4 Key Questions to Ask Before Hiring a Bookkeeper

Amanda Troutman, Bookkeeper

4 Key Questions to Ask Before Hiring a Bookkeeper

Hiring a bookkeeper is a big decision for any business. The right bookkeeper can keep your finances organized, help you stay on top of your cash flow, and make financial management much easier. Hiring a bookkeeper with the right skills and familiarity of the accounting software your business uses will ensure a smoother workflow. But how do you know if you’re hiring the right person? Asking the right questions during the hiring process can help you find a bookkeeper who fits your business needs.

Infographic posing the topic of Questions to ask before you hire a bookkeeper.

Here are four key questions to ask before hiring a bookkeeper:


1. How Long Have You Been Bookkeeping for Businesses of This Size and Type?

Experience matters when it comes to bookkeeping. A bookkeeper who has worked with businesses similar to yours will have a better understanding of your unique financial needs. Whether you run a small retail store or a growing service-based business, it’s important to hire someone who knows the ins and outs of your industry.

Why ask this? A bookkeeper experienced in your business size and type is more likely to handle challenges efficiently and accurately. They are also more likely to have the right connections in place to benefit your business multiple areas.


2. What Accounting Software Do You Feel Most Comfortable Using?

In today’s digital world, using the right accounting software can streamline your financial processes and reduce errors. Whether it’s QuickBooks Online, Xero, or another platform, you want a bookkeeper who is familiar with the software you use—or one who can recommend the best option for your business.

Bookkeepers who are skilled with various accounting software platforms can adapt quickly to your existing system or introduce tools that improve efficiency.

Why ask this? A tech-savvy bookkeeper can help automate tasks, generate accurate reports, and save you time.


3. Do You Have Experience Preparing Financial Statements and Working with Tax Accountants?

While bookkeepers don’t typically prepare tax returns, they play a critical role in ensuring your financial records are clean and accurate. A good bookkeeper will prepare the necessary financial statements, track expenses, and work closely with your tax accountant to ensure everything runs smoothly during tax season.

Why ask this? Bookkeepers with experience in financial reporting and tax preparation processes can help you avoid costly errors and make tax season stress-free.


4. Can You Provide a Few References from Similar Clients?

References are a great way to learn more about a bookkeeper’s reliability, work quality, and ability to meet deadlines. Speaking with other business owners who have worked with the bookkeeper can give you a better idea of what to expect.

Why ask this? References provide valuable insights into how the bookkeeper works and whether they’re a good fit for your business.


Final Thoughts On What to Ask When Hiring a Bookkeeper

Asking these four key questions can help you find the right bookkeeper who will not only manage your finances but also support your business growth. The right bookkeeper should bring clarity to your financial situation, offer helpful insights, and work well with your team. Finding someone skilled in accounting software ensures smooth financial management and helps avoid errors.

Need help finding a qualified bookkeeper? Let’s chat!📲