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Analyzing Mezzanine And Subordinated Debt

ASecurity

Evaluates mezzanine structures with PIK toggle, equity kickers, and intercreditor subordination mechanics. Use when analyzing mezzanine financing, comparing subordinated debt terms, or modeling layered capital structures.

22 stars
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Added 9/20/2026
businessapidocumentation

Works with

cliapi

Security Analysis

A100/100

Scanned 9/20/2026

Install to Claude Code

$npx -y skills add lev-os/agents --skill analyzing-mezzanine-and-subordinated-debt --agent claude-code

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SKILL.md
---
name: analyzing-mezzanine-and-subordinated-debt
description: Evaluates mezzanine structures with PIK toggle, equity kickers, and intercreditor subordination mechanics. Use when analyzing mezzanine financing, comparing subordinated debt terms, or modeling layered capital structures.
tags:
  - analysis
  - debt-capital-markets
  - credit
metadata:
  author: casemark
  practice_areas:
    - DCM
    - Leveraged Finance
    - Debt Origination
  document_types:
    - Analysis Report
  skill_modes:
    - Analysis
---
# Analyzing Mezzanine And Subordinated Debt

Evaluates mezzanine structures with PIK toggle, equity kickers, and intercreditor subordination mechanics for layered capital structures.

## When To Use

- Analyzing a proposed mezzanine financing term sheet against borrower economics and senior lender constraints
- Comparing subordinated debt structures across multiple lender proposals
- Modeling blended cost of capital across senior/mezzanine/equity tranches
- Reviewing intercreditor agreement terms for subordination mechanics and standstill provisions
- Assessing equity kicker dilution impact (warrants, conversion features, co-invest rights)
- Evaluating PIK toggle economics and cash flow implications under stress scenarios

## Inputs To Gather

- **Term sheet or credit agreement** for the mezzanine/subordinated tranche
- **Senior credit facility terms** — advance rates, covenants, permitted debt baskets, intercreditor requirements
- **Company financials** — historical and projected EBITDA, cash flow statements, existing debt schedule
- **Capital structure summary** — all tranches with amounts, rates, maturity, and priority
- **Intercreditor agreement** (if executed or in draft) — subordination type, standstill periods, turnover provisions, cure rights
- **Equity kicker documentation** — warrant coverage percentage, strike price, conversion ratios, anti-dilution protections
- **PIK terms** — PIK rate vs. cash pay rate, toggle conditions, PIK compounding frequency, PIK caps if any

## Workflow

1. **Map the capital structure** — Build a sources-and-uses table showing each tranche's position in the priority waterfall. Identify total leverage, senior leverage, and mezzanine leverage multiples (Senior Debt / EBITDA, Total Debt / EBITDA). Flag any leverage levels outside market norms for the sector [VERIFY against current market benchmarks].

2. **Analyze coupon and yield economics**
   - Break down the mezzanine return into components: cash coupon, PIK accrual, upfront fees (OID), and equity kicker value
   - Calculate all-in yield to maturity and IRR under base case and PIK-toggle scenarios
   - Model PIK accrual growth: confirm compounding mechanics (simple vs. compound, quarterly vs. semi-annual) and compute accreted balance at maturity
   - Compare blended cost of the mezzanine tranche against market clearing rates [VERIFY current mezz market spreads for comparable credit quality]

3. **Evaluate PIK toggle mechanics**
   - Identify toggle triggers — is the PIK election borrower-optional, tied to a leverage or coverage ratio test, or mandatory under certain conditions?
   - Model cash flow under full-cash-pay, full-PIK, and partial-PIK scenarios
   - Calculate the maximum PIK balance at maturity and its impact on total leverage and refinancing risk
   - Assess whether PIK compounding creates a maturity cliff that exceeds projected enterprise value

4. **Assess equity kicker dilution and value**
   - For warrants: calculate warrant coverage as a percentage of fully diluted equity, determine strike price relative to entry equity value, and model dilution at exit across multiple MOIC scenarios (1.0x–3.0x)
   - For conversion features: map conversion price, conversion ratio, and forced-conversion triggers; model as-converted ownership
   - Estimate equity kicker value using Black-Scholes or scenario-based methods and add to total yield analysis
   - Review anti-dilution protections (full ratchet vs. weighted average) and participation rights

5. **Review intercreditor and subordination terms**
   - Classify subordination type: contractual subordination (payment waterfall) vs. structural subordination (holding-company debt) vs. lien subordination (second-lien)
   - Identify standstill period duration — how long must the mezzanine lender wait after a senior default before exercising remedies? (Market range: 90–180 days [VERIFY])
   - Review turnover and blockage provisions: under what conditions are mezzanine payments blocked, and for how long?
   - Check for mezzanine lender cure rights — ability to cure senior defaults and step into borrower's position
   - Assess buyout rights — can the mezzanine lender purchase the senior debt at par?
   - Evaluate permitted actions during standstill (e.g., acceleration allowed but no enforcement)

6. **Stress-test the structure**
   - Run downside scenarios: revenue decline of 10%, 20%, 30% from base case
   - Test fixed charge coverage ratio (FCCR) and interest coverage under each scenario
   - Identify the EBITDA level at which the borrower breaches mezzanine covenants vs. senior covenants
   - Assess recovery waterfall in a hypothetical liquidation — estimate recovery rates for each tranche based on asset coverage

7. **Benchmark against alternatives**
   - Compare mezzanine terms to: second-lien term loans, unitranche facilities, preferred equity, and direct lending options
   - Evaluate total cost of capital impact — would a different structure produce lower WACC or better covenant flexibility?
   - Note structural trade-offs (e.g., unitranche simplicity vs. mezzanine flexibility on PIK)

## Output

Produce an analysis report containing:

- **Capital Structure Summary Table** — Each tranche with amount, rate (cash/PIK), maturity, leverage multiple, and priority ranking
- **Mezzanine Economics Summary** — Cash coupon, PIK rate, OID, equity kicker value, all-in IRR under base and PIK scenarios
- **PIK Accrual Schedule** — Period-by-period PIK balance growth through maturity
- **Equity Kicker Dilution Table** — Dilution at exit across multiple valuation scenarios
- **Intercreditor Terms Matrix** — Key provisions mapped: subordination type, standstill period, blockage terms, cure rights, buyout rights
- **Stress Test Results** — Coverage ratios and recovery estimates under base, downside, and severe downside cases
- **Key Risks and Considerations** — Refinancing risk from PIK accrual, covenant cushion analysis, structural vulnerabilities
- **Comparison to Alternatives** — Side-by-side of mezzanine vs. competing structures on cost, flexibility, and complexity

## Quality Checks

- Verify that all-in yield calculation includes every return component (cash, PIK, fees, equity kicker) — omitting any one will materially understate true cost
- Confirm PIK compounding mechanics match the actual term sheet language (simple interest vs. compound, frequency)
- Ensure intercreditor analysis distinguishes between payment subordination and lien subordination — conflating them misrepresents lender rights
- Validate that stress scenarios use internally consistent assumptions (e.g., revenue decline should flow through to EBITDA with appropriate margin compression)
- Check that equity kicker dilution is calculated on a fully diluted basis including all outstanding options, warrants, and convertible instruments
- Confirm leverage multiples use the same EBITDA definition (adjusted vs. unadjusted) across all tranches for comparability
- Flag any terms that deviate materially from market standards with [VERIFY] and note the deviation

Attribution

lev-oslev-os
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