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Get Started Free →Complete operational playbook for Fractional CFO engagements. Covers client onboarding financial assessment, monthly close cadence, board-ready reporting packages, cash flow management, strategic financial advisory, and engagement scope templates. Use when setting up or running a Fractional CFO service, onboarding a new client, preparing monthly CFO deliverables, or advising on financial strategy as an outsourced finance executive. NOT for: building financial models from scratch (use startup-fin
.claude/skills/leoyeai-fractional-cfo-playbook/SKILL.md| Test case | Without → With | Effect | Δ tokens | Δ turns |
|---|---|---|---|---|
| case-02 | ✗→✓ | ▲ Improved | 173% | 0% |
| case-07 | ✗→✓ | ▲ Improved | 90% | 0% |
| case-21 | ✗→✓ | ▲ Improved | 54% | 0% |
| case-01 | ✗→✓ | ▲ Improved | 203% | 0% |
| case-03 | ✗→✓ | ▲ Improved | 317% | 0% |
The complete operating guide for running Fractional CFO engagements — from first call to ongoing monthly value delivery. This skill encodes PrecisionLedger's methodology for outsourced finance executive services.
Trigger phrases:
NOT for:
startup-financial-modelqbo-automationfinancial-analysis-agentcap-table-managerDefine scope before starting. Three standard tiers:
| Tier | Hours/Month | Deliverables | Price Range | Best For | |---|---|---|---|---| | Starter | 5–8 hrs | Monthly close review, cash flow report, 1 strategy call | $1,500–$2,500/mo | Pre-revenue to $500K ARR | | Growth | 12–20 hrs | Full reporting package, KPI dashboard, board prep, 2 calls | $3,500–$6,000/mo | $500K–$5M ARR | | Executive | 20–40 hrs | All of Growth + fundraising support, audit prep, team mgmt | $6,000–$15,000/mo | $5M+ ARR or fundraising |
□ ACCOUNTING SYSTEMS
□ Access to QBO / Xero / NetSuite granted
□ Chart of accounts reviewed — gaps or misclassifications noted
□ Bank feeds connected and reconciled YTD
□ Historical period reviewed (12–24 months minimum)
□ FINANCIAL HEALTH SNAPSHOT
□ Trailing 12-month P&L reviewed
□ Balance sheet reviewed — any red flags?
□ Cash flow statement reviewed (or reconstructed if missing)
□ AR aging report pulled — any collection issues?
□ AP aging report pulled — any payables over 60 days?
□ COMPLIANCE & STRUCTURE
□ Entity structure confirmed (LLC, C-corp, S-corp?)
□ Tax returns reviewed (last 2 years if available)
□ Active contracts list obtained (leases, debt, subscriptions)
□ Payroll provider confirmed (Gusto, ADP, etc.)
□ Bank accounts and signers list obtained
□ METRICS & BENCHMARKS
□ Gross margin calculated and benchmarked to industry
□ Burn rate established (if pre-profit)
□ Revenue concentration — top 5 clients as % of revenue?
□ Key financial KPIs identified and baseline setProduce a 1-page diagnostic for the client:
FINANCIAL DIAGNOSTIC SUMMARY
Client: [Name] | Date: [Date] | Prepared by: PrecisionLedger / Sam Ledger
FINANCIAL HEALTH SCORE: [Red/Yellow/Green per category]
Category Status Notes
────────────────────────────────────────────────
Cash Position 🟡 Yellow $180K — 4 months runway at current burn
Revenue 🟢 Green $42K MRR, growing 8% MoM
Gross Margin 🔴 Red 38% — below SaaS benchmark of 60–70%
AR Aging 🟡 Yellow $28K over 60 days — 3 accounts to address
AP/Payables 🟢 Green Current, no overdue
Bookkeeping 🟡 Yellow 2 months behind — catching up underway
Compliance 🟢 Green Tax returns current, payroll compliant
TOP 3 PRIORITIES THIS QUARTER:
1. Improve gross margin: audit COGS, renegotiate vendor contracts
2. Accelerate AR collections: implement net-30 enforcement + follow-up workflow
3. Extend runway: reduce discretionary spend by ~$15K/month
UPCOMING DEADLINES:
• March 15 — Q4 estimated tax payment
• April 15 — Annual tax filing or extension
• May 1 — Lease renewal decision requiredDay 1–3 (after month end):
□ Bank reconciliation completed for all accounts
□ Credit card transactions categorized
□ Payroll entries posted and reconciled
Day 4–7:
□ Revenue recognized per schedule
□ Prepaid expense amortization entries posted
□ Accounts receivable invoices confirmed sent
□ Accruals posted (liabilities incurred but not invoiced)
Day 8–10:
□ Unadjusted trial balance reviewed
□ Intercompany eliminations (if applicable)
□ Depreciation/amortization posted
Day 11–15:
□ Final trial balance locked
□ Financial statements drafted
□ Flux analysis completed (month-over-month variance review)
□ CFO package assembled and reviewed
Day 15–20:
□ CFO package delivered to client
□ Monthly strategy call scheduled
□ Prior month action items reviewedReview every line item variance > 10% or > $5K:
FLUX ANALYSIS TEMPLATE
Account Prior Mo Current Mo $ Change % Change Explanation
────────────────────────────────────────────────────────────────────────────────
Revenue $95,000 $103,000 +$8,000 +8.4% New client Jan 15
COGS $32,000 $39,000 +$7,000 +21.9% ⚠️ Investigate
Payroll $48,000 $53,000 +$5,000 +10.4% New hire Feb 1
Software Tools $4,200 $6,800 +$2,600 +61.9% ⚠️ New subscriptionsFlag any unexplained variance > 15% for discussion on the monthly call.
