How up to date are your books?

How confident are you that your financial reporting is accurate and useful for decision-making?

How organized, complete, and accessible are your financial records and source documents?

How often do you worry about running out of cash?

How many months of cash runway/reserves do you have?

In the past 6 months, have you delayed payments to vendors or tax authorities due to cash constraints?

Do you have access to financing if needed?

How far ahead can you confidently forecast your business finances?

Do you track profitability at the project, job, or department level?

Do you know which products or services are most profitable?

How well do you understand the drivers of revenue, margin, and cash generation?

Do you have a written down budget you compare regularly against?

Do you have clear key performance indicators (KPI) that are regularly tracked and reported?

How consistently are financial reports used to make operating and strategic decisions?

Do leadership teams have clear visibility into business performance throughout the month?

Do you currently have financial support when making major business decisions?

How clearly are finance responsibilities owned across your internal team and external advisors?

How often do you coordinate with your tax accountant?

How proactive is your year-round tax planning, not just year-end filing?

How prepared are you for a lender review, audit, CRA query, or due diligence request?

How much operational stress does payroll currently create for your business?

How confident are you in payroll compliance?

Are you using cloud accounting software?

Do you use automation for invoices, bills, or reporting?

How much of your financial workflow is still manual?

How integrated are your accounting, payroll, sales, and operational systems?

How automated are your finance workflows versus manual and spreadsheet-driven?

How ready is your finance function to support the next stage of growth?

How confident are you in your tax planning?

How well managed are receivables, payables, inventory, and collections?