You need to enable JavaScript in order to use the AI chatbot tool powered by ChatBot
Small Business Guide

Freelance Bookkeeper vs Bookkeeping Firm: What’s Right for Your Business?

Avigail Feldman
January 10, 2026
5 min read

As small businesses and startups grow, there’s a moment when spreadsheets and DIY bookkeeping stop being enough. Transactions increase, financial questions get more complex, and suddenly accuracy and timing matter more than ever, especially if you’re planning to raise capital, apply for financing, or scale operations.

Contents

    As small businesses and startups grow, there’s a moment when spreadsheets and DIY bookkeeping stop being enough. Transactions increase, financial questions get more complex, and suddenly accuracy and timing matter more than ever, especially if you’re planning to raise capital, apply for financing, or scale operations.

    At that point, many founders face the same question: should you hire a freelance bookkeeper, or work with a bookkeeping firm?

    This decision isn’t just about cost. It’s about reliability, visibility into your numbers, and whether your financial setup can support where your business is headed. Both options can work well—but for different business stages, goals, and levels of complexity.

    This guide breaks down the real trade-offs so you can make a smart, informed choice.

    What Does a Freelance Bookkeeper Do?

    A freelance bookkeeper typically provides flexible, cost-effective support for day-to-day financial tasks. This often includes transaction categorization, bank and credit card reconciliations, invoicing, and basic reporting.

    Freelancers are often a good fit for early-stage businesses or small companies with relatively low transaction volume and straightforward financials. Many startups begin with freelance bookkeeping services because they’re accessible and affordable.

    That said, quality and scope can vary widely. Most freelance bookkeepers work solo, which means availability, response time, and backup coverage depend entirely on one person. Systemization, internal review, and scalability may be limited, especially as your business grows or becomes more complex.

    What Does a Bookkeeping Firm Offer?

    A bookkeeping firm provides a more structured, team-based approach. In addition to core bookkeeping tasks, firms typically offer standardized processes, layered review, and consistent monthly reporting.

    Many firms support broader needs such as month-end closes, financial statements, coordination with tax professionals, and preparation for investor or lender reporting. Because firms operate with multiple team members, there’s built-in continuity and accountability, even if one person is unavailable.

    For growing startups and service businesses, this structure can bring stability, accuracy, and scalability that’s harder to achieve with a solo provider.

    Cost Comparison: Freelancer vs Firm

    Cost is often the first consideration, but it shouldn’t be the only one.

    Freelance bookkeepers commonly charge $25–$75 per hour or offer flat monthly packages based on transaction volume. These arrangements can be cost-effective early on, but it’s important to clarify what’s included. Items like month-end closes, cleanups, or tax coordination may cost extra.

    Bookkeeping firms typically charge monthly retainers, which are higher upfront but often include consistent closes, reporting, and quality control. Firms may also reduce hidden costs—such as rework, delays, or financial errors—that can arise when bookkeeping isn’t tightly managed.

    In practice, the cheapest option isn’t always the most cost-effective if mistakes or missed insights slow your business down.

    Service Quality, Scalability, and Accountability

    This is where the difference becomes more pronounced.

    Freelancers often provide highly personalized service and direct communication, which many founders value. However, capacity is finite, and workflows may rely heavily on one person’s availability and processes.

    Firms, on the other hand, operate with documented SOPs, internal reviews, and coverage across team members. Reporting tends to be more consistent, and systems are designed to scale as transaction volume and reporting needs grow.

    Founders should ask themselves:

    • How complex are our books today and six months from now?
    • Do we need reliable monthly reporting?
    • Are we preparing for fundraising, financing, or audits?

    When a Freelancer Might Be a Better Fit

    A freelance bookkeeper can be a strong choice if:

    • You’re early-stage with minimal transaction volume
    • Your revenue model is simple and predictable
    • You’re not preparing for fundraising, due diligence, or audits
    • Your bookkeeping needs are narrow and stable

    In these cases, freelance bookkeeping services can deliver excellent value without unnecessary overhead.

    When a Bookkeeping Firm Makes More Sense

    A bookkeeping firm is often the better option if:

    • You operate across multiple revenue streams, channels, or regions
    • You’re preparing investor updates or due diligence materials
    • You want support that connects bookkeeping to forecasting, tax planning, or financial modeling
    • You need a consistent monthly close and systemized financial processes

    At this stage, bookkeeping isn’t just compliance—it’s part of your growth infrastructure.

    How Function Helps You Bridge the Gap

    At OneFunction, we work with startups and growing businesses that need more than basic bookkeeping, but aren’t ready for a full in-house finance team.

