited covenantsSubordinated to senior unsecured
    Subordinated Notes$200M11.0%2031NoneLimited covenantsContractually subordinated

    Each line on the cap stack contributes specific information. The principal amount feeds the recovery waterfall. The coupon and maturity feed the projected interest expense and the maturity wall analysis. The lien position determines who gets paid first if collateral is liquidated. The covenants determine where the leverage points sit (which lenders can accelerate, which lenders must consent before incremental debt can be incurred, which baskets allow LMT activity). The intercreditor position determines how the lenders interact with each other in default and in bankruptcy.

    Capital Structure Review

    A comprehensive mapping of every debt instrument in a company's capital stack, capturing principal, coupon, maturity, lien position, covenants, security package, intercreditor terms, basket capacity (unrestricted subsidiary, available amount, restricted payment, incremental facility), and any LMT-relevant exception. The review is the foundational document of every restructuring engagement and feeds directly into the recovery waterfall, the alternatives analysis, and the plan of reorganization. A weak capital structure review produces fragile downstream analysis; a thorough one creates an audit trail that survives creditor scrutiny and court challenge.

    Reading a Credit Agreement at the Right Speed

    A typical leveraged loan credit agreement runs 200 to 400 pages, and a senior unsecured indenture another 100 to 200. Restructuring bankers do not read these front to back; they navigate to the parts that matter. The required reading on a new engagement, in priority order:

    1

    Definitions section

    Every key term (Consolidated EBITDA, Total Debt, Permitted Indebtedness, Permitted Liens, Restricted Subsidiary, Unrestricted Subsidiary, Asset Sale, Excluded Account, Excluded Property) is defined here. The definitions determine how every other section operates. The single most consequential definition is Consolidated EBITDA: the add-backs permitted in the definition determine whether the company is in compliance.

    2

    Affirmative covenants

    Reporting requirements, compliance certificate cadence, insurance and tax obligations, maintenance of liens, ERISA compliance.

    3

    Negative covenants

    Restrictions on additional debt, liens, dividends, restricted payments, asset sales, mergers, and affiliate transactions. These are where the LMT-relevant baskets live (the unrestricted subsidiary basket, the general restricted payment basket, the available amount basket, the incremental facility basket).

    4

    Financial covenants

    If the loan is fully covenanted, the maintenance leverage and coverage tests sit here, with cure rights and equity-cure mechanics typically attached. If the loan is cov-lite, only incurrence-based financial tests apply (springing covenants triggered when revolver utilization exceeds a threshold).

    5

    Events of default and remedies

    What constitutes default, the cross-default thresholds, the cure periods, the remedies available to the lender (acceleration, enforcement on collateral, sweep of cash, exercise of voting rights on equity collateral).

    6

    Mandatory prepayments

    The waterfall for excess cash flow sweeps, asset sale proceeds, debt incurrence proceeds, and equity issuance proceeds. These are often the most consequential terms in a stressed-but-not-yet-distressed scenario, because they govern how the borrower can use the cash it has.

    7

    Subsidiary guarantees and security package

    Which subsidiaries guarantee the debt, which assets are pledged as collateral, what happens to the security package on a divestiture. The security package determines the recovery analysis.

    A senior banker can navigate one of these documents in two to three hours; an analyst on a first engagement will spend a full day, mostly in the definitions section and the negative covenants.

    Basket Capacity: The Engine of LMT Activity

    The negative covenants section contains specific exceptions (called "baskets") that allow the borrower to incur additional debt, transfer assets, or make investments outside the otherwise-prohibited list. Basket capacity is the engine of liability management transaction activity in cov-lite credit agreements.

    BasketTypical ScopeLMT Use Case
    Unrestricted SubsidiaryAllows transfer of assets to a subsidiary outside the credit agreement's covenantsAsset transfers to fund new financing outside the lender pool (J.Crew "trapdoor")
    Available AmountCumulative amount tied to retained EBITDA or net income, often termed "Builder Basket"Restricted payments, investments, debt incurrence in stressed scenarios
    General Investment BasketFixed-dollar plus % of total assets cap on investmentsDirect investments in unrestricted subsidiaries
    Incremental FacilityCap on additional debt that can be issued under the existing credit agreementNew money issued pari with existing first-lien debt
    Permitted LiensSpecific exceptions to the negative pledge covenantNew secured debt outside of the existing security package
    Restricted PaymentsCap on dividends and stock buybacks, with carve-outsReturns of capital to sponsor in stressed periods
    Asset Sale ProceedsTreatment of proceeds from asset sales, often required to be applied to debtCash freed by asset sales for restricted-payments use

