Chapter 3 Resources

Why Most Accounting Policies Don’t Work (And What to Do Instead)

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Key Concept

Your books balance. Your bank reconciles. Your CPA files your return on time. So why do problems keep surfacing?

The Core Insight: Balanced ≠ Tax Ready. A file that balances can still hide missing documentation, wrong categorization, policy violations, and audit risks.


Figures (Full Resolution)

Figure 3.1: Balanced vs. Tax Ready

Balanced vs Tax Ready The gap between “balanced” and “Tax Ready” – showing what balance catches (20%) vs. what actually matters for tax and audit readiness (100%).


Downloadable Resources

Checklists & Assessments

The Three Questions Worksheet

For every transaction, ask: 1. What was bought? (Category/account) 2. Why was it bought? (Business purpose) 3. How is it documented? (Receipt/substantiation)

Download The Three Questions Worksheet (PDF)


Why Traditional Policies Fail

The Four Failure Modes

Failure Mode What Happens Result
Memory-dependent “We always do it this way” – but who remembers? Inconsistent execution
Binder-bound Policy exists but no one reads it Zero enforcement
Human-checked Someone is supposed to verify Errors slip through when busy
Periodic review Problems found months later Expensive cleanup

The Real Cost of Messy Books

Visible Costs: – Premium rates for year-end cleanup ($150-300/hour vs. $50-75/hour ongoing) – Penalties for missing 1099s ($60-$310 per form) – Interest on underpaid estimated taxes

Invisible Costs: – Missed deductions (average business misses 15-25% of legitimate deductions) – Higher interest rates on loans (lenders see disorganization as risk) – Lower valuation at sale (buyers discount for “accounting uncertainty”) – Owner time spent explaining, reconstructing, defending


What Balance Can vs. Can’t Detect

Balance WILL Catch:

  • ✅ Math errors (debits ≠ credits)
  • ✅ Missing transactions (if bank doesn’t reconcile)
  • ✅ Duplicate entries (obvious ones)

Balance WON’T Catch:

  • ❌ Wrong categorization (expense in wrong account)
  • ❌ Missing documentation (no receipt attached)
  • ❌ Policy violations (payment without approval)
  • ❌ Compliance gaps (1099 vendor missing W-9)
  • ❌ Fraud indicators (ghost vendors, unusual patterns)
  • ❌ Tax optimization opportunities (missed deductions)

Warning Signs Checklist

Answer YES or NO to each:

Category 1: Documentation


  • Do transactions have receipts attached?

  • Is business purpose documented for meals/travel?

  • Can you explain any transaction to an auditor?

Category 2: Categorization


  • Are expense categories consistent month-to-month?

  • Is “Ask My Accountant” / Uncategorized empty?

  • Do similar expenses go to the same account?

Category 3: Timeliness


  • Is bank reconciliation current (within 30 days)?

  • Are AR/AP aging reports accurate?

  • Is undeposited funds cleared regularly?

Category 4: Compliance


  • Do all 1099 vendors have W-9 on file?

  • Is sales tax filed and current?

  • Are owner draws properly classified?

Category 5: Controls


  • Does someone besides you review transactions?

  • Are there approval thresholds for large purchases?

  • Is access to financial systems limited appropriately?

Scoring: – 12-15 YES: Good foundation – ready for optimization – 8-11 YES: Gaps exist – prioritize the NO items – 0-7 YES: Significant risk – consider professional assessment


Key Takeaways

  1. Balanced is necessary but not sufficient – It’s the floor, not the ceiling
  2. Traditional policies fail because they’re unenforceable – Human memory isn’t a control
  3. The cost of messy books compounds – Small gaps become expensive problems
  4. The fix is executable policies – Rules that run, not documents that sit

Your Next Step

Complete the Warning Signs Checklist above. For each NO answer: 1. Document the current state 2. Define what “good” looks like 3. Create a simple process to close the gap

Want an expert assessment? Apply for a complimentary Tax Ready Assessment – we’ll review your QuickBooks file and provide specific findings.


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