10 Questions To Ask Bookkeeping Outsourcing Services

Looking for a reliable bookkeeping outsourcing services partner? Whether you’re aiming to cut costs, streamline finances, or access expert bookkeeping, finding the right partner is crucial.

However, finding a competent bookkeeping service isn’t about luck—it requires thorough research and due diligence. You need to ask the right questions to evaluate your potential outsourced bookkeeper before sealing the deal.

So, don’t limit your inquiries to just service offerings and pricing. Dig deeper to understand:

• Their credentials and industry expertise
• Bookkeeping software expertise
• Workflows and operational efficiency
• Work ethics and company culture

10 Essential Questions to Ask Your Potential Bookkeeping Services Partner

Here is a curated list of the top questions to ask when considering a bookkeeping service for your business. We’ve also explained how these questions can help you choose the best fit.

1. Do you have experience working with businesses in my sector? 

Your bookkeepers should have the expertise needed for your industry. They must understand every aspect of your business and any sector-specific requirements.

For instance, retail companies and service enterprises may not want to hire a bookkeeper who specializes only in manufacturing.

2. What all services do you offer? Do you provide customized solutions?

No two business organizations are the same, and neither are their bookkeeping and accounting needs (it might sound cliché, but it’s true!).

Consider these examples:

• A startup seeks bookkeeping outsourcing services to set up a chart of accounts, establish internal controls, and ensure compliance as the business grows.

• An online business with high daily transaction volumes requires daily bookkeeping.

• A restaurant with moderate sales may manage with weekly bookkeeping, while a high-traffic chain may prefer daily services.

• An NGO might need a bookkeeper specializing in non-profit accounting to ensure accurate records for donations and expenses.

So, while limited capabilities may suffice for small setups, larger organizations require a seasoned partner to handle complex operations.

3. What are your qualifications and certifications as a bookkeeper?

Financial, tax, cost, management, audit—these are all different branches of accounting. Ensure the outsourced provider has the right certifications for the services they offer.

Bookkeepers can be generalists or specialists. For example, healthcare bookkeeping differs from inventory bookkeeping for e-commerce.

• If you have specific needs, seek a provider with sector-specific bookkeeping expertise.
• Specialists may have the same educational background as generalists but often hold additional certifications or have experience relevant to their specialty.

Not all a bookkeeping service providers offer the same expertise and range of services. Make sure to check if they provide what you need or if they can tailor their solutions to your requirements.

Furthermore, knowledge of local regulations is critical. For instance, a bookkeeping service well-versed in GAAP and US accounting standards is best suited for US businesses.

4. Tell me about your pricing model.

Outsourced accounting services companies offer a variety of pricing options, including standard and customized plans, and discounts for certain services.

• Charges usually depend on the duration of service
• Payment schedules vary from monthly to annual to quarterly.
• Some bookkeeping services also offer pay-per-use model or hourly pricing

Outsourcing can save significantly compared to hiring in-house bookkeepers. But make sure you understand pricing and payment policies of your service provider from the outset.

5. What are your technological capabilities? Which bookkeeping software do you deploy?

Your outsourced bookkeeper should be proficient in top accounting or bookkeeping software, such as Sage, NetSuite, Xero, QuickBooks, FreshBooks, Wave, etc., to name a few.

Services providers are usually adept with multiple software, notably.

• Ask which software they use and if their employees are adequately trained
• Are they abreast with emerging technologies and bookkeeping trends

6. On-site or remote bookkeeping – What will be your work location?

If agreed upon, the outsourced team can work on-site. However, this isn’t feasible in most cases. Outsourced bookkeeping services company usually works off-site.

Remote accounting teams and virtual bookkeeping is becoming commonplace. Factors at play:

• 24X7 global internet connectivity
• Digitalization and real-time collaboration
• Extra cost savings via offshore outsourcing

To top it all off, access to a wide pool of experienced professionals and freedom from bookkeeping tasks allows internal team to pay more attention to critical financial management.

Looking for a bookkeeping partner who truly understands your business and helps you save 35%–65% over in-house costs? Drop us a line for more info or book your no-strings-attached call now!

7. How would you protect my data and ensure its confidentiality?

Trusting a bookkeeper with your financial data is essential. Ask your potential bookkeeping services partner how they’ll handle your data.