    The J.Crew Worked Example

    The 2016 J.Crew transaction is the canonical case study for basket-driven LMT activity. The relevant baskets: Section 7.02(c) of the credit agreement permitted investments by loan parties in non-loan party restricted subsidiaries up to the greater of $150 million or 4.0% of total assets, plus the Available Amount; Section 7.02(n) permitted general investments up to the greater of $100 million or 3.25% of total assets, plus the Available Amount.

    J.Crew used three baskets in sequence to transfer 72.04% of its trademarks (worth roughly $250 million) to an unrestricted subsidiary outside the lender collateral pool, then used those trademarks to secure new financing without sharing the proceeds with the existing first-lien lenders:

    1. Transfer to a Cayman-based restricted subsidiary that was not a loan party (using one basket). 2. Onward transfer to J.Crew Brand Holdings, an unrestricted subsidiary (using a second basket). 3. J.Crew Brand Holdings used the trademarks as collateral for new debt financing outside the existing credit facility.

    The first-lien lenders found one of their most valuable collateral assets had legally exited the credit group through three sequential transactions, each of which technically complied with the credit agreement.

    The legacy is the "J.Crew Blocker," a covenant restricting transfers of material IP to unrestricted subsidiaries that became standard in post-2020 large-cap credit agreements. The structural lessons (count basket capacity, watch for serial transactions stringing baskets together, model what happens when the most valuable asset exits the collateral pool) remain central to how RX bankers analyze a new engagement.

    Intercreditor Architecture and the Four Levels of Priority

    In any meaningful capital structure with more than one tranche of secured or unsecured debt, the relationships among tranches are governed by intercreditor agreements that specify rank order, enforcement standstills, payment-blockage periods, and bankruptcy waivers. The intercreditor architecture is the difference between a recovery waterfall that holds and one that gets re-litigated.

    Four levels of priority drive most distressed analysis.

    • First lien (secured). Lenders with a first-priority security interest in the company's assets. In a typical 2025-vintage capital structure, this includes an ABL revolver (first lien on AR and inventory) plus a term loan B and senior secured notes (first lien on substantially all other assets, with split-priority on ABL collateral). The first-lien lenders share collateral pari passu under an "all-assets" intercreditor agreement.
    • Second lien (secured). Lenders with a second-priority security interest in the same collateral. Second-lien intercreditor agreements typically establish lien subordination only (entitled to collateral proceeds remaining after the first-lien is satisfied) but not claim subordination (the underlying claim is not subordinated). Critical terms include enforcement standstills (often 180 days), payment blockage during standstills, and bankruptcy waivers (rights to object to DIP financing, 363 sales, and first-lien-supported plan elements). The Momentive case in 2014-2017 highlighted how aggressive interpretation of "lien subordination only" language can leave second-lien lenders with surprisingly broad rights in plan voting disputes.
    • Senior unsecured. Holders of unsecured debt, including senior unsecured notes, trade payables, lease obligations, pension claims, and certain mass tort claims. Senior unsecured creditors share pro rata in any value remaining after secured creditors are paid (unless contractual or structural subordination intervenes).
    • Subordinated and equity. Subordinated debt (often deeply subordinated mezzanine notes or convertible securities) is contractually subordinated to senior unsecured. Equity is below all debt. Both classes are typically wiped out when the company is meaningfully insolvent, with limited exceptions for the new value doctrine.

    Structural Subordination: The HoldCo / OpCo Cliff

    Structural subordination is a separate, often misunderstood layer of the priority analysis. It arises when debt is issued at a holding company that does not itself own operating assets but instead owns equity in operating subsidiaries (OpCos) that hold the assets and incur their own debt. The HoldCo creditors do not have direct claims against OpCo assets; they are equity holders in the OpCo, and as equity holders they sit behind the OpCo's creditors in the OpCo's own waterfall.