    Our approach combines firm-level reliability with startup-friendly flexibility. We deliver clean, reconciled books, consistent reporting, and financial visibility that supports better decisions from pre-seed through post-Series A.

    Whether you’re looking for structured bookkeeping or deeper support around reporting, forecasting, and investor readiness through our CFO services, our goal is the same: financial clarity that scales with your business.

    Trusted Resources for Small Business Bookkeeping

    For founders looking to deepen their understanding of bookkeeping and compliance, the IRS Small Business and Self-Employed Tax Center provides authoritative guidance on recordkeeping and tax responsibilities. Educational organizations like SCORE also offer free workshops and resources on bookkeeping basics for small business owners.

    Frequently
    asked
    questions

    Is it better to hire a freelance bookkeeper or a bookkeeping firm?

    It depends on your business size, complexity, and growth plans. Freelancers can be affordable for simple bookkeeping needs, while firms offer more structure, support, and scalability.

    How much does a freelance bookkeeper cost?

    Freelancers may charge between $25–$75 per hour or offer flat monthly rates depending on workload. Always clarify what’s included, such as reconciliations, monthly closes, and tax coordination.

    Can I switch from a freelance bookkeeper to a firm later?

    Yes. Many startups begin with freelancers and transition to a firm as financial complexity and investor expectations increase. The key is switching before bookkeeping becomes a bottleneck.

    What should I look for when choosing a bookkeeper?

    Look for industry experience, consistency in delivery, familiarity with tools like QuickBooks or Xero, and the ability to support your business as it grows, not just record transactions.

    Frequently
    asked
    questions

    What is a cash flow forecast for a startup business, and why is it important?

    A cash flow forecast is a projection of your future cash inflows and outflows, helping you predict your cash position over time. It’s critical for decision-making, managing runway, and preventing cash shortages.

    How often should a startup update its cash flow forecast?

    Early-stage startups should review forecasts at least monthly, and more frequently if they’re pre-revenue, fundraising, or growing quickly.

    What’s the difference between profit and cash flow in a startup?

    Profit reflects your income after expenses on paper. Cash flow shows what’s actually in your bank account. You can be profitable but still run out of cash if your revenue is delayed or expenses spike.

    Frequently
    asked
    questions

    Who is required to file Form 1099-NEC?

    Any U.S. business that paid $600 or more to a nonemployee (individual, sole proprietor, partnership, or LLC) for services during the tax year.

    What types of payments require filing Form 1099-NEC?

    Service-based payments like freelance work, consulting, commissions, or attorney fees. Not for product purchases or employee wages.

    What are the penalties for late filing?

    Penalties range from $60 to $310 per form depending on how late you file. Ignoring the form entirely can cost even more—up to $630 per form.

    Frequently
    asked
    questions

    Why is bookkeeping for marketing agencies different from other businesses?

    Because agencies manage a blend of project and retainer income, subcontractors, and tight cash flows, they need more nuanced revenue tracking and expense categorization than product-based businesses.

    What should agencies prioritize when managing their bookkeeping?

    Accurate revenue recognition, clean contractor tracking, expense categorization, and a chart of accounts tailored to how your agency earns and spends money.

    How can agencies keep their bookkeeping organized throughout the year?

    By reviewing reports monthly, staying on top of invoicing and payables, and working with a bookkeeper who understands the specific needs of agencies.

    Frequently
    asked
    questions

    What’s the difference between a debit and a credit in business accounting?

    In accounting, a debit is an entry that increases assets or expenses, while a credit increases liabilities, equity, or revenue. Every transaction affects at least two accounts — one with a debit and one with a credit — to keep your books balanced.

    Do debits always mean money coming in and credits mean money going out?

    Not exactly. It depends on the type of account. For example, debiting an expense means you're spending money, but debiting an asset like cash means you're receiving money. That’s why understanding account types is essential.

    Why do I need to understand debits and credits if I have a bookkeeper?

    Even if someone else handles your books, knowing the basics helps you read financial reports, ask better questions, and make smarter business decisions. It also makes you a stronger communicator with your finance team or investors.

    What’s a T-account, and how does it help?

    A T-account is a simple visual tool used in accounting to show how a transaction affects two accounts. Debits go on the left, credits on the right. It’s a great way to visualize the flow of money and keep things balanced.

    How can I tell if my financial reports are accurate?

    Look for common red flags: negative balances, uncategorized transactions, or mismatched totals. If you’re unsure, it’s worth having a professional review your books to make sure everything aligns before big decisions or tax time.

    Frequently
    asked
    questions

    Why does Josh describe accountants as “storytellers”?

