So, I talked last time about the key questions you should be asking when hiring a bookkeeper, whether you’re switching to a new one or getting one for the first time. 

But first, let’s address the common bookkeeper complaints I’ve heard from countless clients. 


It’s like a broken record:

“I can’t reach my bookkeeper.”

“The reports might as well be in ancient hieroglyphs!”

“Bookkeeper? What bookkeeper??”


So, I’ve made it my mission to guide you on the journey of not just finding the right bookkeeper but also setting them up for success in serving your unique needs. 

Remember, your bookkeeper is there to serve you, not the other way around. 

I mean you want your tax accountant to be well-served, too, but when it comes down to it, your business’s well-being is top priority numero uno. 

So, how do you make sure you’ve got the right bookkeeper in your corner?


We discussed last time the four crucial questions you should ask a prospective bookkeeper to determine whether you’ll mesh well:

  1. What kind of bookkeeper are you? 
  2. When you build my financials, what questions will you ask me? 
  3. How and what do you charge? 
  4. When can I expect my financial reporting? 


A top-notch bookkeeper should be capable of asking you specific questions to serve you effectively. 

In fact, if they don’t inquire about these things in response to your questions, it might be a sign that they lack the capacity to serve you correctly. 

Let’s break down what a savvy, high-quality bookkeeper should ask: 

  • How many banks do you use for your business? Understanding your banking structure is vital for efficient bookkeeping. 
  • Do you blend your personal and business bank accounts? Separating them might sound like a relationship status, but it’s a financial necessity. 
  • How many credit cards do you have, and are you willing to share access to those bank accounts and credit cards? This information is crucial for tracking expenses and income accurately. 
  • How do you think about your business? (The most critical question IMO) Understanding your business’s structure, products, and services is fundamental for providing tailored financial support. Spill the beans on how your business rolls. 
  • Do you have VIP customers vs. general product customers? Customer segmentation impacts financial analysis. 
  • Do you have W2 employees or only outsourced contractors? Payroll is a big deal; they need to know how you handle it. 


Regardless of whether they use Excel, QuickBooks, or FreshBooks, these tools can be leveraged to make financial information useful for you as a business owner. 

Historically, bookkeepers have often been seen as the middlemen, passing the financial baton to the accountant. 

Understandable, right? 

However, here’s the revelation – those numbers hold secrets! 

They’re not just for the IRS; they’re for you! 

A few insightful questions to your bookkeeper, and you unlock a treasure trove of data that can guide your business decisions. 

Just like in marketing, sales, and operations, you need this information for your business to thrive. 

A great bookkeeper can get you eagerly awaiting your monthly reports. 

Heck, you want it early, like opening a gift before Christmas to see what magic you can work this month. 


For those of you frustrated with your bookkeeping and reporting, there’s hope! 

It’s easy, and it all starts with that initial conversation with your bookkeeper. 

It’s time to make finance work for you.

Let’s make finance fun!