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Small-business bookkeeping interview questions

Interview and client-meeting questions for small-business bookkeepers: setup, cash management, sales tax basics, owner communication and boundaries.

Focus areas: Setting up and maintaining books · Cash and receivables management · Owner communication · Knowing when to refer to a tax or legal professional · Timed practical task: Statements and close (30 minutes)
  1. technicalQuestion 1

    How would you set up the books for a new service business?

    A strong answer covers

    • Chart of accounts suited to the business
    • Opening balances and owner investment
    • Bank feeds/reconciliation routine
    • Document filing
    • Month-end checklist

    Common mistakes

    • Overcomplicating the chart
  2. technicalQuestion 2

    How do you separate business and personal transactions?

    A strong answer covers

    • Separate accounts
    • Drawings and contributions
    • Reviewing mixed transactions with the owner

    Common mistakes

    • Recording personal items as expenses
  3. technicalQuestion 3

    How do you treat sales tax you collect?

    A strong answer covers

    • Liability, not revenue
    • Remit on schedule
    • Rules vary by jurisdiction — confirm with official sources

    Common mistakes

    • Giving specific tax advice beyond your role
  4. technicalQuestion 4

    What reports would you give a small-business owner monthly?

    A strong answer covers

    • Income statement
    • Balance sheet
    • Cash view
    • AR aging
    • Brief commentary

    Common mistakes

    • Only sending raw reports
  5. technicalQuestion 5

    When should a purchase be capitalized?

    A strong answer covers

    • Long-lived benefit
    • Business capitalization threshold
    • Include costs to get it ready
    • Depreciation

    Common mistakes

    • Capitalizing repairs
  6. situationalQuestion 6

    An owner wants to stop reconciling the credit card to save time.

    A strong answer covers

    • Explain the risk
    • Offer a lighter process
    • Document the decision

    Common mistakes

    • Agreeing silently
  7. situationalQuestion 7

    The owner asks a detailed tax question.

    A strong answer covers

    • Explain what you can within your role
    • Refer to a qualified tax professional
    • Provide clean books to support them

    Common mistakes

    • Guessing at tax rules
  8. situationalQuestion 8

    Cash is tight and bills are due. How do you help?

    A strong answer covers

    • Cash view and upcoming payments
    • Collect receivables
    • Discuss payment priorities with the owner
    • Don't misrecord timing

    Common mistakes

    • Delaying entries to hide problems
  9. communicationQuestion 9

    How do you explain depreciation to an owner?

    A strong answer covers

    • Spreading cost over use
    • Non-cash expense
    • Example

    Common mistakes

    • Calling it a cash cost
  10. communicationQuestion 10

    How do you request documents from a busy owner?

    A strong answer covers

    • Short list
    • Deadline
    • Simple way to send
    • Explain impact

    Common mistakes

    • Long technical emails
  11. technicalQuestion 11

    What's an owner's draw and how does it affect profit?

    A strong answer covers

    • Reduces equity
    • Not on income statement
    • Profit unchanged

    Common mistakes

    • Saying it reduces profit
  12. situationalQuestion 12

    You discover last quarter's statements had an error.

    A strong answer covers

    • Quantify
    • Correct in an open period with documentation
    • Tell the owner and accountant
    • Prevent recurrence

    Common mistakes

    • Ignoring
  13. technicalQuestion 13

    How do you handle customer deposits?

    A strong answer covers

    • Unearned revenue until delivered
    • Recognize when earned
    • Track by customer

    Common mistakes

    • Booking as revenue immediately
  14. communicationQuestion 14

    How do you set boundaries on what you do?

    A strong answer covers

    • Scope of engagement
    • When to refer
    • Clear communication

    Common mistakes

    • Overpromising
  15. situationalQuestion 15

    A client wants you to backdate an invoice.

    A strong answer covers

    • Explain why not
    • Record accurately
    • Escalate or decline

    Common mistakes

    • Complying