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105 | 5 Essential Questions to Ask Before Hiring a Bookkeeper (and Avoid Costly Mistakes)

Published 1 year, 2 months ago
Description

Ready to hire a bookkeeper but afraid of making the wrong choice? You’re not alone.  Finding someone who truly understands your business finances is critical—and rushing this decision often leads to expensive missteps.

In this episode, I dive into the 5 non-negotiable questions (plus one bonus!) you must ask before bringing a bookkeeper onto your financial team.

Whether you're hiring your first bookkeeper or considering a switch, these questions will help you:

✅ Avoid costly hiring mistakes
✅ Align your bookkeeper with your specific business needs
✅ Set clear expectations from the start

Here’s what we cover:

  • Why industry-specific experience matters—especially for online businesses
  • How to ensure software compatibility with your accountant
  • The ideal communication rhythm and report cadence
  • Why understanding your own finances (even a little) can protect you from major losses
  • The importance of service boundaries, security protocols, and yes—vacation coverage


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