You should find out:

• Which data storage systems they use
• How they segregate duties among accounting and bookkeeping team members
• What level of access each member has
• What data safety protocols they have
• How robust is their monitoring process

For example, tasks like payments and bank reconciliations can be assigned to different people to limit access.

And only top-level employees should have total access—this helps prevent data corruption, loss, and theft.

8. What will be the process for communication and feedback during the period of service?

Communication is essential for a successful business relationship. So, make sure:

• The bookkeeping services you choose has a clear communication plan
• Know which channels they’ll use (in-person, email, phone, video) and who your contact person will be
• Get details on their reporting and feedback systems

Sometimes, the provider may need to deal with third parties on your behalf. Ask about this in advance if you have any such requirement.

9. How would you ensure that my bookkeeping workflows do not suffer when your account manager is unavailable?

Bookkeeping is the backbone of financial management. It’s a continuous process that impacts every aspect of your business from tracking transactions to payroll management and tax preparation.

And ultimately your company’s overall financial planning and business decisions.

So, your bookkeeping service provider must ensure:

• Your work isn’t affected if the account manager or a bookkeeping team member is unavailable for some reason
• They should have a contingency plan with backup employees who can seamlessly take over

Such emergency planning is especially important when your company is raising funds or planning mergers, acquisitions, or exits.

10. Regular bookkeeping apart, do you also provide advisory services?

Bookkeeping advisors are specialists who go beyond recording transactions and book closing. They analyze financial data, identify trends, and offer insights to help your business make informed decisions.

Their USP:

• They work as consultant bookkeepers or may directly manage clients’ accounts
• The range of services may include budgeting, cash flow forecasting, and financial reporting
• Some can also help you with basic business tax planning advice

So, if you’re seeking bookkeeping outsourcing services with advisory support, you must discuss your exact requirements.

Furthermore, assess their technical proficiency, experience and knowledge of compliance and relevant regulations.

See if they are capable of handling complex transactions and have excellent project management skills as well. Also, don’t forget to enquire about their fees and past clients.

Make sure you gather all significant details!

Know the Bookkeeping Services Even Better: Add-On Questions

Once you’ve completed your initial investigation, dive deeper with even more targeted questions to assess your future bookkeeping outsourcing services partner.

Follow-up inquiries will help you fully grasp the service offerings and work culture. This will ensure a seamless transition post hiring. Here are some important ones: 

1. How long will it take to finalize the service contract?

It’s crucial to ask about the timeline for preparing and finalizing the contract. Additionally, clarify how both parties will communicate and collaborate during the pre-sign-up and sign-up process.

Be attentive to any potential concerns.

Remember, once you sign the SLA, your partnership with the service provider becomes official.

2. What about the resource assignment: dedicated or shared bookkeeper?

Learn about their workflows and resource allocation. Why?

• For businesses with high transaction volumes, a dedicated bookkeeper can be more efficient, though it may come at a higher cost.
• Companies with lower volumes might opt for shared staff to manage expenses while still addressing their bookkeeping needs.

See what works for you: shared resource(s) or a dedicated bookkeeper or team?

3.  What will the work hours be for the bookeeper(s) assigned to me?

The service provider should be able to align with your business hours.

In case you are tying up with an offshore services, ensure they can operate within your time zone for seamless operations. This is especially important if you want round-the-clock support.

4.  Implied terms in the service agreement?

Before hiring a bookkeeping service, inquire about implied terms like confidentiality, accuracy, and compliance.

Check if they  guarantee timely work, high standards, clear communication, and dispute resolution. These details ensure a smooth, professional outsourcing relationship and protect your business.

You May Also Like: How Outsourced Bookkeeping and Accounting Saves Your Business Money

Why the Right Bookkeeping Outsourcing Services Matter

A reliable bookkeeping partner isn’t just an operational support—it’s a strategic asset that strengthens your business. The right service provider can:

• Help you save costs by eliminating the burdens of in-house bookkeeping overheads.
• Bring specialized expertise for accurate financial management.
• Free up in-house teams to focus on more strategic tasks that drive growth.
• Ensure accurate financial records and tax compliance, reducing errors and penalties.
• Enable seamless scalability as your business needs evolve.

That’s why thorough research and careful evaluation are essential before signing a service contract. Prepare a list of key questions to ask—sometimes, even a simple query can reveal crucial insights to help you make the right choice!