Small, Medium, or Large? Clearing Up Business Sizes and Accounting Expectations

We often hear business owners say they are a "midsize" company or outsourced bookkeepers state they serve both small and midsize businesses. In reality, these terms are often misused and can add some confusion who a business really serves.

When most people think of a midsize business, they’re usually describing a larger “small business”—one that has grown but still lacks the complexity and scale of a true mid-market company. The financial needs and operational challenges of these businesses are very different from those of established midsize firms.

This blog will help define what small and midsize businesses really mean in terms of revenue, headcount, and financial complexity—and where bookkeeping fits into the picture.

  • Small Businesses typically have fewer than 100 employees and generate annual revenue of up to $50 million.

  • Midsize Businesses generally range between 100 to 999 employees and have annual revenue between $50 million to $1 billion.

  • Enterprise Businesses exceed 1,000 employees and generate revenue above $1 billion.

These classifications impact not just company operations but also the complexity of financial management. As businesses grow, so do their accounting and bookkeeping needs.

 
Image of a group of small business employees
 

Types of Small Businesses: Startups, Early-Stage, and Established Small Businesses

Within the category of small businesses, there are distinct phases that significantly affect their financial management needs.

Startups

  • Revenue: Typically less than $1 million

  • Headcount: Often fewer than 10 employees

  • Financial Characteristics:

    • Highly volatile cash flow

    • Basic accounting, often founder-managed

    • Minimal financial controls, with bookkeeping focused on compliance and tax obligations

    • Funding challenges and heavy reliance on external financing or investors if not bootstrapped

Startups are often still validating their business model, which leads to significant financial uncertainty. Bookkeeping at this stage is primarily for compliance, basic budgeting, and ensuring cash management.

Early-Stage Businesses

  • Revenue: Typically between $1 million to $10 million

  • Headcount: Around 10 to 50 employees

  • Financial Characteristics:

    • Increased transaction volume and complexity

    • Growing need for financial visibility and forecasting

    • Starting to formalize accounting practices, budgeting, and cash flow management

    • Potential shift from cash accounting to accrual accounting

Early-stage businesses face increased operational complexity and require stronger internal controls and financial processes to manage growth effectively.

Established Small Businesses

  • Revenue: $10 million to $50 million

  • Headcount: 50 to 99 employees

  • Financial Characteristics:

    • Consistent, structured accounting practices

    • Need for detailed financial reporting, budgeting, and forecasting

    • Enhanced internal controls to prevent fraud and ensure accuracy

    • Often require advanced accounting software or cloud-based solutions

Bookkeeping and outsourced accounting really comes into its own in the Startup and Early-stage business phases and is then transitioned over to hiring somewhere during the Established Small Business phase as complexity, systems, or team engagement requires.

 
Image of a group of small business employees
 

Comparing Small, Midsize, and Enterprise Businesses: Financial Complexity

Small Businesses: Simplicity with Growing Challenges

Revenue: Up to $50 million
Headcount: 1-99 employees
Common Financial Characteristics:

  • Basic bookkeeping needs (accounts payable, receivable, and payroll) to some complex accrual accounting

  • Owner-led or small team managing finances just starting to require fractional CFO assistance

  • Limited reporting requirements (cash flow, basic financial statements) early one with a transition to cash forecasting and budgeting around the 8-figure mark

  • Starting out with cash-based accounting but quickly transitioning to accrual in the early 7-figures

  • Fewer transactions but growing concerns over cash flow and collections

Small businesses often start with an in-house bookkeeper or part-time accountant. However, as revenue and expenses increase, they quickly reach a point where financial visibility and efficiency become a challenge. This is where outsourced accounting services provide value, helping them transition from manual or DIY processes to a structured financial system with proper internal controls.

Midsize Businesses: Increasing Volume and Complexity

Revenue: $50 million to $1 billion
Headcount: 100-999 employees
Common Financial Characteristics:

  • Larger transaction volume across multiple customers, vendors, and business units

  • More complex revenue recognition and expense management

  • Need for real-time reporting and financial analysis

  • Established budgeting, forecasting, and KPI tracking is a must

  • Often requires the implementation of a more expensive ERP system

  • Stricter internal controls to mitigate fraud risk

Enterprise Businesses: Highly Structured and Regulated Financial Operations

Revenue: $1 billion+
Headcount: 1,000+ employees
Common Financial Characteristics:

  • Fully staffed in-house finance and accounting teams

  • Strict compliance with GAAP, IFRS, or other regulatory standards

  • Sophisticated multi-entity consolidations and intercompany transactions

  • Extensive budgeting, forecasting, and strategic financial planning

  • High transaction volumes requiring ERP automation

  • External audits, investor reporting, and SEC compliance for public companies

How Our Outsourced Accounting Services Support Small Business Growth

At Basis 365, we specialize in providing outsourced accounting department services for small businesses on their journey to midsize. Our expertise in cloud-based financial management, internal controls, and process automation allows growing businesses to scale efficiently without the burden of managing an in-house accounting team.

If you're a small business looking to scale with financial clarity and confidence, Basis 365 can help you navigate the transition with best-in-class outsourced accounting solutions. Reach out today to see how we can support your growth.

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