Every month, deliver a client-ready package containing:
[CLIENT NAME] — MONTHLY CFO BRIEF
Month: [Month Year] | Prepared: [Date]
HEADLINE NUMBERS
Revenue: $103,000 (+8.4% vs prior month)
Gross Profit: $64,000 (62% margin — on target)
Net Income: ($12,000) (investing in growth)
Cash Balance: $285,000 (6.2 months runway)
WINS THIS MONTH
• Closed largest deal to date — $12K MRR contract
• COGS margin improved 3 points after AWS renegotiation
• Collected $18K of aged AR
CONCERNS / WATCH ITEMS
• Software spend up 62% — conducting audit next week
• Two invoices 45+ days overdue — escalating collections
• Runway tightening — fundraise timeline decision needed by Q2
ACTION ITEMS FOR NEXT MONTH
□ Software audit — identify and cancel unused tools [CFO]
□ Collections call on Acme Corp $8,200 invoice [Ops]
□ Series A readiness checklist review [Founder + CFO]METRIC CURRENT PRIOR MO TARGET STATUS
──────────────────────────────────────────────────────────────
MRR $103,000 $95,000 $100,000 🟢 Ahead
MRR Growth (MoM) 8.4% 6.2% 7% 🟢 On Track
Gross Margin 62% 58% 65% 🟡 Improving
Customer Count 47 43 50 🟡 Close
Cash Runway (months) 6.2 7.1 6+ 🟡 Watch
AR Days Outstanding 38 days 31 days 30 days 🟡 Watch
Burn Rate (net) $12,000 $8,000 <$15,000 🟢 OK
Payroll as % Rev 51% 50% <55% 🟢 OK13-WEEK CASH FLOW FORECAST
Week Start Cash Inflows Outflows End Cash Notes
─────────────────────────────────────────────────────────────
Wk 1 $285,000 $35,000 $42,000 $278,000 Payroll Fri
Wk 2 $278,000 $18,000 $8,000 $288,000 AR collect
Wk 3 $288,000 $22,000 $15,000 $295,000
...
Wk 13 $XXX,000 ... ... $XXX,000 ProjectedWeekly cash flow discipline:
1. Monitor bank balance every Monday
2. Review AP due this week — approve payment run
3. Flag any AR 30+ days overdue for follow-up
4. Update 13-week forecast if assumptions change
5. Escalate if projected cash < 3 months runwayCash flow levers (when runway is tight):
ACCELERATE INFLOWS:
□ Offer early payment discount (2/10 net 30) for key AR
□ Move to upfront/annual billing for new clients
□ Collect deposits on new projects
□ Line of credit draw if available
DEFER OUTFLOWS:
□ Negotiate extended terms with vendors (net 60–90)
□ Defer non-critical hiring 30–60 days
□ Pause discretionary spend categories
□ Renegotiate SaaS contracts to annual prepay for discount
BRIDGE OPTIONS:
□ Revenue-based financing (Clearco, Pipe, Arc)
□ SBIC / SBA loan for established businesses
□ Convertible note bridge from existing investors
□ Founder personal bridge (document properly)When a client is raising capital:
FUNDRAISING READINESS CHECKLIST (CFO Role)
□ FINANCIAL DATA ROOM
□ 3 years historical financials (audited if available)
□ Current YTD financials (within 30 days)
□ 3-year financial model (base/bear/bull)
□ Unit economics summary (LTV, CAC, payback period)
□ Revenue cohort analysis
□ Cap table (current + pro forma post-raise)
□ METRICS PACKAGE
□ MRR/ARR waterfall (12 months)
□ Gross margin trend
□ Burn and runway calculation
□ Net Revenue Retention
□ Customer count and churn
□ DILIGENCE SUPPORT
□ Bank statements (12–24 months)
□ Payroll records
□ Material contracts list
□ IP and asset register
□ Outstanding liabilities schedule
□ INVESTOR NARRATIVE
□ Financial story: how does the business make money?
