Leveraged Finance Deal Screen

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This conversation was generated using Cook'd AI's career assistant and reviewed by from our editorial team for accuracy.

I want you to question me like a live debt desk candidate. Start with a capital structure scenario and keep pushing on leveraged finance technicals, especially covenant packages and refinancing risk in tighter spreads. Assume I am an experienced analyst from a regional bank targeting leveraged finance in Frankfurt, and I have EU citizenship.
Cook'd AI assistant
Understood. Let us treat this like a real desk screen. Scenario: A sponsor is buying a German industrials business for 11.0x EBITDA. The target generates 120 million in EBITDA, has 30 million of cash, and 180 million of existing net debt. The sponsor wants a new capital structure with 5.0x first lien term loan, 1.0x second lien, and 2.5x equity. Spreads have tightened recently, but loan markets are showing some volatility. Walk me through whether this stack is viable. I want you to cover leverage, equity check, covenant package implications, and the main refinancing risk if rates move up and spreads widen again.
At a first pass, it looks viable but somewhat aggressive. With 120 million EBITDA, 5.0x first lien is 600 million, second lien at 1.0x is 120 million, so total new debt is 720 million. On an 11.0x entry, enterprise value is 1.32 billion, and 2.5x equity would be 300 million. That totals 1.02 billion of sources, which is short versus the purchase price unless the existing debt is refinanced in the structure or there is a rollover component. If existing net debt of 180 million is being repaid, total uses rise further, so the sponsor either needs more equity or more debt capacity. From a covenant perspective, I would expect maintenance covenants only if this is a bank-heavy structure. In a typical institutional term loan package, it would be covenant-lite, but the documentation should still have incurrence tests, restricted payments baskets, debt incurrence limits, and limitations on investments and asset sales. If spreads tighten, sponsors may push for looser baskets and more flexible add-backs, which improves optionality but can mask leverage. Refinancing risk is meaningful because the stack is already 6.0x total new leverage before considering existing debt. If market spreads widen, the company may face higher all-in cost and a shorter runway to refinance. I would look at maturity ladder, amortization, and whether there is a springing maturity or MFN on the second lien. I would also ask whether EBITDA is cyclical, because if operating performance softens, refinancing at the same leverage could become difficult.
Cook'd AI assistant
Good structure, but I want you to be more precise and more skeptical. First, fix the sources and uses problem. Assume the 180 million existing debt is taken out and the sponsor funds fees with cash on balance sheet. What is the minimum equity check if the sponsor wants to close the deal at 11.0x and keep the same leverage profile? Second, explain which covenant package features are most relevant to the lender in a refinancing scenario under tighter spreads. I want specifics, not just covenant-lite versus maintenance tests. Third, tell me what breaks first if EBITDA drops 15 percent in year one and spreads widen 150 basis points.
If enterprise value is 1.32 billion and existing debt of 180 million is repaid, equity plus new debt plus any cash cover fees must fund the full enterprise value and fees. Keeping the same leverage profile means 5.0x first lien and 1.0x second lien, so 720 million of new debt. That leaves 600 million of equity before fees, because 1.32 billion minus 720 million equals 600 million. If the sponsor also needs to retire 180 million of existing debt through the acquisition price rather than through debt sizing, then the equity requirement is effectively even higher unless the purchase price already reflects a debt-free, cash-free basis. So the clean answer is that the sponsor likely needs around 600 million plus fees and any cash leakage, which is far above 2.5x equity. The most relevant covenant features in a refinancing context are the restricted payment basket, debt basket, ratio debt incurrence capacity, and whether there is an available amount builder basket tied to retained excess cash flow. Lenders also care about EBITDA definitions, add-backs, and pro forma adjustment limits because those affect how much leverage can be refinanced later. Springing financial covenants on the revolver matter as a backstop, especially if the term loan is covenant-lite, because they create an early warning trigger. Tight documentation around asset sale proceeds and mandatory prepayments also matters, since these determine whether deleveraging actually happens. If EBITDA drops 15 percent, EBITDA falls from 120 million to 102 million. At 6.0x total debt, leverage on current debt would rise from 6.0x to roughly 7.1x before considering any cash erosion. Interest coverage would compress materially, and if spreads widen 150 basis points, the all-in cost on floating debt rises, increasing cash interest expense and reducing free cash flow. The first thing to break is usually headroom under financial maintenance metrics, if any exist, or liquidity under the revolver. Even with covenant-lite paper, the real issue is refinancing confidence: rating pressure, weaker lender appetite, and a higher probability that the sponsor must inject equity to avoid a maturity wall.
Cook'd AI assistant
Better. Now I want you to answer like a real candidate in front of a leveraged finance MD. Two follow-ups: 1. Compare first lien and second lien protections in this deal. Which one is more exposed in a downturn, and why does that matter for pricing and documentation? 2. Assume the sponsor wants maximum flexibility. Name three lender protections they would likely try to soften, and tell me what the bank would insist on preserving. Keep it tight and commercial.
The second lien is clearly more exposed in a downturn because it sits behind the first lien in the waterfall and has weaker recovery prospects if the business underperforms or enters a restructuring. That means second lien investors need more yield and tighter structural protections to compensate for subordination risk. In documentation, second lien lenders typically accept intercreditor limits on enforcement, payment blockage, and standstill periods, which lowers recovery certainty and pushes pricing higher. First lien lenders, by contrast, care more about senior priority, collateral coverage, and control rights, so they price tighter but still demand strong downside protection. If the sponsor wants maximum flexibility, they would likely try to soften restricted payments, debt incurrence capacity, and investment baskets. They would also push for broader add-backs in EBITDA and more generous asset sale reinvestment rights. The bank would insist on preserving a clear leverage test for debt incurrence, tight MFN on incremental debt, limitations on leakage through dividends, and mandatory prepayments from asset sales and excess cash flow. I would also expect the lender to defend collateral package quality, guarantor coverage, and a springing liquidity or covenant trigger on the revolver. In a Frankfurt leveraged finance context, I would flag that banks are often very sensitive to enforceability, security perfection, and the exact scope of guarantees under local law, so those protections matter as much as headline leverage.
Cook'd AI assistant
That is the right commercial instinct. Final round: give me a 60 second credit summary as if you were pitching this deal internally. Include: - your view on leverage tolerance - the main refinancing risk - one covenant concern - one reason your EU background and Frankfurt exposure are relevant After that, I will score the answer as a live interview report.