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How to hire a remote bookkeeper (without hiring the wrong one)

If you want to know how to hire a remote bookkeeper, first decide if you want a freelancer, a staffing service, or an outsourced bookkeeping firm. Then check their software skills, security practices, and how they communicate when something doesn’t look right.

Most business owners focus on checking the person they hire and skip the first decision. That’s often how they end up with the wrong setup for their business.

We work with small businesses across the US that have tried these options before coming to us. In many cases, the problem wasn’t the bookkeeper’s skills. It was choosing a hiring model that required more time and management than the owner could give.

Here’s how to choose the right option before you spend money on the wrong one.

The three ways to get a remote bookkeeper

Hiring a remote bookkeeper is not a simple choice. In reality, there are three main options.
1

A freelancer is one person you find, interview, and manage yourself, usually through a platform or referral. You’re responsible for finding them, checking their work, and figuring out what to do if they leave or become unavailable.

How you hire someone can affect your taxes. The IRS has specific rules for deciding whether a worker is an independent contractor or an employee. If you get it wrong, it can cause problems later.
Route Who manages quality What happens if they quit or get sick Typical monthly cost
Freelancer You Your problem to solve $400 – $1,500
Staffing placement You Replacement usually takes 1-2 weeks $1,500 – $3,500
Outsourced firm The firm Someone else handles it the same day $500 – $2,500
2

A staffing or placement service finds and vets a candidate, then places that person with your business as a direct hire. You get someone who’s already been screened, but you still manage them day-to-day, review their work, and deal with mistakes.

3

An outsourced bookkeeping firm handles the work through a team. You may have one main contact, but the work doesn’t depend on that one person. If they’re sick or away, someone else can step in.

One thing that surprises many business owners is that an outsourced firm can actually cost less than a staffing placement. A staffing agency charges for recruiting and replacement risk, and a bookkeeping firm spreads that work across its team.

What it actually costs to hire a bookkeeper 

A full-time US bookkeeper costs more than just their salary. According to the U.S. Bureau of Labor Statistics, the median annual wage for bookkeeping, accounting, and auditing clerks was $50,670 as of May 2025, the latest figure available.

Once you add payroll taxes, benefits, and equipment such as a laptop, a full-time in-house hire can cost around $65,000 to $75,000 a year.

Remote options can cost much less, but each option is priced differently:

Freelancers usually charge $25 to $60 per hour, or roughly $400 to $1,500 per month, depending on your transaction volume.

Staffing placements often cost $1,500 to $3,500 per month, including the placement fee spread across the engagement, since you’re paying for the sourcing work in advance.

Outsourced bookkeeping firms usually range from $500 to $2,500 per month, depending on the work included rather than the number of people involved.

These are general ranges, not fixed prices. Your cost will depend on how messy your books are, how many accounts you have, and whether payroll is included.

A provider should also be able to give you a general price range after learning about your business. If they can’t give you any idea of cost before knowing your situation, that’s worth asking about.

The security question you should ask 

Giving someone remote access to your bank feeds and accounting software can make any business owner nervous. The important thing is knowing how that access is handled.

Ask whether access is role-based, so the bookkeeper can see and edit what they need without having access to everything else.

Ask whether they use two-factor authentication and a VPN, rather than sharing one login through a spreadsheet or email.

Keep final payment approval with you. A bookkeeper can prepare a payment for you to approve, but they shouldn’t be able to send money on their own.

If a candidate or firm can’t give you clear answers to these three questions, that matters more than an impressive resume. 

What to check before you give them access

Beyond security, a few practical checks can help you avoid a bad hire:

1
Software experience

Ask what they’ve actually used on real client accounts, not just what software they know about. QuickBooks Online and Xero are common choices for small businesses, but make sure they have hands-on experience with the software you use.

2
A paid trial

Give them real work instead of a hypothetical test. Two or three days of actual reconciliation or categorization can tell you more than an hour-long interview.

3
Specific references

A reference saying “they were great” doesn’t tell you much. A reference saying “they caught a duplicate vendor payment in their second week” gives you something useful to work with.

4
Backup coverage

Ask what happens if your bookkeeper is unavailable for two weeks. You want a clear answer about who will handle the work while they’re away.

Choosing the wrong setup doesn’t cause problems immediately. You may only notice three months later, when a reconciliation gap has gone unnoticed because no one was checking the books properly.

Interview questions that separate good bookkeepers from good talkers

A few simple questions can tell you a lot:

  • “Tell me what you do when a transaction doesn’t categorize cleanly.” A good answer should involve asking questions rather than guessing and moving on.
  • “Tell me about a mistake you caught in someone else’s work.” This shows if they actually review the work or simply process transactions.
  • “What does your month-end close checklist look like?” If they don’t have one, they may not have a clear process.

The biggest warning sign is a confident but vague answer with no real examples. Good bookkeepers can give specific answers because the work itself is specific.

Onboarding: the first 30 days that decide if this works

Most remote bookkeeping relationships don’t fail because of skill. They fail because the first few weeks weren’t handled properly.

Give system access on day one instead of waiting until day five. Briefly explain how you want transactions categorized rather than assuming they’ll know. Set up a short weekly check-in for the first month, then reduce the frequency once the work is consistently accurate.

If you’ve already compared hiring in-house against outsourcing for your business, this first month is where you’ll start seeing if that decision works for you.

A bookkeeper who is still asking basic questions after 60 days isn’t automatically a bad hire. But it’s worth having a direct conversation about what’s slowing things down. 

So which route should you pick

If your books are simple and you have time to manage someone yourself, a freelancer can work well and is usually the least expensive option.

If you want someone pre-vetted but are still comfortable managing them day to day, a staffing placement may be a better option.

If you don’t want to manage bookkeeping yourself, an outsourced firm gives you a team instead of relying on one person. Once you compare the costs, it can also be more affordable, as we found when we looked at what outsourced accounting really costs for different business sizes.

There isn’t one right answer for every business. The right choice depends on how much control you want over your bookkeeping.

If you’re unsure which option fits, it’s a five-minute conversation. We’re happy to look at your situation and tell you honestly which route is the best for you. 

This is general information, not personalized tax or legal advice. Check your specific situation with a licensed professional.

FAQs

Yes, if you follow the basic security steps. Use role-based access, enable two-factor authentication, and keep final payment approval with yourself rather than the bookkeeper. Most security problems come from skipping these basics, not from remote work itself.

It depends on the option you choose. Freelancers usually cost $400 to $1,500 per month, staffing placements $1,500 to $3,500, and outsourced firms $500 to $2,500. The actual price depends on your transaction volume and whether payroll is included.

A freelancer can be a good choice for simple books if you have time to manage the relationship yourself. A bookkeeping firm may be better if you don't want to handle quality control personally. You also have a team available instead of depending on one person's availability.

Most US small businesses use QuickBooks Online or Xero. Confirm that the bookkeeper has hands-on experience with the software you use, preferably on real client files rather than just knowing the software's name.

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