□ Why the numbers look the way they do
□ What this raise funds and for how long
□ Key milestones unlocked by this capitalMonthly or quarterly board package:
BOARD PACKAGE STRUCTURE
1. EXECUTIVE SUMMARY (1 page)
- Revenue, growth, margin, cash — vs. prior period and budget
- Top 3 wins, top 3 challenges
2. FINANCIAL STATEMENTS (3 pages)
- P&L with budget variance column
- Balance sheet
- Cash flow summary
3. KPI SCORECARD (1 page)
- All agreed board-level KPIs in one table
- Red/Yellow/Green status
4. BUDGET VS. ACTUAL (1 page)
- Month and YTD variance
- Explanation for significant variances
5. UPDATED FORECAST (1 page)
- Revised full-year projection
- Key assumption changes since last board meeting
6. APPENDIX
- Department-level P&L breakdowns
- Headcount report
- Pipeline/bookings summary (if available from sales)FRACTIONAL CFO ENGAGEMENT — SCOPE OF WORK
Client: [Client Name]
Effective Date: [Date]
Tier: Growth ($4,500/month, 15 hours/month)
MONTHLY DELIVERABLES:
1. Monthly financial close oversight (Days 1–15)
2. Financial statements (P&L, Balance Sheet, Cash Flow)
3. KPI dashboard update
4. 13-week cash flow forecast
5. Monthly CFO brief (executive summary)
6. Two 60-minute strategy calls per month
QUARTERLY DELIVERABLES:
7. Updated 12-month financial model
8. Board package preparation
9. Quarterly business review presentation
ANNUAL DELIVERABLES:
10. Annual budget and operating plan
11. Year-end close support and audit readiness
12. Annual financial strategy review
OUT OF SCOPE (separate engagement or referral):
• Tax return preparation and filing
• Bookkeeping and daily transaction recording
• Payroll processing
• Legal or HR services
• Audit or attest services
COMMUNICATION:
• Primary contact: [Name]
• Response SLA: 24 hours (business days)
• Emergency escalation: [method]
• Monthly call: [recurring time]
FEES:
• Monthly retainer: $4,500 (billed 1st of month)
• Overage: $250/hour above 15 hours (pre-approved)
• Out-of-pocket expenses billed at cost with receiptsTrack engagement health monthly:
CLIENT: [Name] | MONTH: [Month]
Relationship Health
□ Monthly call completed? Y/N
□ Deliverables on time? Y/N
□ Client responsive to requests? Y/N
□ Open action items > 30 days old? Y/N
Financial Health Indicators
□ Bookkeeping current? Y/N
□ Cash > 3 months runway? Y/N
□ No undisclosed liabilities? Y/N
□ Compliance deadlines on track? Y/N
Engagement Risk
□ Scope creep this month? Y/N
□ Hours within budget? Y/N
□ Any relationship concerns? Y/N
OVERALL STATUS: 🟢 Healthy / 🟡 Watch / 🔴 EscalateGross Margin: 65–80% (below 60% = cost problem)
S&M as % Revenue: 20–40% (early stage) / 15–25% (mature)
R&D as % Revenue: 15–25%
G&A as % Revenue: 8–15%
Rule of 40: ≥40 (Growth % + EBITDA Margin %)
NRR (Net Rev Retention): >100% excellent, 80–100% ok, <80% problem
LTV:CAC: ≥3:1 minimum, 5:1+ healthyGross Margin: 50–70% (revenue minus direct labor)
Utilization Rate: 65–75% (billable hours / available hours)
Revenue per Employee: $150K–$350K (varies by specialty)
Client Concentration: No single client >25% of revenue
AR Days: <35 days idealGross Margin: 30–60% (depends on category)
Inventory Turnover: 6–12x per year
CAC:LTV: ≥3:1
Return Rate: <5% ideal
COGS % Revenue: 40–70%startup-financial-model — Build 3-statement models for fundraising prep or annual planningkpi-alert-system — Automate threshold alerts for KPIs tracked in monthly CFO packageqbo-automation — Pull actuals from QuickBooks for close and reportingar-collections-agent — Manage AR follow-up workflow surfaced in CFO packagecap-table-manager — Handle equity and dilution modeling during fundraising supportthirteen-week-cash-flow — Generate detailed 13-week cash flow forecastbudget-vs-actual — Produce variance analysis for board packagesinvestor-memo-generator — Convert CFO financial narrative into investor documentsWEEK 1 (Days 1–7)
