Playbooks
Common mistakes and how to avoid them
Common mistakes and how to avoid them
Thirty deals’ worth of failure patterns, organized by role. Every item here represents money lost, time wasted, or a relationship damaged.
The most common thread across all 30 mistakes is information asymmetry. Either the originator didn’t know something the capital provider assumed they knew, or the capital provider made assumptions about the deal they never tested. The remedy in almost every case is communication earlier than feels necessary.
The three categories of mistakes
Mistakes cluster by who makes them and when:
Originator mistakes occur during preparation and capital-raising. They’re about data quality, deal readiness, cost calculation, and relationship-building. Most can be prevented with better preparation before going to market. The originator mistakes guide covers data quality failures, engaging lawyers too early, misunderstanding cost of capital, over-promising volume, ignoring covenant headroom, underestimating closing costs, not reading documents, failing to build relationships, and underinvesting in reporting infrastructure.
Capital provider mistakes occur during diligence and structuring. They’re about falling in love with the asset class while ignoring the originator, setting triggers too tight, insufficient stress testing, overlooking servicing operations, and not planning for downside scenarios. The capital provider mistakes guide addresses these patterns with portfolio-level implications.
Deal process mistakes affect both parties during execution. They’re about timeline management, data room quality, parallel workstreams, documentation discipline, and relationship dynamics. Both originators and capital providers make these mistakes, and both pay for them. The deal process mistakes guide covers the execution failures that derail otherwise good deals.
Quick reference: all 30 mistakes
Originator mistakes
| # | Mistake | Core Issue | Cost |
|---|---|---|---|
| 1 | Insufficient data quality | Sending tapes without data audits | 3-6 week delay, 2-3 point advance rate reduction |
| 2 | No static pool history | Aggregate stats without vintage curves | Disqualifying or 10-point advance rate reduction |
| 3 | Engaging lawyers too early | Instructing counsel before term sheet | $50K-$150K in wasted legal fees |
| 4 | Not understanding cost of capital | Using headline spread as COC | Mispriced loans, negative unit economics |
| 5 | Over-promising origination volume | Covenant levels matching base case | Covenant breach, potential early amortization |
| 6 | Ignoring covenant headroom | No forward modeling of financial covenants | Technical default, required equity injection |
| 7 | Underestimating closing costs | Budget based on hearsay | $50K-$100K cash flow surprise at close |
| 8 | Not reading final documents | Relying solely on counsel review | Adverse terms discovered too late |
| 9 | Failing to build relationships early | Outreach only when capital is needed | 50-100 bps wider pricing, worse terms |
| 10 | Not investing in reporting | No reporting pipeline before close | Facility freeze, potential early amortization |
Capital provider mistakes
| # | Mistake | Core Issue | Cost |
|---|---|---|---|
| 1 | Falling in love with the asset class | Originator diligence 20% of effort | 30-50% higher losses, workout costs |
| 2 | Setting triggers too tight | Calibrated to average, not peak | Premature trigger breach, amendment costs |
| 3 | Not stress-testing to maturity | Stress case stops at month 18 | Unanticipated workout at month 24+ |
| 4 | Insufficient servicing diligence | Collections floor never visited | 30-40 bps incremental loss |
| 5 | Underestimating workout costs | No explicit workout reserve | 4-5% return erosion in stressed deals |
| 6 | Over-relying on rating agency analysis | Presale report as primary analysis | 3%+ return shortfall from prepay assumptions |
| 7 | Not visiting operations | Deal closed on video calls only | Key-person risk undiscovered |
| 8 | Pricing without knowing COC | Quoted to win without checking hurdle | Zero margin for error, carry clawback |
| 9 | Ignoring portfolio concentration | Deals approved in isolation | Correlated stress across positions |
| 10 | Not planning for downside | No originator cessation scenario | 8+ week response delay, recovery loss |
Deal process mistakes
| # | Mistake | Core Issue | Cost |
|---|---|---|---|
| 1 | Timeline underestimation | First deal timeline: 10 vs. 20 weeks | Cash runway crisis, dilutive bridge |
| 2 | Inadequate data room | Unlabeled files, no data dictionary | 4-6 week diligence extension |
| 3 | Not running parallel workstreams | Sequential counterparty setup | 6-8 weeks unnecessary delay |
| 4 | Letting documentation drag | No milestones or issues list | 14+ weeks on document negotiation |
| 5 | Not reading final documents | No term sheet vs. docs reconciliation | Provisions changed without notice |
| 6 | Surprising your capital provider | Material changes disclosed late | 6+ week renegotiation, 50 bps wider |
| 7 | Changing terms after IC | No change control process | Compliance issues, unrecoverable losses |
| 8 | Underestimating setup time | Account opening week before close | 3+ week closing delay |
| 9 | Not budgeting closing costs | Setup costs not in return calculation | 3+ year breakeven on deal |
| 10 | Treating deal as one-time | Adversarial negotiation | Lost long-term relationship |
How to use these guides
If you’re an originator preparing for your first warehouse: Start with the originator mistakes guide. Focus on Mistakes 1-4 (data quality, static pools, legal timing, cost of capital) before going to market. Review Mistakes 5-6 (volume and covenant headroom) before signing term sheet. Mistakes 7-10 during documentation and close.
If you’re a capital provider evaluating a new deal: Review the capital provider mistakes guide alongside your diligence checklist. Mistakes 1, 4, and 7 (originator focus, servicing, site visits) apply to diligence. Mistakes 2-3 and 5-6 (triggers, stress testing, workout costs, rating reliance) apply to structuring and IC. Mistakes 8-10 (pricing, concentration, downside planning) apply to portfolio management.
If you’re in deal execution: Both parties should review the deal process mistakes guide at term sheet. Set timeline expectations together (Mistake 1). Build the data room properly (Mistake 2). Run parallel workstreams (Mistake 3). Establish documentation discipline (Mistakes 4-5). Commit to early disclosure (Mistake 6). Remember this is a relationship, not a one-time transaction (Mistake 10).
The information asymmetry pattern
Most mistakes share a common root: one party knew something the other didn’t, or assumed the other knew something they didn’t.
Originators assume capital providers:
- Understand their business model from a deck
- Will accept data gaps and explain what’s needed
- Have flexible timelines
- Will negotiate fairly
Capital providers assume originators:
- Have institutional-quality data and reporting
- Understand the capital raising process
- Have read and understood deal documents
- Will disclose problems proactively
Both assumptions are often wrong. The remedy is communication earlier and more frequently than feels necessary:
- Share data before it’s requested
- Disclose issues before they’re discovered
- Ask questions before assumptions become problems
- Build relationships before you need them
Related topics
- Preparing your data room addresses data quality and organization
- The economics of ABF for originators covers cost of capital calculations
- Covenants provides covenant structure and headroom guidance
- Triggers, tests, and performance events covers trigger calibration
- Deal process overview provides timeline and workflow guidance