    Josh believes the value of accounting lies in interpretation, not calculation. Tools such as Exce; already do the math—what founders need is someone to explain what the numbers mean and how they impact strategic decisions. That’s why Function focuses on turning data into stories that help drive business forward.

    How is Function designed to scale without losing personal service?

    Josh built Function with intention: hire thoughtfully, delegate wisely, and embed values into every part of the team. Delegation wasn’t easy, but it allowed Function to grow without becoming impersonal. The goal is to deliver high-touch service at scale—and keep founders from burning out trying to do everything themselves.

    What problem is Function solving for startup founders?

    Function addresses a common frustration: most founders are left to interpret their own financial data. Instead of delivering static reports, Function turns numbers into clear, actionable insights that guide decision-making—pushing information to founders rather than making them dig for it.

    How do I get started with Function?

    Getting started with Function is simple. Founders can visit onefunction.com to book an intro call, learn more about the services offered, and see if the team is the right fit. The onboarding process is built to be smooth and tailored—starting with a conversation about your current financial setup, goals, and the support you need to grow confidently.

    What does Function mean by being “the adult in the room”?

    In today’s tougher funding environment, investors expect startups to be more financially disciplined. Function steps in with experienced, unbiased financial guidance to help founders stay focused, meet their targets, and present investor-ready financials.

    Frequently
    asked
    questions

    I’m not making money yet—do I really need bookkeeping?

    Yes. Even if you’re pre-revenue, you’re likely spending money—whether on software, legal fees, marketing, or contractors. Bookkeeping helps you track those costs, stay organized for taxes, and prepare for investor conversations before they happen.

    Can’t I just wait and figure it out later?

    Waiting often creates more problems than it solves. Messy or missing records can lead to costly cleanup, missed tax deductions, or even lost funding opportunities. Getting your books in order early means less stress and smarter decisions from day one.

    What kind of bookkeeping support does a startup actually need?

    It depends on your stage and growth plans. In the beginning, you may just need basic transaction tracking. As you scale, you’ll need deeper insights, reporting, and forecasting. Function grows with you—from clean books to CFO-level strategy.

    How does Function make bookkeeping easier for founders?

    We handle the financial heavy lifting, so you don’t have to. From tracking expenses to CFO strategy insights, Function gives you clean, up-to-date books and actionable information—so you can focus on building, not balancing spreadsheets.

    Frequently
    asked
    questions

    What does a fractional CFO for business startups actually do during fundraising?

    A fractional CFO helps build your financial model, prepare forecasts, clean up your reports, align your pitch with your numbers, and get all the due diligence materials ready. They also help you answer tough investor questions with confidence.

    When should a startup hire a fractional CFO before fundraising?

    Ideally, at least 2–3 months before you plan to start pitching. This gives enough time to get your books in order, build your model, and craft a deck that reflects your financial story.

    How does a fractional CFO improve a startup’s chances with investors?

    Investors fund confidence. A fractional CFO ensures your financials are credible, consistent, and well-prepared, reducing red flags and speeding up diligence. This can significantly improve your chances of getting a “yes.”

    Frequently
    asked
    questions

    Who needs to follow Form 5472 instructions and file the form?

    Any U.S. corporation with at least 25% foreign ownership, and any foreign-owned single-member LLC with U.S. operations, is likely required to file Form 5472, especially if they engage in reportable transactions with foreign entities.

    What kind of transactions require disclosure on Form 5472?

    Common reportable transactions include loans, payments for services, capital contributions, reimbursements, and management fees between a U.S. company and a foreign-related party.

    What happens if I don’t file Form 5472 correctly or on time?

    You could face a minimum of $25,000 penalty per year. If you fail to respond to IRS follow-ups, the penalties may increase. Non-filing can also create issues during fundraising, audits, or acquisitions.

    Frequently
    asked
    questions

    What is QuickBooks, and how does it work for U.S. businesses?

    QuickBooks is accounting software that works through your web browser or mobile app. Small and mid-sized businesses use it to manage their daily finances - from creating invoices and tracking expenses to handling payroll and tax preparation. The software connects with U.S. banks, includes standard tax forms, and integrates with over 650 business applications.

    How much does QuickBooks cost?

    QuickBooks has four main plans:
    Simple Start: $38 monthly
    Essentials: $74 monthly
    Plus: $115 monthly
    Advanced: $275 monthly

    QuickBooks often runs promotions with significant discounts. Additional services like payroll require separate subscriptions. See QuickBooks Online Pricing & Free Trial

    What features does QuickBooks offer?