□ Bank reconciliations complete
□ Payroll reconciled
□ Revenue recognition entries posted
□ AR invoices verified sent
WEEK 2 (Days 8–14)
□ Accruals and adjusting entries
□ Trial balance reviewed
□ Flux analysis completed
□ Statements drafted
WEEK 3 (Days 15–20)
□ CFO package finalized
□ Package delivered to client
□ Monthly strategy call held
□ Action items documented
WEEK 4 (Days 21–31)
□ Next month prep (budget check, upcoming deadlines)
□ 13-week cash forecast updated
□ Compliance calendar reviewed
□ Client health scorecard updated| Case | Status | Duration (ms) | Turns | Tokens | Tool calls | ||||||||
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Without | With | Δ | Without | With | Δ | Without | With | Δ | Without | With | Δ | ||
case-02 | fail→pass | 11,253 | 6,544 | -42% | 1 | 1 | 0% | 1,945 | 5,315 | +173% | 0 | 0 | — |
case-07 | fail→pass | 11,354 | 1,598 | -86% | 1 | 1 | 0% | 2,383 | 4,518 | +90% | 0 | 0 | — |
case-21 | fail→pass | 22,826 | 14,487 | -37% | 1 | 1 | 0% | 4,771 | 7,345 | +54% | 0 | 0 | — |
case-01 | fail→pass | 10,827 | 6,691 | -38% | 1 | 1 | 0% | 1,762 | 5,345 | +203% | 0 | 0 | — |
case-03 | fail→pass | 6,325 | 3,212 | -49% | 1 | 1 | 0% | 1,166 | 4,861 | +317% | 0 | 0 | — |
case-04 | fail→pass | 10,380 | 3,260 | -69% | 1 | 1 | 0% | 1,948 | 4,875 | +150% | 0 | 0 | — |
case-05 | pass→pass | 8,069 | 2,543 | -68% | 1 | 1 | 0% | 1,553 | 4,732 | +205% | 0 | 0 | — |
case-06 | fail→pass | 11,653 | 3,082 | -74% | 1 | 1 | 0% | 2,228 | 4,698 | +111% | 0 | 0 | — |
case-22 | fail→pass | 7,005 | 3,202 | -54% | 1 | 1 | 0% | 1,167 | 4,703 | +303% | 0 | 0 | — |
case-08 | pass→pass | 11,831 | 9,685 | -18% | 1 | 1 | 0% | 2,233 | 5,907 | +165% | 0 | 0 | — |
case-09 | fail→pass | 7,487 | 4,039 | -46% | 1 | 1 | 0% | 1,353 | 5,008 | +270% | 0 | 0 | — |
case-10 | fail→pass | 7,877 | 2,024 | -74% | 1 | 1 | 0% | 1,541 | 4,574 | +197% | 0 | 0 | — |
case-11 | fail→pass | 7,976 | 1,663 | -79% | 1 | 1 | 0% | 1,249 | 4,568 | +266% | 0 | 0 | — |
case-23 | fail→fail | 6,698 | 4,390 | -34% | 1 | 1 | 0% | 1,329 | 4,962 | +273% | 0 | 0 | — |
case-12 | pass→pass | 19,516 | 2,585 | -87% | 1 | 1 | 0% | 1,875 | 4,734 | +152% | 0 | 0 | — |
case-13 | pass→pass | 13,039 | 8,910 | -32% | 1 | 1 | 0% | 2,463 | 5,787 | +135% | 0 | 0 | — |
case-14 | fail→fail | 15,927 | 17,104 | +7% | 1 | 1 | 0% | 2,544 | 6,947 | +173% | 0 | 0 | — |
case-15 | pass→pass | 10,121 | 5,801 | -43% | 1 | 1 | 0% | 1,887 | 5,241 | +178% | 0 | 0 | — |
case-16 | fail→pass | 10,300 | 6,800 | -34% | 1 | 1 | 0% | 1,912 | 5,505 | +188% | 0 | 0 | — |
case-17 | pass→pass | 10,883 | 6,375 | -41% | 1 | 1 | 0% | 1,836 | 5,259 | +186% | 0 | 0 | — |
case-18 | pass→pass | 8,395 | 4,772 | -43% | 1 | 1 | 0% | 1,768 | 4,983 | +182% | 0 | 0 | — |
case-19 | fail→pass | 8,192 | 2,612 | -68% | 1 | 1 | 0% | 1,454 | 4,667 | +221% | 0 | 0 | — |
case-20 | fail→pass | 7,996 | 2,329 | -71% | 1 | 1 | 0% | 1,406 | 4,684 | +233% | 0 | 0 | — |
DecimalAI ran this skill against gemini-3.6-flash twice over the same eval suite — once with the skill loaded and once without — and compared the two runs case by case. 23 cases were attempted. The headline lift of +61 percentage points is the difference between those two pass rates over the 23 comparable cases.
Without the skill loaded, the model failed this case. With it loaded, the same prompt on the same model passed. This is one improved case from the latest verified run; every case, including any that regressed, is in the table above.
Other measured skills in the registry, with their headline benchmark lift.