    Structural Subordination

    The economic and legal subordination of holding-company creditors relative to operating-company creditors that arises from corporate structure rather than contractual subordination. HoldCo creditors do not have direct claims against OpCo assets; they have equity claims in the OpCo, which means they are paid only after the OpCo's own creditors have been paid in full. Structural subordination can be partially mitigated by upstream guarantees (where the OpCo guarantees the HoldCo debt), but absent guarantees, HoldCo unsecured debt is effectively subordinated to all OpCo debt regardless of contractual ranking. The concept is one of the most-tested topics in RX interviews because it requires the candidate to understand corporate structure, not just contract terms.

    Structural subordination drives meaningful real-world recoveries. A HoldCo with $500 million of senior unsecured notes whose only asset is the equity of an OpCo with $1.5 billion of debt and $1.2 billion of enterprise value will see those HoldCo notes recover essentially zero: the OpCo enterprise value is consumed by the OpCo's debt before any value flows up to HoldCo. Mitigants exist (upstream guarantees from the OpCo to the HoldCo, downstream guarantees, intercompany loans), but absent those, HoldCo unsecured debt is effectively structurally subordinated. The banker's job is to map the corporate structure, identify the assets at each entity, and trace where each tranche of debt sits relative to each pool of value.

    Cure Rights and Equity Cure Mechanics

    When a company nears a financial covenant breach, credit agreements typically permit cure rights covered in detail in the covenant-breaches article. For capital structure review purposes, the analyst captures three things: how many cures are permitted (typically three or four over the life of the loan, with restrictions on consecutive quarters and a maximum of two per twelve-month period), how the cure equity is applied (added to EBITDA in some agreements, applied to reduce Net Debt in others), and how many cures have already been used. A sponsor with two cures remaining has more time for out-of-court paths than one with zero cures and a covenant test approaching.

    Debt Capacity Analysis: The Inverse Question

    If the capital structure review answers "what does the company owe today," debt capacity analysis answers "what can the company afford to owe after the restructuring." The Net Debt walk strips reported gross debt down to the figure that creditors actually claim against operating cash flow:

    Net Debt=Total Funded DebtUnrestricted CashRestricted Cash Available for Debt Service+Capital Leases+Pension Underfunding+Other Debt-like Items\text{Net Debt} = \text{Total Funded Debt} - \text{Unrestricted Cash} - \text{Restricted Cash Available for Debt Service} + \text{Capital Leases} + \text{Pension Underfunding} + \text{Other Debt-like Items}

    The leverage stack then runs from gross-and-total down through each lien layer, with each ratio answering a different question:

    Total Leverage=Total DebtEBITDA,Net Leverage=Net DebtEBITDA\text{Total Leverage} = \frac{\text{Total Debt}}{\text{EBITDA}}, \quad \text{Net Leverage} = \frac{\text{Net Debt}}{\text{EBITDA}}
    Senior Leverage=Senior Secured DebtEBITDA,1L Net Leverage=First-Lien DebtCashEBITDA\text{Senior Leverage} = \frac{\text{Senior Secured Debt}}{\text{EBITDA}}, \quad \text{1L Net Leverage} = \frac{\text{First-Lien Debt} - \text{Cash}}{\text{EBITDA}}
    2L Net Leverage=(First-Lien+Second-Lien)CashEBITDA\text{2L Net Leverage} = \frac{(\text{First-Lien} + \text{Second-Lien}) - \text{Cash}}{\text{EBITDA}}

    Coverage ratios test whether projected cash flow can service the proposed structure:

    Interest Coverage (ICR)=EBITDACash Interest Expense\text{Interest Coverage (ICR)} = \frac{\text{EBITDA}}{\text{Cash Interest Expense}}
    Fixed Charge Coverage (FCCR)=EBITDACapexCash Interest+Cash Taxes+Required Principal Amortization\text{Fixed Charge Coverage (FCCR)} = \frac{\text{EBITDA} - \text{Capex}}{\text{Cash Interest} + \text{Cash Taxes} + \text{Required Principal Amortization}}
    Cash DSCR=Operating Cash FlowCash Interest+Mandatory Amortization,Accrual DSCR=EBITDATotal Debt Service\text{Cash DSCR} = \frac{\text{Operating Cash Flow}}{\text{Cash Interest} + \text{Mandatory Amortization}}, \quad \text{Accrual DSCR} = \frac{\text{EBITDA}}{\text{Total Debt Service}}

    For asset-heavy structures, loan-to-value caps the secured tranche by collateral support:

