The week between a fractional CFO signing their engagement letter and their first substantive working session is the most consequential period in the entire engagement. This checklist lives on the expert side of the table — it is what a seasoned CFO does in their first five days to build a complete picture of a company''s financial situation before they write a single spreadsheet or attend a board meeting. The goal of week one is diagnosis, not action. Week-one priorities include getting read-only access to the accounting system, bank accounts, and cap table, reviewing the last three months of P&L and cash flow statements, and scheduling a conversation with whoever handles the books. The questions asked in these early conversations reveal more about the company''s financial health than any dashboard. A CFO who knows what to ask — and listens carefully to the answers — can identify the two or three issues that, if fixed, will have the most impact on the company''s trajectory. By end of week two, the fractional CFO should produce a one-page financial health summary: current cash position, monthly burn rate, the three biggest financial risks, and a recommended priority list for the next 90 days. This is the first deliverable and the most important one — it establishes that the engagement will produce output, not just attend meetings. This checklist is designed for that first-week sprint. Use it in sequence. Do not skip the access step — a CFO without accounting access cannot do their job. Do not skip the bookkeeper conversation — it reveals the close process quality and the pain points that are not visible in the numbers alone.
The week between a fractional CFO signing their engagement letter and their first substantive working session is the most consequential period in the entire engagement. This checklist lives on the expert's side of the table — it's what a seasoned CFO does in their first five days to build a complete picture of a company's financial situation before they write a single spreadsheet or attend a board meeting. The goal is diagnosis, not action. Week-one priorities include getting read-only access to the accounting system, bank accounts, and cap table, reviewing the last three months of P&L and cash flow statements, and scheduling a conversation with whoever handles the books. The questions asked in these early conversations reveal more about the company's financial health than any dashboard. A CFO who knows what to ask — and listens carefully to the answers — can identify the two or three issues that, if fixed, will have the most impact on the company's trajectory. This checklist is designed for that first-week sprint.
Week 1 — Gather & Diagnose
- Request all financial statements (trailing 12 months)
- Obtain bank reconciliations and cash position
- Review last board deck and investor update
- Map reporting tools and data sources
- Identify the controller / bookkeeper and their process
Week 1 — Stakeholder Questions
- What is the #1 financial concern keeping the CEO up at night?
- What does the board care about most in the next 90 days?
- What is the current runway and cash position?
- Are there any pending audits, loans, or compliance issues?
- What financial systems are already in place?
Week 2 — First Deliverable
- Produce a 1-page financial health summary
- Flag the 3 biggest risks and 3 quick wins
- Deliver a proposed KPI dashboard
- Confirm close calendar and reporting cadence
- Set 30/60/90-day milestone expectations in writing
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