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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

#MistakeCore IssueCost
1Insufficient data qualitySending tapes without data audits3-6 week delay, 2-3 point advance rate reduction
2No static pool historyAggregate stats without vintage curvesDisqualifying or 10-point advance rate reduction
3Engaging lawyers too earlyInstructing counsel before term sheet$50K-$150K in wasted legal fees
4Not understanding cost of capitalUsing headline spread as COCMispriced loans, negative unit economics
5Over-promising origination volumeCovenant levels matching base caseCovenant breach, potential early amortization
6Ignoring covenant headroomNo forward modeling of financial covenantsTechnical default, required equity injection
7Underestimating closing costsBudget based on hearsay$50K-$100K cash flow surprise at close
8Not reading final documentsRelying solely on counsel reviewAdverse terms discovered too late
9Failing to build relationships earlyOutreach only when capital is needed50-100 bps wider pricing, worse terms
10Not investing in reportingNo reporting pipeline before closeFacility freeze, potential early amortization

Capital provider mistakes

#MistakeCore IssueCost
1Falling in love with the asset classOriginator diligence 20% of effort30-50% higher losses, workout costs
2Setting triggers too tightCalibrated to average, not peakPremature trigger breach, amendment costs
3Not stress-testing to maturityStress case stops at month 18Unanticipated workout at month 24+
4Insufficient servicing diligenceCollections floor never visited30-40 bps incremental loss
5Underestimating workout costsNo explicit workout reserve4-5% return erosion in stressed deals
6Over-relying on rating agency analysisPresale report as primary analysis3%+ return shortfall from prepay assumptions
7Not visiting operationsDeal closed on video calls onlyKey-person risk undiscovered
8Pricing without knowing COCQuoted to win without checking hurdleZero margin for error, carry clawback
9Ignoring portfolio concentrationDeals approved in isolationCorrelated stress across positions
10Not planning for downsideNo originator cessation scenario8+ week response delay, recovery loss

Deal process mistakes

#MistakeCore IssueCost
1Timeline underestimationFirst deal timeline: 10 vs. 20 weeksCash runway crisis, dilutive bridge
2Inadequate data roomUnlabeled files, no data dictionary4-6 week diligence extension
3Not running parallel workstreamsSequential counterparty setup6-8 weeks unnecessary delay
4Letting documentation dragNo milestones or issues list14+ weeks on document negotiation
5Not reading final documentsNo term sheet vs. docs reconciliationProvisions changed without notice
6Surprising your capital providerMaterial changes disclosed late6+ week renegotiation, 50 bps wider
7Changing terms after ICNo change control processCompliance issues, unrecoverable losses
8Underestimating setup timeAccount opening week before close3+ week closing delay
9Not budgeting closing costsSetup costs not in return calculation3+ year breakeven on deal
10Treating deal as one-timeAdversarial negotiationLost 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