    LTV=Secured DebtCollateral Fair Value\text{LTV} = \frac{\text{Secured Debt}}{\text{Collateral Fair Value}}

    The gap between current debt and the level supported by these ratios is the principal that has to be eliminated, converted to equity, or extended at lower coupons. The standard debt capacity analysis works in three steps:

    1. Project stabilized EBITDA. Build a post-emergence operating model that reflects the cost reductions, headcount changes, store closures, asset sales, or other operational restructuring assumed in the plan. Stabilized EBITDA is the EBITDA the company can sustainably generate after the restructuring is complete, typically projected for the year of emergence and the following two to three years. 2. Apply coverage requirements. Set a minimum interest coverage ratio (often 2.0x or higher for emergence credits, depending on industry) and a minimum fixed-charge coverage ratio. Working backward from EBITDA through these ratios produces the maximum interest expense the company can sustain. Dividing by an assumed coupon (typically the rate at which a CCC- or B-rated emerging-from-bankruptcy company can issue debt in current market conditions, often 9-13%) produces the maximum debt principal. 3. Cross-check against industry leverage benchmarks. Most industries have a sustainable leverage range that markets impose regardless of the company's individual coverage analysis. Healthcare services typically clears at 5-7x net debt to EBITDA; consumer products at 4-6x; energy at 3-5x with cyclicality adjustments. Emerging-from-bankruptcy issuers often start at the lower end of their industry range with the explicit understanding that the company needs ratings headroom to absorb operational variance.

    The output is a sustainable debt level that can be compared to current debt. If current funded debt is $3 billion and sustainable debt is $1.4 billion, the haircut is $1.6 billion, distributed across creditor classes through the recovery waterfall. The fulcrum security is whatever class the haircut hits at the boundary of impairment.

    A Worked Example

    Consider a hypothetical company with stabilized post-emergence EBITDA of $220 million. Apply a minimum interest coverage of 2.0x: the company can sustain $220M /2.0=/ 2.0 = $110M of annual interest expense. At an 11% blended coupon (reflecting the cost of post-emergence debt for a fresh-out-of-bankruptcy issuer), that equates to $110M /0.11/ 0.11 \approx $1.0B of debt principal. Cross-check against a 4.5x leverage benchmark for the industry: 4.5 ×\times $220M == $990M. The two methods triangulate to roughly $1.0 billion of sustainable debt. If pre-petition funded debt is $2.5 billion, the haircut is $2.5B - $1.0B == $1.5B.

    The next question is where the haircut lands. If senior secured first-lien debt is $1.2 billion, that tranche likely recovers fully in cash (or rolls into the new debt structure on amended terms). The remaining $2.5B - $1.2B == $1.3B of unsecured and subordinated debt absorbs the haircut, with the senior unsecured class becoming the fulcrum at roughly 60-70% recovery (paid out in a combination of new equity and a reduced new debt instrument), and the subordinated class wiped out. This is the kind of math that drives plan negotiation: senior unsecured creditors negotiate over their recovery rate and the form of consideration (more new equity vs more new debt), while subordinated creditors negotiate for any recovery at all (often a small "tip" to obtain their support or to avoid contested confirmation). The debt capacity analysis sets the constraint; the recovery waterfall allocates within that constraint.

    The Best Interests Test

    Debt capacity analysis interacts with the "best interests" test under Bankruptcy Code Section 1129(a)(7): each impaired creditor must receive at least as much under the plan as in a hypothetical Chapter 7 liquidation. The liquidation analysis sets a floor under the recovery waterfall, which becomes a binding constraint for asset-heavy companies in declining industries (regional retailers, traditional media) where going-concern value approaches liquidation value.

    What the Output Document Looks Like

    The capital structure review and debt capacity analysis combine into a deliverable that goes to the board, the bankruptcy court, the creditor committees, and the DIP lender. The standard format includes a capital structure summary slide (one page, color-coded by seniority), an intercreditor architecture diagram (lien priority, structural subordination, basket locations), a basket capacity table (unrestricted-sub, available amount, incremental facility, with current capacity and cumulative usage), a debt capacity output table (side-by-side current vs sustainable, with implied haircuts and recoveries by class), and a covenants and key terms appendix (section-by-section summary with cross-references to source documents). Different audiences focus on different parts: senior bankers spend most of their time on the summary slide; lawyers on the intercreditor diagram; LMT teams on the basket capacity table; creditor committee advisors on the debt capacity output.