    The software provides essential accounting and business management tools. Standard features include:

    • Invoicing and payments
    • Expense and bill tracking
    • Inventory management
    • Financial reports
    • Connections with over 650 business apps
    • Multicurrency
    • Payroll (additional subscription)
    • Time tracking (additional subscription)
    How do I move from QuickBooks Desktop to QuickBooks Online?

    Intuit provides a tool to help Desktop users switch to QuickBooks Online. The tool transfers your customers, vendors, account balances, and transactions. Check Intuit's migration guide first, as some advanced features may not transfer over to the online version. See: Migration Tool

    Does QuickBooks work with other business software?

    QuickBooks connects with more than 650 business applications. This includes popular tools for customer management, online stores, project tracking, and tax preparation like TurboTax. These integrations streamline your workflow by connecting your business tools in one system. See: QuickBooks Integrations

    What payment types does QuickBooks support?

    QuickBooks Payments lets you accept credit cards, debit cards, ACH transfers, and Apple Pay. All payments automatically record in your QuickBooks account, eliminating manual entry. Transaction fees apply. See: QuickBooks Payments

    Can I run payroll with QuickBooks?

    Yes, QuickBooks offers payroll as an add-on service with different plans for U.S. businesses. The service handles direct deposits, tax calculations, and IRS filings. All payroll data integrates directly with your QuickBooks accounting. Choose from Core, Premium, or Elite plans based on your needs. See: QuickBooks Payroll Services

    Can it handle international currencies?

    Yes - the Essentials, Plus, and Advanced plans let you work in multiple currencies. QuickBooks handles the exchange rates and tracks any gains or losses from currency changes. See: Multicurrency in QuickBooks

    What reports does QuickBooks generate?

    QuickBooks generates standard financial reports, including:

    • Profit & Loss Statement
    • Balance Sheet
    • Cash Flow Statement
    • Sales by Product/Service
    • Expenses by Vendor
    • Customer Aging Reports

    The Advanced plan includes more customization options for reporting. See: QuickBooks Reporting

    Is my data secure?

    QuickBooks uses bank-grade encryption and automatically backs up your data. Intuit stores everything on secure servers and runs regular security audits. You can also enable two-factor authentication for additional protection. See: QuickBooks Security

    Does it work for freelancers and self-employed individuals?

    QuickBooks offers a separate version called QuickBooks Self-Employed. This version focuses on what freelancers and contractors need most - tracking income and expenses, sending invoices, and preparing for taxes. It connects with TurboTax for easier tax filing. See: QuickBooks for Self-Employed

    Can multiple users access QuickBooks?

    Yes, each plan allows a different number of users:

    • Simple Start: 1 user
    • Essentials: 3 users
    • Plus: 5 users
    • Advanced: 5 users

    You can control what each person can access in the system.

    Can I connect my bank accounts?

    QuickBooks connects directly to your bank accounts and credit cards to import transactions automatically. This keeps your records current and reduces manual data entry. See: Importing Bank Transactions

    Does it support specific industries?

    While QuickBooks works for most general business needs, it doesn't have industry-specific versions. Some businesses, like construction or manufacturing, might need additional apps or integrations for specialized features.

    What if I need help?

    QuickBooks provides support through live chat, phone support, and online tutorials. Advanced plan users get a dedicated account manager. For specialized help, you can work with a certified QuickBooks ProAdvisor. See: QuickBooks Support

    Is there a mobile app?

    Yes, QuickBooks has an app for iOS and Android devices. You can create invoices, track expenses, and log miles from your phone. See: Mobile app

    Does it help with tax preparation?

    QuickBooks helps organize your tax information through expense categorization and tax reports. Its integration with TurboTax makes filing easier for both businesses and self-employed users. See: TurboTax Integration

    Frequently
    asked
    questions

    What do bookkeeping tax services include?

    Tax-focused bookkeeping services include recording all business income and expenses, reconciling bank and credit card accounts, organizing the general ledger, and preparing tax-ready financial reports like the P&L and balance sheet. Some also help with 1099s and coordinate with your CPA.

    How do I know if my books are tax-ready?

    Your books are tax-ready if:

    1. All transactions are categorized correctly
    2. Your accounts are reconciled through year-end
    3. You have no duplicates, missing info, or personal expenses mixed in
    4. Your P&L, balance sheet, and general ledger are clean and complete
    When should I hire a professional for bookkeeping tax services?

    If you're behind on your books, unsure how to prepare reports, or experiencing growth and complexity in your finances, it’s time to hire a professional. Don’t try to clean up months of data right before tax time.

    Start smarter—and make your finances function as one

    Discover how Function streamlines your finances and scales with you at every stage.

    Start with Function