    Putting Capital Structure Review and Debt Capacity Together

    The two analyses combine in the recovery analysis that drives plan negotiation. Capital structure review tells you the legal claims; debt capacity tells you the value that can support them. The recovery waterfall allocates value in priority order, identifies the fulcrum, and quantifies impairment per class. The LMT path uses basket mechanics to alter priority without filing; the Chapter 11 path uses cramdown to bind dissenting classes. Both run on the same capital structure review.

    The capital structure review and debt capacity analysis together produce the foundation on which every other RX deliverable depends. Built well, line by line, with primary-source documentation, they defend the rest of the engagement against creditor challenge. Built quickly with placeholder numbers, they expose fault lines at the worst possible moment, which is usually the day before confirmation when a committee expert files an objection that lands on a foundational error.

    Interview Questions

    5
    Interview Question #1Easy

    What is the difference between a 1L and 2L term loan?

    Both are typically secured by the same collateral package, but first-lien holders have priority claims to collateral proceeds; second-lien holders receive collateral distributions only after the 1L is fully satisfied. The two tranches are governed by an intercreditor agreement that defines voting rights, payment waterfalls, standstill periods, and remedy procedures. Pricing reflects the priority gap: 2L typically prices 200-400bps wider than 1L on the same credit. In distress, 2L often becomes the fulcrum or is wiped, while 1L holds par or near-par recovery.

    Interview Question #2Medium

    What is intercreditor priority and how does it work?

    Intercreditor agreements define the relative rights of debt tranches sharing the same collateral. Core provisions: payment waterfall (who collects first from collateral proceeds), voting rights (who controls remedies and amendments to security documents), standstill periods (junior creditors must wait, often 180 days, before exercising remedies, giving senior the first move), and turnover obligations (junior must turn over to senior any collections received in violation of the waterfall). In distress, the ICA is often the most important document in the cap stack because it determines who actually controls the workout and who gets paid in what order from a sale or recovery.

    Interview Question #3Easy

    Walk me through how you read a distressed company's capital structure.

    Top to bottom of the cap stack with five facts per tranche: (1) principal balance outstanding, (2) coupon and rate type (fixed vs floating, cash vs PIK), (3) maturity, (4) security and lien rank (1L, 2L, unsecured, subordinated, structurally subordinated), (5) trading level (par, near-par, distressed, deep discount). Layer on guarantees and intercreditor terms (especially priming caps and covenant baskets relevant to LMTs). Then compute gross leverage (total debt / EBITDA), net leverage, secured leverage, interest coverage, and fixed charge coverage. Finally, map the maturity ladder by year. The output tells you what you can refinance, what is the fulcrum, and what the debt capacity of the reorganized company is.

    Interview Question #4Medium

    A company has $100M EBITDA, $400M senior secured debt at 6%, $300M unsecured notes at 9%, and $100M sub debt at 12%. What is the gross leverage and the cash interest coverage?

    Total debt = $400M + $300M + $100M = $800M. Gross leverage = $800M / $100M = 8.0x. Cash interest = (0.06 × $400M) + (0.09 × $300M) + (0.12 × $100M) = $24M + $27M + $12M = $63M. Cash interest coverage = $100M / $63M = 1.59x. Interpretation: 8x leverage with 1.6x coverage is deeply distressed; the company barely covers cash interest and has zero room for debt amortization, capex, or working capital build. Likely outcomes: distressed exchange, amend-and-extend, or filing.

    Interview Question #5Hard

    How do you estimate debt capacity for the reorganized company?

    Two approaches, run together. Coverage-based: take projected steady-state EBITDA, target a coverage ratio (typically 2.0-3.0x interest coverage for a healthy emerged credit), assume a market interest rate (often 8-12% for post-emergence debt), and back into max debt. Multiple-based: target a leverage multiple consistent with comparable healthy companies in the sector (e.g., 3.0-4.0x for stable industrials, 5.0-6.0x for software, 2.0-3.0x for cyclicals), apply to projected EBITDA. Take the lower of the two as the indicative debt capacity. Stress test: the plan has to survive a downside case (often 70-80% of base EBITDA) and still pay debt service, because the feasibility test under Section 1129(a)(11) requires the plan not be likely to be followed by another bankruptcy.

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